Methanedicarboxylic acid (Malonic Acid) has the chemical formula C3H4O4.
Methanedicarboxylic acid (Malonic Acid) appears as a white, odorless crystal or crystalline powder.
Methanedicarboxylic acid (Malonic Acid) is soluble in Water, Ether, and Alcohol.
CAS Number: 141-82-2
EC Number: 205-503-0
MDL number: MFCD00002707
Linear Formula: CH2(COOH)2
Molecular Formula: C3H4O4 / COOHCH2COOH
malonic acid, propanedioic acid, 141-82-2, Dicarboxymethane, Carboxyacetic acid, Methanedicarboxylic acid, malonate, Kyselina malonova, USAF EK-695, 1,3-Propanedioic acid, Dicarboxylate, Malonicacid, Dicarboxylic acid, NSC 8124, UNII-9KX7ZMG0MK, 9KX7ZMG0MK, AI3-15375, H2malo, EINECS 205-503-0, MFCD00002707, BRN 1751370, Methanedicarbonic acid, CHEBI:30794, Thallium malonate, HOOC-CH2-COOH, NSC-8124, Propane-1,3-dioic acid, alpha,omega-Dicarboxylic acid, DTXSID7021659, HSDB 8437, NSC8124, 4-02-00-01874 (Beilstein Handbook Reference), 1,3-Propanoic acid, PROPANEDIOLIC ACID, METAHNEDICARBOXYLIC ACID, 2fah, Malonic acid, 99%, Malonic acid (8CI), 1o4m, MLI, Malonate dicarboxylic acid, Malonic acid, 99.5%, Propanedioic acid (9CI), SCHEMBL336, WLN: QV1VQ, MALONIC ACID [MI], CH2(COOH)2, CHEMBL7942, MALONIC ACID [INCI], DTXCID401659, SCHEMBL1471092, BDBM14673, Propanedioic acid dithallium salt, Malonic acid, analytical standard, AMY11201, BCP05571, STR00614, Tox21_200534, AC8295, LMFA01170041, s3029, Malonic acid, ReagentPlus(R), 99%, AKOS000119034, CS-W019962, DB02175, PROPANEDIOIC ACID MALONIC ACID, NCGC00248681-01, NCGC00258088-01, BP-11453, CAS-141-82-2, SY001875, Malonic acid, SAJ first grade, >=99.0%, FT-0628127, FT-0628128, FT-0690260, FT-0693474, M0028, NS00013842, EN300-18457, Malonic acid, Vetec(TM) reagent grade, 98%, C00383, C02028, C04025, Q421972, J-521669, Z57965450, F1908-0177, Malonic acid, certified reference material, TraceCERT(R), 592A9849-68C3-4635-AA3D-CBC44965EA3A, Malonic acid, sublimed grade, >=99.95% trace metals basis, DICARBOXYLIC ACID C3; PROPANEDIOLIC ACID; METHANEDICARBOXYLIC ACID, InChI=1/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7, Malonic acid, anhydrous, free-flowing, Redi-Dri(TM), ReagentPlus(R), 99%, LML, Propanedioic acid, Methanedicarboxylic acid, H2Malo, HOOC-CH2-COOH, Propanedioic acid, Propanedioate, Malonate, alpha,Omega-dicarboxylic acid, Carboxyacetic acid, Dicarboxylate, Dicarboxylic acid, Dicarboxymethane, Kyselina malonova, Malonate dicarboxylic acid, Metahnedicarboxylic acid, Methanedicarbonic acid, Methanedicarboxylic acid, Propanedioic acid dithallium salt, Propanediolic acid, Thallium malonate, Malonic acid, 2-(14)C-labeled, Malonic acid, monocalcium salt, Malonic acid, 1,3-(14)C2-labeled, Malonic acid, diammonium salt, Malonic acid, disodium salt, Malonic acid, dithallium salt, Malonic acid, dipotassium salt, Malonic acid, disodium salt, 1-(14)C-labeled, Malonic acid, monosodium salt, Malonic acid, potassium salt, Malonic acid, sodium salt, Thallous malonate, Dithallium malonate, Monosodium malonate, Malonic acid, malonic acid, dicarboxymethane, carboxyacetic acid, methanedicarboxylic acid, kyselina malonova, usaf ek-695, dicarboxylate, dicarboxylic acid, kyselina malonova czech, propanediolic acid, Malonic acid, Carboxyacetic acid, Dicarboxymethane, Methanedicarboxylic acid, CH2(COOH)2, USAF EK-695, Kyselina malonova, Methanedicarbonic acid, NSC 8124, alpha,Omega-dicarboxylic acid, Carboxyacetic acid, Dicarboxylate, Dicarboxylic acid, Dicarboxymethane, H2Malo, HOOC-CH2-COOH, Kyselina malonova, Malonate, Malonate dicarboxylic acid, Malonic acid, 1,3-(14)C2-labeled, Malonic acid, 2-(14)C-labeled, Malonic acid, diammonium salt, Malonic acid, dipotassium salt, Malonic acid, disodium salt, Malonic acid, disodium salt, 1-(14)C-labeled, Malonic acid, dithallium salt, Malonic acid, monocalcium salt, Malonic acid, monosodium salt, Malonic acid, potassium salt, Malonic acid, sodium salt, Metahnedicarboxylic acid, Methanedicarbonic acid, Methanedicarboxylic acid, Propanedioate, Propanedioic acid, Propanedioic acid dithallium salt, Propanediolic acid, Thallium malonate, Thallous malonate, Dithallium malonate, Monosodium malonate, Malonic acid, Malonic Acid, Disodium Salt, 1 (14)C Labeled, Propanedioic Acid Dithallium Salt, Malonic Acid, 1,3 (14)C2 Labeled, Malonic Acid, Monocalcium Salt, Malonic Acid, Dipotassium Salt, Alpha,Omega Dicarboxylic Acid, Malonic Acid, 2 (14)C Labeled, Malonic Acid, Diammonium Salt, Malonic Acid, Dithallium Salt, Malonic Acid, Monosodium Salt, Malonic Acid, Potassium Salt, Malonic Acid, Disodium Salt, Malonate Dicarboxylic Acid, Malonic Acid, Sodium Salt, Metahnedicarboxylic Acid, Methanedicarboxylic Acid, Methanedicarbonic Acid, Dithallium Malonate, Monosodium Malonate, Carboxyacetic Acid, Propanediolic Acid, Propanedioic Acid,
Dicarboxylic Acid, Kyselina Malonova, Thallium Malonate, Thallous Malonate, Dicarboxymethane, Hooc Ch2 Cooh, Propanedioate, Dicarboxylate, Malonate, H2 Malo, Propanedioic Acid-2-13C, 1,3-Propanedioic Acid-2-13C, Carboxyacetic Acid-2-13C, Dicarboxymethane-2-13C, Methanedicarboxylic Acid-2-13C, NSC 8124-2-13C, Malonic-2-13C Acid, [2-13C]Malonic Acid, Malonic acid, Carboxyacetic acid, Dicarboxymethane, Methanedicarboxylic acid, CH2(COOH)2, USAF EK-695, Kyselina malonova, Methanedicarbonic acid, NSC 8124, H2malo, HOOC-CH2-COOH, Malonic acid, MALONIC ACID, propanedioic acid, Propanedioic acid, PROPANEDIOIC ACID, MAAC, Daucic acid, CH2(COOH)2, Methane acid, Propandioic acid, Methanedicarbonic acid, METHANEDICARBOXYLIC ACID, MALONIC ACID, 99%MALONIC ACID, 99%MALONIC ACID, 99%MALONIC ACID, 99%, Malonsure,
Methanedicarboxylic acid (Malonic Acid) is also known as Propanedioic acid or Dicarboxymethane.
The name is derived from the Greek word Malon which means apple.
Malonate is the ionized form of Methanedicarboxylic acid (Malonic Acid), along with its esters and salt.
Methanedicarboxylic acid (Malonic Acid) appears as a white crystal or crystalline powder.
Methanedicarboxylic acid (Malonic Acid) dissolves in alcohol, pyridine, and ether.
Methanedicarboxylic acid (Malonic Acid) was first prepared in the year, 1858 by the French chemist Victor Dessaignes by the oxidation of malic acid.
Methanedicarboxylic acid (Malonic Acid) is found in some fruits viz citrus fruits.
Methanedicarboxylic acid (Malonic Acid) can be produced through the fermentation of glucose.
Industrially, Methanedicarboxylic acid (Malonic Acid) is produced by the hydrolysis of diethyl malonate or dimethyl malonate.
Methanedicarboxylic acid (Malonic Acid) is a forerunner to polyester specialities.
Methanedicarboxylic acid (Malonic Acid) is a dicarboxylic acid with structure CH2(COOH)2.
The ionised form of Methanedicarboxylic acid (Malonic Acid), as well as its esters and salts, are known as malonates.
For example, diethyl malonate is Methanedicarboxylic acid (Malonic Acid)'s ethyl ester.
The name originates from Latin malum, meaning apple.
Methanedicarboxylic acid (Malonic Acid) is the archetypal example of a competitive inhibitor: It acts against succinate dehydrogenase (complex II) in the respiratory electron transport chain.
Methanedicarboxylic acid (Malonic Acid) has the chemical formula C3H4O4.
Methanedicarboxylic acid (Malonic Acid) appears as a white, odorless crystal or crystalline powder.
Methanedicarboxylic acid (Malonic Acid) is soluble in Water, Ether, and Alcohol.
Upon heating to decomposition temperature, Methanedicarboxylic acid (Malonic Acid) emits irritating fumes and acrid smoke.
Methanedicarboxylic acid (Malonic Acid) acts as a precursor for conversion to 1,3-propanediol, which is a compound used in polyesters and polymers with the huge market size.
Methanedicarboxylic acid (Malonic Acid), also known as malonate or H2MALO is a dicarboxylic acid with structure CH2(COOH)2, belonging to the class of organic compounds known as dicarboxylic acids and derivatives.
These are organic compounds containing exactly two carboxylic acid groups.
The ionised form of Methanedicarboxylic acid (Malonic Acid), as well as its esters and salts, are known as malonates.
For example, diethyl malonate is Methanedicarboxylic acid (Malonic Acid)'s ethyl ester.
The name originates from Latin malum, meaning apple.
Methanedicarboxylic acid (Malonic Acid) is the archetypal example of a competitive inhibitor: it acts against succinate dehydrogenase (complex II) in the respiratory electron transport chain.
Methanedicarboxylic acid (Malonic Acid) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Methanedicarboxylic acid (Malonic Acid) exists in all living species, ranging from bacteria to humans.
Within humans, Methanedicarboxylic acid (Malonic Acid) participates in a number of enzymatic reactions.
In particular, Methanedicarboxylic acid (Malonic Acid) and acetic acid can be converted into acetoacetic acid, which is mediated by the enzyme fatty acid synthase.
Beta ketoacyl synthase domain.
In addition, Methanedicarboxylic acid (Malonic Acid)d and coenzyme A can be biosynthesized from malonyl-CoA through its interaction with the enzyme fatty acid synthase. malonyl/acetyl transferase domain.
A Methanedicarboxylic acid (Malonic Acid) in which the two carboxy groups are separated by a single methylene group.
In humans, Methanedicarboxylic acid (Malonic Acid) is involved in fatty acid biosynthesis.
Outside of the human body, Methanedicarboxylic acid (Malonic Acid) has been detected, but not quantified in, several different foods, such as red beetroots, corns, scarlet beans, common beets, and cow milks.
This could make Methanedicarboxylic acid (Malonic Acid) a potential biomarker for the consumption of these foods.
Methanedicarboxylic acid (Malonic Acid), also known as malonate or H2MALO, belongs to the class of organic compounds known as dicarboxylic acids and derivatives.
These are organic compounds containing exactly two carboxylic acid groups.
Methanedicarboxylic acid (Malonic Acid) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Methanedicarboxylic acid (Malonic Acid) exists in all living species, ranging from bacteria to humans.
Within yeast, Methanedicarboxylic acid (Malonic Acid) participates in a number of enzymatic reactions.
In particular, Methanedicarboxylic acid (Malonic Acid) and acetic acid can be converted into acetoacetic acid through the action of the enzyme fatty acid synthase.
Beta ketoacyl synthase domain.
In addition, Methanedicarboxylic acid (Malonic Acid) can be biosynthesized from malonyl-CoA through its interaction with the enzyme fatty acid synthase. malonyl/acetyl transferase domain.
In yeast, Methanedicarboxylic acid (Malonic Acid) is involved in the metabolic pathway called fatty acid biosynthesis pathway.
Methanedicarboxylic acid (Malonic Acid) has a white crystal or crystalline powder structure.
Methanedicarboxylic acid (Malonic Acid) is naturally occurring and can be found in many vegetables, fruits.
Methanedicarboxylic acid (Malonic Acid) was first prepared by Victor Dessaignes by the oxidation reaction of malic acid.
Methanedicarboxylic acid (Malonic Acid) is the second smallest aliphatic dicarboxylic acid with oxalic acid being the smallest.
Methanedicarboxylic acid (Malonic Acid) can be confused with maleic or malic acid as both contain two carboxyl groups, but it is different.
Methanedicarboxylic acid (Malonic Acid) differs from these two acids in terms of properties, structure, etc.
The name of Methanedicarboxylic acid (Malonic Acid) is derived from the Greek word Malon which means apple.
Methanedicarboxylic acid (Malonic Acid) on heating gives acetic acid.
French Chemist Victor Dessaignes was the first person to prepare this acid in 1858 by oxidation of malic acid.
Its name originated from the Greek word Malon which means Apple.
It is because Methanedicarboxylic acid (Malonic Acid) is found in some fruits.
Greater concentrations of Methanedicarboxylic acid (Malonic Acid) in citrus are found in fruits generated in organic farming compared to fruits generated in conventional farming.
Methanedicarboxylic acid (Malonic Acid) is a white crystalline substance that quickly dissolves in water and oxygenated solutions.
Methanedicarboxylic acid (Malonic Acid) has a breakdown temperature of 135 °C.
Its ionized form, esters and salts are known as malonates, such as the diethyl malonate, which is Methanedicarboxylic acid (Malonic Acid)’s diethyl ester.
The molecular weight of Methanedicarboxylic acid (Malonic Acid) is 104.061 g/mol, and its density is 1.619g/cm3.
Its melting point is 135 to 137°C and Methanedicarboxylic acid (Malonic Acid) decomposes above the boiling point of 140°C.
Methanedicarboxylic acid (Malonic Acid) is a dicarboxylic acid with structure CH2(COOH)2.
The ionised form of Methanedicarboxylic acid (Malonic Acid), as well as its esters and salts, are known as malonates.
For example, diethyl malonate is Methanedicarboxylic acid (Malonic Acid)'s ethyl ester.
The name of Methanedicarboxylic acid (Malonic Acid) originates from Latin malum, meaning apple.
Methanedicarboxylic acid (Malonic Acid) is a dicarboxylic acid with structure CH2(COOH)2.
The ionized form of Methanedicarboxylic acid (Malonic Acid), as well as its esters and salts, are known as malonates.
For example, diethyl malonate is Methanedicarboxylic acid (Malonic Acid)'s diethyl ester.
The name originates from the Greek word μᾶλον (malon) meaning 'apple'.
Methanedicarboxylic acid (Malonic Acid) appears as white crystals or crystalline powder.
Methanedicarboxylic acid (Malonic Acid) appears as white crystals or crystalline powder.
Methanedicarboxylic acid (Malonic Acid) is an alpha,omega-dicarboxylic acid in which the two carboxy groups are separated by a single methylene group.
Methanedicarboxylic acid (Malonic Acid) has a role as a human metabolite.
Methanedicarboxylic acid (Malonic Acid) is an alpha,omega-dicarboxylic acid and a lipid.
Methanedicarboxylic acid (Malonic Acid) is a conjugate acid of a malonate(1-).
Methanedicarboxylic acid (Malonic Acid) is soluble in cold water.
Methanedicarboxylic acid (Malonic Acid), also known as malonate or H2MALO, belongs to the class of organic compounds known as dicarboxylic acids and derivatives.
These are organic compounds containing exactly two carboxylic acid groups.
Methanedicarboxylic acid (Malonic Acid) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Methanedicarboxylic acid (Malonic Acid) exists in all living species, ranging from bacteria to humans.
Within yeast, Methanedicarboxylic acid (Malonic Acid) participates in a number of enzymatic reactions.
In particular, Methanedicarboxylic acid (Malonic Acid) and acetic acid can be converted into acetoacetic acid through the action of the enzyme fatty acid synthase.
Beta ketoacyl synthase domain.
In addition, Methanedicarboxylic acid (Malonic Acid) can be biosynthesized from malonyl-CoA through its interaction with the enzyme fatty acid synthase. malonyl/acetyl transferase domain.
In yeast, Methanedicarboxylic acid (Malonic Acid) is involved in the metabolic pathway called fatty acid biosynthesis pathway.
Methanedicarboxylic acid (Malonic Acid), also known as malonate or H2MALO, belongs to the class of organic compounds known as dicarboxylic acids and derivatives.
These are organic compounds containing exactly two carboxylic acid groups.
Methanedicarboxylic acid (Malonic Acid) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Methanedicarboxylic acid (Malonic Acid) exists in all living species, ranging from bacteria to humans.
Within humans, Methanedicarboxylic acid (Malonic Acid) participates in a number of enzymatic reactions.
In particular, Methanedicarboxylic acid (Malonic Acid) and acetic acid can be converted into acetoacetic acid; which is mediated by the enzyme fatty acid synthase.
Beta ketoacyl synthase domain.
In addition, Methanedicarboxylic acid (Malonic Acid) and coenzyme A can be biosynthesized from malonyl-CoA through its interaction with the enzyme fatty acid synthase.
malonyl/acetyl transferase domain.
An Methanedicarboxylic acid (Malonic Acid) in which the two carboxy groups are separated by a single methylene group.
In humans, Methanedicarboxylic acid (Malonic Acid) is involved in fatty acid biosynthesis.
Outside of the human body, Methanedicarboxylic acid (Malonic Acid) has been detected, but not quantified in, several different foods, such as red beetroots, corns, scarlet beans, common beets, and cow milks.
This could make Methanedicarboxylic acid (Malonic Acid) a potential biomarker for the consumption of these foods.
Methanedicarboxylic acid (Malonic Acid), with regard to humans, has been found to be associated with several diseases such as eosinophilic esophagitis, combined malonic and methylmalonic aciduria, and early preeclampsia; Methanedicarboxylic acid (Malonic Acid) has also been linked to the inborn metabolic disorder malonyl-coa decarboxylase deficiency.
Methanedicarboxylic acid (Malonic Acid) belongs to the class of organic compounds known as dicarboxylic acids and derivatives.
These are organic compounds containing exactly two carboxylic acid groups.
Methanedicarboxylic acid (Malonic Acid) is a dicarboxylic acid that forms a solid at room temperature.
Methanedicarboxylic acid (Malonic Acid) is a dicarboxylic acid used as a precursor to certain polyesters and is a component in alkyd resins.
Methanedicarboxylic acid (Malonic Acid) is a dicarboxylic acid belonging to the family of carboxylic acids.
A dicarboxylic acid contains two carboxylic acid functional groups. Usually, a dicarboxylic acid exhibits the same chemical behavior as monocarboxylic acids.
This naturally occurs in certain fruits.
Methanedicarboxylic acid (Malonic Acid) is a useful organic compound with various benefits.
Methanedicarboxylic acid (Malonic Acid)'s IUPAC name is propanedioic acid.
Methanedicarboxylic acid (Malonic Acid) should not be confused with malic or maleic acid.
Methanedicarboxylic acid (Malonic Acid) is a dicarboxylic acid with the chemical formula C3H4O4.
Dicarboxylic acids are organic compounds containing two carboxylic acid functional groups.
Methanedicarboxylic acid (Malonic Acid), Reagent is a dicarboxylic acid which name originates from the Greek work, malon, meaning apple.
Methanedicarboxylic acid (Malonic Acid) contains calcium salt in high concentrations of beetroot.
Normally Methanedicarboxylic acid (Malonic Acid) appears as white crystals.
Methanedicarboxylic acid (Malonic Acid) is an aliphatic dicarboxylic acid also referred to as propanedioic acid.
On the Kofler bench, the powdery body melts around 136°C and evaporates gradually.
Some impurities coat crystals which makes the determination of the melting point of Methanedicarboxylic acid (Malonic Acid) very imprecise.
Methanedicarboxylic acid (Malonic Acid) is a dicarboxylic acid with structure CH2(COOH)2.
The ionized form of Methanedicarboxylic acid (Malonic Acid), as well as its esters and salts, are known as malonates.
Methanedicarboxylic acid (Malonic Acid) acts as a building block in organic synthesis.
Methanedicarboxylic acid (Malonic Acid) is also useful as a precursor for polyesters and alkyd resins, which is used in coating applications, thereby protecting against UV light, corrosion and oxidation.
Methanedicarboxylic acid (Malonic Acid) acts as a cross linker in the coating industry and surgical adhesive.
Methanedicarboxylic acid (Malonic Acid) is soluble in cold water.
Methanedicarboxylic acid (Malonic Acid) is a dicarboxylic acid with structure CH2(COOH)2.
Methanedicarboxylic acid (Malonic Acid) has three kinds of crystal forms, of which two are triclinic, and one is monoclinic.
That crystallized from ethanol is white triclinic crystals.
Methanedicarboxylic acid (Malonic Acid) decomposes to acetic acid and carbon dioxide at 140℃.
Methanedicarboxylic acid (Malonic Acid) does not decompose at 1.067×103~1.333×103Pa vacuum, but directly sublimates.
The ionised form of Methanedicarboxylic acid (Malonic Acid), as well as its esters and salts, are known as malonates.
For example, diethyl malonate is Methanedicarboxylic acid (Malonic Acid)'s ethyl ester.
The name originates from Latin malum, meaning apple.
Methanedicarboxylic acid (Malonic Acid) is an alpha,omega-dicarboxylic acid in which the two carboxy groups are separated by a single methylene group.
Methanedicarboxylic acid (Malonic Acid) has a role as a human metabolite.
Methanedicarboxylic acid (Malonic Acid) is a conjugate acid of a malonate(1-).
Methanedicarboxylic acid (Malonic Acid) is white crystals or crystalline powder.
Methanedicarboxylic acid (Malonic Acid) sublimes in vacuum.
Methanedicarboxylic acid (Malonic Acid) is water soluble.
Methanedicarboxylic acid (Malonic Acid), also known as propanedioic acid, is a dicarboxylic acid with the chemical formula C3H4O4.
Methanedicarboxylic acid (Malonic Acid) is a white crystalline solid with a sour taste and is soluble in water and ethanol.
Methanedicarboxylic acid (Malonic Acid) is an alpha,omega-dicarboxylic acid in which the two carboxy groups are separated by a single methylene group.
Methanedicarboxylic acid (Malonic Acid) is a dicarboxylic acid.
Methanedicarboxylic acid (Malonic Acid) is a dicarboxylic acid with structure CH2(COOH)2.
The ionized form of Methanedicarboxylic acid (Malonic Acid), as well as its esters and salts, are known as malonates.
Dicarboxylic acids generally show the same chemical behaviour and reactivity as monocarboxylic acids.
Methanedicarboxylic acid (Malonic Acid) is a substance found in some fruits that occurs naturally.
Fruits generated in organic farming contain greater concentrations of Methanedicarboxylic acid (Malonic Acid) in citrus compared to fruits generated in conventional farming.
The IUPAC name of Methanedicarboxylic acid (Malonic Acid) is propanedioic acid.
Methanedicarboxylic acid (Malonic Acid) is the archetypal instance of a competitive inhibitor: it functions in the respiratory electron transport chain against succinate dehydrogenase.
Methanedicarboxylic acid (Malonic Acid) is correlated with deficiency of malonyl-CoA decarboxylase, an inborn metabolism mistake.
Methanedicarboxylic acid (Malonic Acid) appears as white crystals or crystalline powder.
Methanedicarboxylic acid (Malonic Acid) sublimes in vacuum.
Methanedicarboxylic acid (Malonic Acid) is an alpha,omega-dicarboxylic acid in which the two carboxy groups are separated by a single methylene group.
Methanedicarboxylic acid (Malonic Acid) has a role as a human metabolite.
Methanedicarboxylic acid (Malonic Acid) is a conjugate acid of a malonate(1-).
Methanedicarboxylic acid (Malonic Acid) is a natural product found in Camellia sinensis, Meum athamanticum, and other organisms with data available.
Methanedicarboxylic acid (Malonic Acid) is a dicarboxylic acid with structure CH2(COOH)2.
The ionized form of malonic acid, as well as its esters and salts, are known as malonates.
For example, diethyl malonate is malonic acid's diethyl ester.
The name of Methanedicarboxylic acid (Malonic Acid) originates from the Greek word μᾶλον (malon) meaning 'apple'.
USES and APPLICATIONS of METHANEDICARBOXYLIC ACID (MALONIC ACID):
Methanedicarboxylic acid (Malonic Acid) is a precursor to specialty polyesters.
Methanedicarboxylic acid (Malonic Acid) can be converted into 1,3-propanediol for use in polyesters and polymers (whose usefulness is unclear though).
Methanedicarboxylic acid (Malonic Acid) can also be a component in alkyd resins, which are used in a number of coatings applications for protecting against damage caused by UV light, oxidation, and corrosion.
Methanedicarboxylic acid (Malonic Acid) is used in pharmaceutical products.
One application of Methanedicarboxylic acid (Malonic Acid) is in the coatings industry as a crosslinker for low-temperature cure powder coatings, which are becoming increasingly valuable for heat sensitive substrates and a desire to speed up the coatings process.
The global coatings market for automobiles was estimated to be $18.59 billion in 2014 with projected combined annual growth rate of 5.1% through 2022.
Methanedicarboxylic acid (Malonic Acid) is used in a number of manufacturing processes as a high value specialty chemical including the electronics industry, flavors and fragrances industry, specialty solvents, polymer crosslinking, and pharmaceutical industry.
In 2004, annual global production of Methanedicarboxylic acid (Malonic Acid) and related diesters was over 20,000 metric tons.
Potential growth of these markets could result from advances in industrial biotechnology that seeks to displace petroleum-based chemicals in industrial applications.
In 2004, Methanedicarboxylic acid (Malonic Acid) was listed by the US Department of Energy as one of the top 30 chemicals to be produced from biomass.
In food and drug applications, Methanedicarboxylic acid (Malonic Acid) can be used to control acidity, either as an excipient in pharmaceutical formulation or natural preservative additive for foods.
Methanedicarboxylic acid (Malonic Acid) is used as a building block chemical to produce numerous valuable compounds, including the flavor and fragrance compounds gamma-nonalactone, cinnamic acid, and the pharmaceutical compound valproate.
Methanedicarboxylic acid (Malonic Acid) has been used to cross-link corn and potato starches to produce a biodegradable thermoplastic; the process is performed in water using non-toxic catalysts.
Starch-based polymers comprised 38% of the global biodegradable polymers market in 2014 with food packaging, foam packaging, and compost bags as the largest end-use segments.
Methanedicarboxylic acid (Malonic Acid) is used as a precursor in polymers and polyester.
Methanedicarboxylic acid (Malonic Acid) is used in flavours as well as in the fragrance industry.
Methanedicarboxylic acid (Malonic Acid) is used to control acidity.
Methanedicarboxylic acid (Malonic Acid) is used as a cross-linking agent between potato starch and cornstarch to enhance its mechanical properties.
Methanedicarboxylic acid (Malonic Acid) is used for the preparation of cinnamic acid, a compound used for the formation of cin metacin which is an anti-inflammatory.
The malonates are used in syntheses of B1 and B6, barbiturates, and several other valuable compounds.
Common Uses of Methanedicarboxylic acid (Malonic Acid): Plating agent, Surface treating agent, Intermediate, Buffer, ans Cross-linking agent.
Commercial/Industrial Applications of Methanedicarboxylic acid (Malonic Acid) :Laboratory chemicals, Pharmaceuticals, and Paint industry.
Methanedicarboxylic acid (Malonic Acid) is used in cosmetics as a buffering and as a flavouring agent in food.
Methanedicarboxylic acid (Malonic Acid) is used as a component of alkyd resins.
Methanedicarboxylic acid (Malonic Acid) is used in coating applications to protect from UV rays, oxidation, and corrosion.
Methanedicarboxylic acid (Malonic Acid) is a building block to many valuable compounds in food and drug applications, pharmaceutical, electronics industry, fragrances, specialty polymer, specialty solvents, and many more.
Methanedicarboxylic acid (Malonic Acid) is used as a cross-linking agent between cornstarch and potato starch to enhance its mechanical properties.
Methanedicarboxylic acid (Malonic Acid) is used as a precursor in polymers and polyester and is used to produce vitamin B1, vitamin B6, vitamin B2, and amino acids.
Methanedicarboxylic acid (Malonic Acid) is used in flavors as well as in the fragrance industry and electroplating.
Methanedicarboxylic acid (Malonic Acid) is also used in chemical synthesis as a building block and is used to control acidity.
Methanedicarboxylic acid (Malonic Acid) is used in pharmaceutical products and the preparation of barbituric salt.
Methanedicarboxylic acid (Malonic Acid) acts as a building block in organic synthesis.
Methanedicarboxylic acid (Malonic Acid) is also useful as a precursor for polyesters and alkyd resins, which are used in coating applications, thereby protecting against UV light, corrosion and oxidation.
Methanedicarboxylic acid (Malonic Acid) acts as a cross linker in the coating industry and surgical adhesive.
Methanedicarboxylic acid (Malonic Acid) finds application in the production of specialty chemicals, flavors and fragrances, polymer cross linkers and pharmaceuticals.
Methanedicarboxylic acid (Malonic Acid) acts as a building block in organic synthesis.
Methanedicarboxylic acid (Malonic Acid) is also useful as a precursor for polyesters and alkyd resins, which are used in coating applications, thereby protecting against UV light, corrosion and oxidation.
Methanedicarboxylic acid (Malonic Acid) acts as a cross linker in the coating industry and surgical adhesive.
Methanedicarboxylic acid (Malonic Acid) finds application in the production of specialty chemicals, flavors and fragrances, polymer cross linkers and pharmaceuticals.
Methanedicarboxylic acid (Malonic Acid) is used to produce an enhanced starch-based resin, which is environmentally-benign, uses water-based processing without toxic catalysts.
Methanedicarboxylic acid (Malonic Acid) is used in the synthesis of barbituric acid and its derivatives.
Methanedicarboxylic acid (Malonic Acid) was discovered and identified in 1858 from the oxidation products of apple juice.
Methanedicarboxylic acid (Malonic Acid) is present as a white crystalline powder with no odor but with a high vapor pressure at room temperature.
Methanedicarboxylic acid (Malonic Acid) is however easily soluble in water as well as in pyridine, ethanol, methanol and ether.
Methanedicarboxylic acid (Malonic Acid) is not soluble in benzene.
Methanedicarboxylic acid (Malonic Acid) is used as an intermediate in the manufacture of barbiturates and other pharmaceuticals.
Methanedicarboxylic acid (Malonic Acid) finds application in the production of specialty chemicals, flavors and fragrances, polymer cross linkers and pharmaceuticals.
Methanedicarboxylic acid (Malonic Acid) is acts as a building block in organic synthesis.
Methanedicarboxylic acid (Malonic Acid) is also useful as a precursor for polyesters and alkyd resins, which are used in coating applications, thereby protecting against UV light, corrosion and oxidation.
Methanedicarboxylic acid (Malonic Acid) acts as a cross linker in the coating industry and surgical adhesive.
Methanedicarboxylic acid (Malonic Acid) finds application in the production of specialty chemicals, flavors and fragrances, polymer cross linkers and pharmaceuticals.
This dicarboxylic acid, Methanedicarboxylic acid (Malonic Acid), finds application across various industries, including automobiles, food, fragrance, and pharmaceuticals.
Methanedicarboxylic acid (Malonic Acid) is used as a precursor in polyester and other polymers.
Methanedicarboxylic acid (Malonic Acid) is used as a flavoring agent in the fragrance industry.
Methanedicarboxylic acid (Malonic Acid) is suitable for controlling acidity.
Methanedicarboxylic acid (Malonic Acid) finds usage in pharmaceutical products.
Methanedicarboxylic acid (Malonic Acid) is used in the manufacture of biodegradable containers.
Methanedicarboxylic acid (Malonic Acid) is also a component of surgical adhesives.
Methanedicarboxylic acid (Malonic Acid) serves as a cross-linking agent between cornstarch and potato starch to enhance its properties.
Methanedicarboxylic acid (Malonic Acid) is used for the preparation of barbituric salt.
Methanedicarboxylic acid (Malonic Acid) is used in electroplating.
Methanedicarboxylic acid (Malonic Acid) is used in the production of vitamins– B1, B6, B2, and amino acids.
Methanedicarboxylic acid (Malonic Acid) can also be used as a component in alkyd resins.
Methanedicarboxylic acid (Malonic Acid) is widely used in several coating applications to protect objects against UV light damage, oxidation, and corrosion.
A common application of Methanedicarboxylic acid (Malonic Acid) is as a crosslinker for low-temperature powder coatings.
These are valuable for heat-sensitive substrates.
Methanedicarboxylic acid (Malonic Acid) is on the US Department of Energy’s list of top chemicals for biomass production.
In food and drug applications, Methanedicarboxylic acid (Malonic Acid) acts as a natural preservative additive for foods.
Its therapeutic uses include the prevention of resorption of bone tissue in broiler chicks by adding Methanedicarboxylic acid (Malonic Acid) to feed.
Methanedicarboxylic acid (Malonic Acid) is a common intermediate in the pharmaceutical industry and is frequently used in veterinary medicine.
Methanedicarboxylic acid (Malonic Acid) is also used as a flavouring agent in certain foods.
Methanedicarboxylic acid (Malonic Acid) is used to generate countless useful compounds as a construction block chemical.
Methanedicarboxylic acid (Malonic Acid) is used in the preparation of barbituric salt.
Methanedicarboxylic acid (Malonic Acid) is used in electroplating.
Methanedicarboxylic acid (Malonic Acid) is used to produce vitamin B1, vitamin B6, vitamin B2, and amino acids.
Methanedicarboxylic acid (Malonic Acid) is used in chemical synthesis as a building block.
Methanedicarboxylic acid (Malonic Acid) is a component used as a stabilizer in many high-end cosmetic and pharmaceutical products.
Methanedicarboxylic acid (Malonic Acid) is also used as building block in chemical synthesis, specifically to introduce the molecular group -CH2-COOH.
Methanedicarboxylic acid (Malonic Acid) is used for the introduction of an acetic acid moiety under mild conditions by Knoevenagel condensation and subsequent decarboxylation.
Methanedicarboxylic acid (Malonic Acid) is acts as a building block in organic synthesis.
Methanedicarboxylic acid (Malonic Acid) is also useful as a precursor for polyesters and alkyd resins, which is used in coating applications, thereby protecting against UV light, corrosion and oxidation.
Methanedicarboxylic acid (Malonic Acid) acts as a cross linker in the coating industry and surgical adhesive.
Methanedicarboxylic acid (Malonic Acid) finds application in the production of specialty chemicals, flavors and fragrances, polymer cross linkers and pharmaceuticals.
Methanedicarboxylic acid (Malonic Acid) is commonly used in organic synthesis, specifically in the production of pharmaceuticals, agrochemicals, and fragrances.
Methanedicarboxylic acid (Malonic Acid) is also used as a pH adjuster in the food industry.
The chemical properties of Methanedicarboxylic acid (Malonic Acid) make it a unique and versatile compound in organic chemistry.
Methanedicarboxylic acid (Malonic Acid) contains two carboxylic acid groups (-COOH) which make it a weak acid with a pKa of 2.8.
Additionally, the presence of two carbonyl groups (-C=O) make Methanedicarboxylic acid (Malonic Acid) a useful compound in organic synthesis.
Methanedicarboxylic acid (Malonic Acid) is often used as a building block in the synthesis of various organic compounds due to its ability to undergo nucleophilic substitution reactions.
Methanedicarboxylic acid (Malonic Acid) is also known for its ability to form stable complexes with metal ions.
This property is utilized in analytical chemistry for the determination of metal ions in various samples.
Methanedicarboxylic acid (Malonic Acid) can form chelates with metal ions such as calcium, magnesium, and iron, which are then easily detected and quantified.
In conclusion, Methanedicarboxylic acid (Malonic Acid) is a versatile compound with a wide range of applications in various fields.
Its unique chemical properties make Methanedicarboxylic acid (Malonic Acid) a useful building block in organic synthesis and a valuable reagent in analytical chemistry.
Methanedicarboxylic acid (Malonic Acid) is used to produce an enhanced starch-based resin, which is environmentally-benign, uses water-based processing without toxic catalysts.
Methanedicarboxylic acid (Malonic Acid) may be used as a cross-linking agent between corn starch and potato starch to improve its mechanical properties.
-Biotechnological Applications of Methanedicarboxylic acid (Malonic Acid):
The calcium salt of Methanedicarboxylic acid (Malonic Acid) occurs in high concentrations in beetroot.
Methanedicarboxylic acid (Malonic Acid) exists in its normal state as white crystals.
Methanedicarboxylic acid (Malonic Acid) is the classic example of a competitive inhibitor.
Methanedicarboxylic acid (Malonic Acid) acts against succinate dehydrogenase (complex II) in the respiratory electron transport chain.
STRUCTURE OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
Malonic acid Synthesis – C3H4O4:
Preparation of Methanedicarboxylic acid (Malonic Acid) starts with chloroacetic acid which is also known as MCA (monochloroacetic acid).
Step 1: Sodium carbonate produces sodium salt.
Step 2: It is made to react with sodium cyanide.
Step 3: cyanoacetic acid salt is generated through nucleophilic substitution.
Step 4: The nitrile group is hydrolyzed with sodium hydroxide to produce sodium malonate.
Step 5: The acidification results in Methanedicarboxylic acid (Malonic Acid).
ALTERNATIVE PARENTS OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
*1,3-dicarbonyl compounds
*Carboxylic acids
*Organic oxides
*Hydrocarbon derivatives
SUBSTITUENTS OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
*1,3-dicarbonyl compound
*Dicarboxylic acid or derivatives
*Carboxylic acid
*Organic oxygen compound
*Organic oxide
*Hydrocarbon derivative
*Organooxygen compound
*Carbonyl group
*Aliphatic acyclic compound
STRUCTURE AND PREPARATION OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
The structure has been determined by X-ray crystallography and extensive property data including for condensed phase thermochemistry are available from the National Institute of Standards and Technology.
A classical preparation of Methanedicarboxylic acid (Malonic Acid) starts from chloroacetic acid:
*Preparation of Methanedicarboxylic acid (Malonic Acid) from chloroacetic acid.
Sodium carbonate generates the sodium salt, which is then reacted with sodium cyanide to provide the sodium salt of cyanoacetic acid via a nucleophilic substitution.
The nitrile group can be hydrolyzed with sodium hydroxide to sodium malonate, and acidification affords Methanedicarboxylic acid (Malonic Acid).
Industrially, however, Methanedicarboxylic acid (Malonic Acid) is produced by hydrolysis of dimethyl malonate or diethyl malonate.
Methanedicarboxylic acid (Malonic Acid) has also been produced through fermentation of glucose.
*Organic reactions:
Methanedicarboxylic acid (Malonic Acid) reacts as a typical carboxylic acid: forming amide, ester, anhydride, and chloride derivatives.
Malonic anhydride can be used as an intermediate to mono-ester or amide derivatives, while malonyl chloride is most useful to obtain diesters or diamides.
In a well-known reaction, Methanedicarboxylic acid (Malonic Acid) condenses with urea to form barbituric acid.
Methanedicarboxylic acid (Malonic Acid) may also be condensed with acetone to form Meldrum's acid, a versatile intermediate in further transformations.
The esters of Methanedicarboxylic acid (Malonic Acid) are also used as a −CH2COOH synthon in the malonic ester synthesis.
*Mitochondrial fatty acid synthesis:
Methanedicarboxylic acid (Malonic Acid) is the starting substrate of mitochondrial fatty acid synthesis (mtFASII), in which it is converted to malonyl-CoA by malonyl-CoA synthetase (ACSF3).
Additionally, the coenzyme A derivative of malonate, malonyl-CoA, is an important precursor in cytosolic fatty acid biosynthesis along with acetyl CoA.
Malonyl CoA is formed there from acetyl CoA by the action of acetyl-CoA carboxylase, and the malonate is transferred to an acyl carrier protein to be added to a fatty acid chain.
*Briggs–Rauscher reaction:
Methanedicarboxylic acid (Malonic Acid) is a key component in the Briggs–Rauscher reaction, the classic example of an oscillating chemical reaction.
*Knoevenagel condensation:
In Knoevenagel condensation, Methanedicarboxylic acid (Malonic Acid) or its diesters are reacted with the carbonyl group of an aldehyde or ketone, followed by a dehydration reaction.
When Methanedicarboxylic acid (Malonic Acid) itself is used, it is normally because the desired product is one in which a second step has occurred, with loss of carbon dioxide, in the so-called Doebner modification.
Thus, for example, the reaction product of acrolein and Methanedicarboxylic acid (Malonic Acid) in pyridine is trans-2,4-Pentadienoic acid with one carboxylic acid group and not two.
*Preparation of carbon suboxide:
Carbon suboxide is prepared by warming a dry mixture of phosphorus pentoxide (P4O10) and Methanedicarboxylic acid (Malonic Acid).
It reacts in a similar way to malonic anhydride, forming malonates.
FORMULA OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
Methanedicarboxylic acid (Malonic Acid) is a dicarboxylic acid with the chemical formula C3H4O4 and structural formula CH2(COOH)2.
Propanedioic acid is the IUPAC name of Methanedicarboxylic acid (Malonic Acid), and another name for the acid is Methane Dicarboxylic acid.
Malonates are Methanedicarboxylic acid (Malonic Acid)'s esters and salts.
There are three carbons with four hydrogen molecules and four oxygen molecules attached.
The two OH groups are attached with two carbons
CHEMICAL PROPERTIES OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
Methanedicarboxylic acid (Malonic Acid) is a white crystalline solid that decomposes at approximately 135°C.
Methanedicarboxylic acid (Malonic Acid) has high solubility in water and oxygenated solvents and exhibits greater acidity than acetic acid, which has a pK value of 4.75.
The pKa values for the loss of Methanedicarboxylic acid (Malonic Acid)'s first and second protons are 2.83 and 5.69, respectively.
Methanedicarboxylic acid (Malonic Acid) is slightly soluble in pyridine.
Methanedicarboxylic acid (Malonic Acid) can decompose to formic acid and carbon dioxide in case of potassium permanganate.
Since Methanedicarboxylic acid (Malonic Acid) generates carbon dioxide and water after heated without pollution problems, it can be directly used as aluminum surface treatment agent.
PREPARATION OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
Methanedicarboxylic acid (Malonic Acid) is usually produced from chloroacetic acid.
REACTIONS OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
The chloroacetic acid is added to the reaction kettle by adding sodium carbonate aqueous solution to generate sodium chloroacetate aqueous solution, and then 30% sodium cyanide solution is slowly added dropwise, and the reaction is carried out at a predetermined temperature to generate sodium cyanoacetate.
After the cyanation reaction is completed, add sodium hydroxide for heating and hydrolysis to generate sodium malonate solution, concentrate, then dropwise add sulfuric acid for acidification to generate Methanedicarboxylic acid (Malonic Acid), filter and dry to obtain the product.
PREPARATION OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
This method often does not produce a pure enough product or the pure product has an extremely low yield.
Industrially, Methanedicarboxylic acid (Malonic Acid) is also produced by hydrolyzing dimethyl malonate or diethyl malonate.
This manufacturing method is able to bring about a higher yield and purity, but the organic synthesis of Methanedicarboxylic acid (Malonic Acid) through these processes is extremely costly and environmentally hazardous.
REACTIONS OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
In a well - known reaction, Methanedicarboxylic acid (Malonic Acid) condenses with urea to form barbituric acid.
Methanedicarboxylic acid (Malonic Acid) is also frequently used as an enolate in Knoevenagel condensations or condensed with acetone to form Meldrum's acid.
The esters of Methanedicarboxylic acid (Malonic Acid) are also used as a - CH2COOH synthon in the malonic ester synthesis.
BIOLOGICAL FUNCTIONS OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
Methanedicarboxylic acid (Malonic Acid) is the classic example of a competitive inhibitor of the enzyme succinate dehydrogenase (complex II), in the respiratory electron transport chain.
Methanedicarboxylic acid (Malonic Acid) binds to the active site of the enzyme without reacting, competing with the usual substrate succinate but lacking the CH2CH2 group required for dehydrogenation.
This observation was used to deduce the structure of the active site in succinate dehydrogenase.
REACTIVITY PROFILE OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
Methanedicarboxylic acid (Malonic Acid) is a carboxylic acid.
Carboxylic acids donate hydrogen ions if a base is present to accept them.
They react in this way with all bases, both organic (for example, the amines) and inorganic.
Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat.
Neutralization between an acid and a base produces water plus a salt.
Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water.
Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions.
The pH of solutions of carboxylic acids is therefore less than 7.0.
Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt.
Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt.
Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry.
Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in Methanedicarboxylic acid (Malonic Acid) to corrode or dissolve iron, steel, and aluminum parts and containers.
Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents.
These reactions generate heat.
A wide variety of products is possible.
Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.
Methanedicarboxylic acid (Malonic Acid) is incompatible with strong oxidizers.
Methanedicarboxylic acid (Malonic Acid) is also incompatible with bases and reducing agents.
PURIFICATION METHODS OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
Crystallise Methanedicarboxylic acid (Malonic Acid) from *benzene/diethyl ether (1:1) containing 5% of pet ether (b 60-80o), wash with diethyl ether, then recrystallise it from H2O or acetone.
Dry Methanedicarboxylic acid (Malonic Acid) under vacuum over conc H2SO4.
SYNTHESIS OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
The synthesis of Methanedicarboxylic acid (Malonic Acid) starts with chloroacetic acid, also known as Monochloroacetic acid.
The following steps occur during the reaction:
Step 1:- Sodium salt is produced when sodium carbonate breaks down.
Step 2:- Then, the reaction of sodium salt with sodium cyanide is made to occur.
Step 3:- Through nucleophilic substitution, cyanoacetic acid salt is generated.
Step 4:- To produce sodium malonate, the nitrile group is hydrolyzed with sodium hydroxide.
Step 5:- Then the acidification yields Methanedicarboxylic acid (Malonic Acid).
REACTION OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
As with other carboxylic acids, Methanedicarboxylic acid (Malonic Acid) reacts by producing derivatives of chloride, ester, anhydride, and amide.
Malonyl chloride is best for producing diamides or diesters, although malonic anhydride can be employed as an intermediary to produce mono-ester or amide derivatives.
Barbituric acid is created when Methanedicarboxylic acid (Malonic Acid) and urea condense in a well-known process.
Additionally, acetone and propanedioic acid can be combined to generate Meldrum’s acid, a flexible intermediate used in other conversions.
Methanedicarboxylic acid (Malonic Acid) esters are also utilised in the malonic ester production as a CH2COOH synthon.
Furthermore, the coenzyme Malonyl-CoA, a malonate derivative, is the main precursor in fatty acid biosynthesis, along with acetyl CoA.
By the action of acetyl-CoA carboxylase, malonyl CoA is generated from acetyl CoA, and the malonate is transported to an acyl carrier protein to be added to a fatty acid chain.
Following are the chemical reactions that involve the Methanedicarboxylic acid (Malonic Acid):
*Briggs–Rauscher Reaction
*Knoevenagel condensation
*Preparation of carbon suboxide
IUPAC NAME OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
Methanedicarboxylic acid (Malonic Acid) is a dicarboxylic acid with structural formula CH2(COOH)2 and chemical formula C3H4O4.
The name Methanedicarboxylic acid (Malonic Acid) originated from the word ‘Malon’ which is Greek for ‘apple’.
The IUPAC name of Methanedicarboxylic acid (Malonic Acid) is Propanedioic acid.
Methane Dicarboxylic acid is another name for Methanedicarboxylic acid (Malonic Acid).
The ester and salts of Methanedicarboxylic acid (Malonic Acid) are called malonates.
The dicarboxylic acid has organic reactions similar to the monocarboxylic acid where amide, ester, anhydride, and chloride derivatives are formed.
Lastly, the malonic ester malonate as a coenzyme A derivative malonyl CoA that is as important a precursor as Acetyl CoA in the biosynthesis of fatty acids.
SYNTHESIS OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
The synthesis of Methanedicarboxylic acid (Malonic Acid) usually begins with chloroacetic acid.
Methanedicarboxylic acid (Malonic Acid) is also synthesized by cyanoacetic acid or by acid saponification reaction of malonates.
From monochloroacetic acid, Methanedicarboxylic acid (Malonic Acid) is produced by sodium or potassium cyanide.
The sodium carbonate primarily breaks down to give sodium salt which reacts with sodium cyanide to give sodium salt of cyanoacetic acid by the process of nucleophilic substitution.
Further, via hydrolyzation, the nitrile group binds with sodium malonate, whose acidification results in the production of Methanedicarboxylic acid (Malonic Acid).
STRUCTURAL FORMULA OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
The structural formula of Methanedicarboxylic acid (Malonic Acid) can be given as:
The Methanedicarboxylic acid (Malonic Acid) Lewis structure has been found by the X-ray crystallography method.
The Methanedicarboxylic acid (Malonic Acid) structure CH2(COOH)2 has two carboxylic acids.
The salts and esters of malonic acid (malonates) have structures similar to Methanedicarboxylic acid (Malonic Acid).
PROPERTIES OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
Methanedicarboxylic acid (Malonic Acid) molecular weight: 104.061 g.mol-1
The density of Methanedicarboxylic acid (Malonic Acid) is 1.619 g/cm3.
Methanedicarboxylic acid (Malonic Acid) appears as a crystalline powder that is white or colourless.
At the boiling point above 140oC Methanedicarboxylic acid (Malonic Acid) decomposes.
The melting point of Methanedicarboxylic acid (Malonic Acid) is 135-137o C.
If heated to decomposition under fire Methanedicarboxylic acid (Malonic Acid) emits carbon oxide fumes and acrid irritating smoke.
Acidity pKa = 2.85 at 25oC.
pKa1 = 2.83, pKa2 = 5.69
The molar heat of combustion of Methanedicarboxylic acid (Malonic Acid) is 864 kJ/mol.
The heat of vaporization of Methanedicarboxylic acid (Malonic Acid) is 92 kJ/mol.
Methanedicarboxylic acid (Malonic Acid) is soluble in water.
Solubility of Methanedicarboxylic acid (Malonic Acid) is 763 g/L.
POLARITY AND SOLUBILITY OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
Methanedicarboxylic acid (Malonic Acid) is a dicarboxylic acid belonging to the family of carboxylic acids.
A dicarboxylic acid contains two carboxylic acid functional groups.
Usually, a dicarboxylic acid exhibits the same chemical behavior as monocarboxylic acids.
This naturally occurs in certain fruits.
Methanedicarboxylic acid (Malonic Acid) is a useful organic compound with various benefits.
Methanedicarboxylic acid (Malonic Acid)'s IUPAC name is propanedioic acid.
Methanedicarboxylic acid (Malonic Acid) should not be confused with malic or maleic acid.
Methanedicarboxylic acid (Malonic Acid) is an organic compound naturally found in some fruits.
Fruits produced in organic farming have greater concentrations of Methanedicarboxylic acid (Malonic Acid) than those generated from conventional farming practices.
Methanedicarboxylic acid (Malonic Acid) is often found in some citrus fruits and vegetables.
Methanedicarboxylic acid (Malonic Acid) is a component of food items, it is present in animals, including humans.
POLARITY OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
Carboxyl group is polar as there is a large difference in the electronegativity values of oxygen and hydrogen.
Methanedicarboxylic acid (Malonic Acid) has two carboxyl groups and only three carbon atoms, which has little effect on polarity, so the malonic acid molecule is polar.
SOLUBILITY OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
Sample of Methanedicarboxylic acid (Malonic Acid) was tested with water, methyl alcohol, and hexane.
Methanedicarboxylic acid (Malonic Acid) was soluble in water because both malonic acid and water are polar.
Methanedicarboxylic acid (Malonic Acid) took 25 seconds for malonic acid to dissolve in water.
Methanedicarboxylic acid (Malonic Acid) was soluble in methyl alcohol because malonic acid is polar and methyl alcohol is intermediately polar, allowing malonic acid to dissolve in the methanol in 15 seconds.
Methanedicarboxylic acid (Malonic Acid) was insoluble in hexane because hexane is nonpolar while malonic acid is polar.
HISTORY OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
Methanedicarboxylic acid (Malonic Acid) is a naturally occurring substance found in many fruits and vegetables.
There is a suggestion that citrus fruits produced in organic farming contain higher levels of Methanedicarboxylic acid (Malonic Acid) than fruits produced in conventional agriculture.
Methanedicarboxylic acid (Malonic Acid) was first prepared in 1858 by the French chemist Victor Dessaignes via the oxidation of malic acid.
PATHOLOGY OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
If elevated Methanedicarboxylic acid (Malonic Acid) levels are accompanied by elevated methylmalonic acid levels, this may indicate the metabolic disease combined malonic and methylmalonic aciduria (CMAMMA).
By calculating the Methanedicarboxylic acid (Malonic Acid) to methylmalonic acid ratio in blood plasma, CMAMMA can be distinguished from classic methylmalonic acidemia.
BIOCHEMISTRY OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
Methanedicarboxylic acid (Malonic Acid) is the classic example of a competitive inhibitor of the enzyme succinate dehydrogenase (complex II), in the respiratory electron transport chain.
Methanedicarboxylic acid (Malonic Acid) binds to the active site of the enzyme without reacting, competing with the usual substrate succinate but lacking the −CH2CH2− group required for dehydrogenation.
This observation was used to deduce the structure of the active site in succinate dehydrogenase.
Inhibition of this enzyme decreases cellular respiration.
Since Methanedicarboxylic acid (Malonic Acid) is a natural component of many foods, it is present in mammals including humans.
RELATED CHEMICALS OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
The fluorinated version of Methanedicarboxylic acid (Malonic Acid) is difluoromalonic acid
Methanedicarboxylic acid (Malonic Acid) is diprotic; that is, it can donate two protons per molecule.
Methanedicarboxylic acid (Malonic Acid)'s first is 2.8 and the second is 5.7.
Thus the malonate ion can be HOOCCH2COO− or CH2(COO)2−2.
Malonate or propanedioate compounds include salts and esters of Methanedicarboxylic acid (Malonic Acid), such as Diethyl malonate, Dimethyl malonate, Disodium malonate, and Malonyl-CoA.
CALCULATION OF MOLECULAR WEIGHT OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
The formula of malonic acid is C3H4O4.
The atomic weight of carbon is 12.011.
The atomic weight of oxygen is 15.999.
The atomic weight of hydrogen is 1.00784.
So, its molar mass can be calculated as follows:
= (3 × 12.011) + (4 × 1.00784) + (4 × 15.999)
= 36.033 + 4. 03136 + 63.996
= 104.06 grams/ mol
Thus, the molar mass or molecular weight of Methanedicarboxylic acid (Malonic Acid) is 104.061 g/mol.
CHEMICAL PROPERTIES OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
The chemical properties of Methanedicarboxylic acid (Malonic Acid) are as follows:
*On Heating:
When It is heated, Methanedicarboxylic acid (Malonic Acid) gives acetic acid and carbon dioxide.
*Reaction with Phosphorus Pentoxide:
On heating a dry mixture of Methanedicarboxylic acid (Malonic Acid) and phosphorus pentoxide, carbon suboxide is prepared.
*Decomposition:
Methanedicarboxylic acid (Malonic Acid) has hazardous decomposition products under fire conditions, including carbon oxides.
Also, when heated, Methanedicarboxylic acid (Malonic Acid) decomposes and emits acrid smoke in addition to irritating fumes.
*Organic Reactions:
Methanedicarboxylic acid (Malonic Acid) reactions are usually similar to a typical carboxylic acid.
Methanedicarboxylic acid (Malonic Acid) forms amide, anhydrides, esters, and chloride derivatives on reacting with specific reactants.
Malonic anhydride serves as an intermediate in the formation of amide derivatives.
Malonyl chloride is widely used for obtaining diamides or diesters.
Some of the popular organic reactions involving Methanedicarboxylic acid (Malonic Acid) are as follows:
Methanedicarboxylic acid (Malonic Acid) condenses with urea to give barbituric acid.
Methanedicarboxylic acid (Malonic Acid) also condenses with acetone to produce Meldrum’s acid.
Methanedicarboxylic acid (Malonic Acid) is a versatile intermediate and helps in further transformations.
Malonate’s coenzyme A derivative— malonyl-CoA, acts as an important precursor in fatty acid biosynthesis.
Methanedicarboxylic acid (Malonic Acid) is formed from acetyl CoA when it is acted upon by acetyl-CoA carboxylase.
The malonate gets transferred to an acyl carrier protein for its addition to the fatty acid chain.
*Briggs–Rauscher Reaction:
A popular name reaction has Methanedicarboxylic acid (Malonic Acid) as its key component.
Methanedicarboxylic acid (Malonic Acid) is an example of an oscillating chemical reaction.
*Knoevenagel Condensation:
The reaction is a modification of the aldol condensation reaction (the reaction between benzaldehyde and acetophenone).
Methanedicarboxylic acid (Malonic Acid) involves the interaction of malonic acid or its diesters with the carbonyl group of a ketone or an aldehyde.
This process is followed by a dehydration reaction.
BIOCHEMISTRY OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
The calcium salt of Methanedicarboxylic acid (Malonic Acid) occurs in high concentrations in beetroot.
Methanedicarboxylic acid (Malonic Acid) exists in its normal state as white crystals.
ORGANIC SYNTHESIS OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
A classical preparation of Methanedicarboxylic acid (Malonic Acid) starts from acetic acid.
Methanedicarboxylic acid (Malonic Acid) is chlorinated to chloroacetic acid.
Sodium carbonate generates the sodium salt which is then reacted with sodium cyanide to the cyano acetic acid salt in a nucleophilic substitution.
The nitrile group can be hydrolysed with sodium hydroxide to sodium malonate and acidification affords Methanedicarboxylic acid (Malonic Acid).
ORGANIC REACTIOS OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
In a well known reaction Methanedicarboxylic acid (Malonic Acid) condenses with urea to barbituric acid.
Methanedicarboxylic acid (Malonic Acid) is frequently used as an enolate in Knoevenagel condensations or condensed with acetone to form Meldrum's acid.
Methanedicarboxylic acid (Malonic Acid)'s esters are also used for the -CH2COOH synthon in the malonic ester synthesis.
OCCURRENCE OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
Methanedicarboxylic acid (Malonic Acid) is an organic compound naturally found in some fruits.
Fruits produced in organic farming have greater concentrations of Methanedicarboxylic acid (Malonic Acid) than those generated from conventional farming practices.
Methanedicarboxylic acid (Malonic Acid) is often found in some citrus fruits and vegetables.
Methanedicarboxylic acid (Malonic Acid) is a component of food items, it is present in animals, including humans.
The name of Methanedicarboxylic acid (Malonic Acid) is derived from the Greek word Malon.
It means apple.
The ionized form of Methanedicarboxylic acid (Malonic Acid) is malonate, along with its salts and esters.
Methanedicarboxylic acid (Malonic Acid) occurs as a white crystal or crystalline powder in nature.
DID YOU KNOW:
Several food substances contain Methanedicarboxylic acid (Malonic Acid), including:
● Red beetroots
● Corns
● Common beets
● Scarlet beans
● Cow’s milk
Its occurrence in food items makes Methanedicarboxylic acid (Malonic Acid) a potential biomarker indicating the consumption of these foods.
HISTORY OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
In 1858, Methanedicarboxylic acid (Malonic Acid) was prepared for the first time by a French chemist –Victor Dessaignes.
He oxidized malic acid with potassium dichromate, which is a strong oxidizing agent.
Later Methanedicarboxylic acid (Malonic Acid) was found to occur in some fruits viz citrus fruits.
Methanedicarboxylic acid (Malonic Acid) can also be produced by fermenting glucose.
SIGNIFICANCE OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
Methanedicarboxylic acid (Malonic Acid) is an example of a competitive inhibitor.
Methanedicarboxylic acid (Malonic Acid) functions in the ETS chain against succinate dehydrogenase in respiration.
Methanedicarboxylic acid (Malonic Acid) is related to a deficiency of malonyl-CoA decarboxylase that leads to an inborn metabolism mistake.
It serves as a potential biomarker for tracking foods that contain Methanedicarboxylic acid (Malonic Acid).
Methanedicarboxylic acid (Malonic Acid) finds usage in various industries.
FORMULA OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
The Methanedicarboxylic acid (Malonic Acid) formula is C3H4O4.
Methanedicarboxylic acid (Malonic Acid) is also called propanedioic acid or dicarboxymethane, and the formula is written as CH₂(COOH)₂.
So, the names of C3H4O4 are as follows:
*Malonic acid
*Propanedioic acid
*Carboxy Acetic acid
*Dicarboxymethane
*Methane dicarboxylic acid
*Dicarboxylate
*Dicarboxylic acid
*1,3-Propanedioic acid
*Methane dicarbonic acid
*Propane-1,3-dioic acid
STRUCTURE OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
The structure of Methanedicarboxylic acid (Malonic Acid) is as follows:
*Methanedicarboxylic acid (Malonic Acid) is diprotic.
*Methanedicarboxylic acid (Malonic Acid) can donate two protons per molecule.
CHEMICALS CLOSELY RELATED TO METHANEDICARBOXYLIC ACID (MALONIC ACID):
● Difluoro Malonic acid:
It is the fluorinated version of Methanedicarboxylic acid (Malonic Acid).
● Malonate includes esters and salts of malonic acids, such as:
*Disodium malonate
*Diethyl malonate
*Malonyl-CoA
*Dimethyl malonate
PREPARATION OF METHANEDICARBOXYLIC ACID (MALONIC ACID):
Methanedicarboxylic acid (Malonic Acid) can be prepared with chloroacetic acid (also called mono chloroacetic acid).
Sodium carbonate gives sodium salt.
The salt reacts with sodium cyanide.
Nucleophilic substitution reaction gives rise to cyanoacetic acid salt.
The nitrile group is hydrolyzed with NaOH to produce sodium malonate.
The acidification of sodium malonate gives Methanedicarboxylic acid (Malonic Acid).
*Industrial Preparation:
Methanedicarboxylic acid (Malonic Acid) can also be produced by hydrolyzing diethyl malonate or dimethyl malonate.
PHYSICAL and CHEMICAL PROPERTIES of METHANEDICARBOXYLIC ACID (MALONIC ACID):
Physical Appearance: A solid
Storage: Store at -20°C
M.Wt: 104.06
Cas No.: 141-82-2
Formula: C3H4O4
Solubility: ≥10.4 mg/mL in DMSO; ≥104 mg/mL in H2O; ≥119.8 mg/mL in EtOH
Chemical Name: malonic acid
Canonical SMILES: O=C(O)CC(O)=O
Shipping Condition: Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
CAS Number: 141-82-2
Molecular Weight: 104.06
Beilstein: 1751370
MDL number: MFCD00002707
Molecular Weight: 104.06 g/mol
XLogP3: -0.8
Hydrogen Bond Donor Count: 2
Hydrogen Bond Acceptor Count: 4
Rotatable Bond Count: 2
Exact Mass: 104.01095860 g/mol
Monoisotopic Mass: 104.01095860 g/mol
Topological Polar Surface Area: 74.6Ų
Heavy Atom Count: 7
Formal Charge: 0
Complexity: 83.1
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Physical state: powder
Color: white
Odor: odorless
Melting point/freezing point:
Melting point: >= 135 °C
Initial boiling point and boiling range: 215 °C at 18,66 hPa (decomposition)
Flammability (solid, gas): The product is not flammable.
Upper/lower flammability or explosive limits: No data available
Flash point: 157 °C - c.c.
Autoignition temperature: No data available
Decomposition temperature: > 140 °C
pH: No data available
Viscosity
Viscosity, kinematic: No data available
Viscosity, dynamic: No data available
Water solubility 766 g/l at 20 °C
Partition coefficient:
n-octanol/water:
log Pow: -0,81 - Bioaccumulation is not expected.
Vapor pressure: 0,002 hPa at 25 °C
Density: 1,6 g/cm3
Relative density: 1,03 at 20 °C
Relative vapor density: No data available
Particle characteristics: No data available
Explosive properties: No data available
Oxidizing properties: none
Other safety information: No data available
CAS Number: 141-82-2
InChI: InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7) check
Key: OFOBLEOULBTSOW-UHFFFAOYSA-N
InChI=1/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)
Key: OFOBLEOULBTSOW-UHFFFAOYAJ
SMILES: O=C(O)CC(O)=O
C(C(=O)O)C(=O)O
Chemical formula: C3H4O4
Molar mass: 104.061 g·mol−1
Density: 1.619 g/cm3
Melting point: 135 to 137 °C (275 to 279 °F; 408 to 410 K) (decomposes)
Boiling point: decomposes
Solubility in water: 763 g/L
Acidity (pKa): pKa1 = 2.83
pKa2 = 5.69
Magnetic susceptibility (χ): -46.3·10−6 cm3/mol
Chemical Formula: C3H4O4
Average Molecular Weight: 104.0615
Monoisotopic Molecular Weight: 104.010958616
IUPAC Name: propanedioic acid
Traditional Name: malonic acid
CAS Registry Number: 141-82-2
SMILES: OC(=O)CC(O)=O
InChI Identifier: InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)
InChI Key: OFOBLEOULBTSOW-UHFFFAOYSA-N
Molecular Weight： 104.06100
Exact Mass： 104.06
EC Number： 205-503-0
UNII： 9KX7ZMG0MK
ICSC Number： 1085
NSC Number： 8124
DSSTox ID： DTXSID7021659
Color/Form： White crystals|Crystalline powder
Colorless hygroscopic solid which sublimes in vacuum
HScode： 2917190090
PSA： 74.60000
XLogP3： -0.8
Appearance： Malonic acid appears as white crystals or crystalline powder.
Sublimes in vacuum.
Density： 1.6 g/cm3
Melting Point： 135 °C (decomp)
Boiling Point: 215 °C @ Press: 14 Torr
Flash Point： 201.9ºC
Refractive Index： 1.479
Water Solubility： H2O: 1400 g/L (20 ºC)
Storage Conditions： Store at RT.
Vapor Pressure： 4.66E-07mmHg at 25°C
PKA： 2.85(at 25 °C)
Dissociation Constants： 2.85 (at 25 °C)|pKa1 = 2.8, pKa2 = 5.7 at 25 °C
Experimental Properties：
Enthalpy of Sublimation: 72.7 kJ/mol at 306 deg K, 108.0 kJ/mol at 348 deg K
Henry's Law constant = 4.8X10-13 atm-cu m/mole at 23 °C
(estimated from vapor pressure and water solubility)
Hydroxyl radical reaction rate constant = 1.6X10-12 cu-cm/molc sec at 25 °C (est)
Air and Water Reactions： Water soluble.
Reactive Group： Acids, Carboxylic
Heat of Combustion： Molar heat of combustion: 864 kJ/mol
Heat of Vaporization： 92 kJ/mol
Critical Temperature & Pressure：
Critical temperature: 805 K (estimated);
critical pressure: 5640 kPa (estimated)
CAS: 141-82-2
Molecular Formula: C3H4O4
Molecular weight: 104.06
EINECS: 205-503-0
Purity: ≥99%
Appearance: White crystal powder
Melting point: 132-135 °C (dec.) (lit.)
Boiling point: 140ºC(decomposition)
Density: 1.619 g/cm3 at 25 °C
Refractive index: 1.478
Flash Point: 157°C
Storage condition: Sealed in dry,Room Temperature
Solubility : 1 M NaOH: soluble100mg/mL, clear to slightly hazy, colorless to faintly yellow
Pka: 2.83(at 25ºC)
Stability: Stable.
Incompatible with oxidizing agents, reducing agents, bases.
HS Code: 29171910
PH: 3.17(1 mM solution);2.5(10 mM solution);
1.94(100 mM solution)
MDL: MFCD00002707
Water Solubility: 1400 g/L (20 ºC)
Vapor Presure: 0-0.2Pa at 25ºC
Physical and Chemical Properties:
Character: white crystal.
soluble in water, soluble in ethanol and ether, pyridine.
Color: White
Formula Weight: 104.1
Percent Purity: 0.99
Physical Form: Powder
Chemical Name or Material: Malonic acid
Melting point: 132-135 °C (dec.) (lit.)
Boiling point: 140℃（decomposition）
Density: 1.619 g/cm3 at 25 °C
vapor pressure: 0-0.2Pa at 25℃
refractive index: 1.4780
Flash point: 157°C
storage temp.: Sealed in dry,Room Temperature
solubility: 1 M NaOH: soluble100mg/mL, clear to slightly hazy, colorless to faintly yellow
form: Liquid
pka: 2.83(at 25℃)
color: White
PH: 3.17(1 mM solution);2.5(10 mM solution);1.94(100 mM solution)
Water Solubility: 1400 g/L (20 ºC)
Merck: 14,5710
BRN: 1751370
Stability: Stable.
Incompatible with oxidizing agents, reducing agents, bases.
InChIKey: OFOBLEOULBTSOW-UHFFFAOYSA-N
LogP: -0.81
CAS DataBase Reference: 141-82-2(CAS DataBase Reference)
EWG's Food Scores: 1
FDA UNII: 9KX7ZMG0MK
NIST Chemistry Reference: Malonic acid(141-82-2)
EPA Substance Registry System: Propanedioic acid (141-82-2)
Molecular Weight: 104.06 g/mol
XLogP3: -0.8
Hydrogen Bond Donor Count: 2
Hydrogen Bond Acceptor Count: 4
Rotatable Bond Count: 2
Exact Mass: 104.01095860 g/mol
Monoisotopic Mass: 104.01095860 g/mol
Topological Polar Surface Area: 74.6Ų
Heavy Atom Count: 7
Formal Charge: 0
Complexity: 83.1
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Chemical formula: C3H4O4
Molar mass: 104.061 g·mol−1
Density: 1.619 g/cm3
Melting point: 135 to 137 °C (275 to 279 °F; 408 to 410 K) (decomposes)
Boiling point: decomposes
Solubility in water: 763 g/L
Acidity (pKa): pKa1 = 2.83
pKa2 = 5.69
Magnetic susceptibility (χ): -46.3·10−6 cm3/mol
Solubility: Dissolves in alcohol, pyridine, and ether.
Molecular Wt/ Molar Mass: 104.06 g/mol
Density: 1.619 g/cm³
Boiling Point: Decomposes
Melting Point: 135 to 137°C
Nature: Acidic
Color: White
Stability: Usually stable under recommended conditions
Molar heat of combustion: 864 kJ/mol
The heat of vaporization: 92 kJ/mol
It does not have a chiral center.
So, it doesn’t exhibit optical isomerism.
It is a hygroscopic solid that sublimes in a vacuum.
Chemical Formula: C3H4O4
Average Molecular Weight: 104.0615
Monoisotopic Molecular Weight: 104.010958616
IUPAC Name: propanedioic acid
Traditional Name: malonic acid
CAS Registry Number: 141-82-2
SMILES: OC(=O)CC(O)=O
InChI Identifier: InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)
InChI Key: OFOBLEOULBTSOW-UHFFFAOYSA-N
CAS number: 141-82-2
Weight Average: 104.0615
Monoisotopic: 104.010958616
InChI Key: OFOBLEOULBTSOW-UHFFFAOYSA-N
InChI: InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)
IUPAC Name: propanedioic acid
Traditional IUPAC Name: malonic acid
Chemical Formula: C3H4O4
SMILES: OC(=O)CC(O)=O
Water Solubility: 197 g/L
logP: -0.6
logP: -0.33
logS: 0.28
pKa (Strongest Acidic): 2.43
Physiological Charge: -2
Hydrogen Acceptor Count: 4
Hydrogen Donor Count: 2
Polar Surface Area: 74.6 Ų
Rotatable Bond Count: 2
Refractivity: 18.99 m³·mol⁻¹
Polarizability: 8.13 ų
Number of Rings: 0
Bioavailability: 1
Rule of Five: Yes
Ghose Filter: Yes
Veber's Rule: Yes
MDDR-like Rule: Yes
Melting point: 132-135 °C (dec.) (lit.)
Boiling point: 140℃（decomposition）
Density: 1.619 g/cm3 at 25 °C
vapor pressure: 0-0.2Pa at 25℃
refractive index: 1.4780
Flash point: 157°C
storage temp.: Sealed in dry,Room Temperature
solubility: 1 M NaOH: soluble100mg/mL, clear to slightly hazy, colorless to faintly yellow
form: Liquid
pka: 2.83(at 25℃)
color: White
PH: 3.17(1 mM solution);2.5(10 mM solution);1.94(100 mM solution)
Water Solubility: 1400 g/L (20 ºC)
Merck: 14,5710
BRN: 1751370
Stability: Stable.
Incompatible with oxidizing agents, reducing agents, bases.
InChIKey: OFOBLEOULBTSOW-UHFFFAOYSA-N
LogP: -0.81
CAS DataBase Reference 141-82-2(CAS DataBase Reference)
EWG's Food Scores: 1
FDA UNII: 9KX7ZMG0MK
NIST Chemistry Reference: Malonic acid(141-82-2)
EPA Substance Registry System: Propanedioic acid (141-82-2)
Physical Appearance: A solid
Storage: Store at -20°C
M.Wt: 104.06
Cas No.: 141-82-2
Formula: C3H4O4
Solubility: ≥10.4 mg/mL in DMSO; ≥104 mg/mL in H2O; ≥119.8 mg/mL in EtOH
Chemical Name: malonic acid
Canonical SMILES: O=C(O)CC(O)=O
Shipping Condition: Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
CAS Number: 141-82-2
Molecular Weight: 104.06
Beilstein: 1751370
MDL number: MFCD00002707
Molecular Weight: 104.06 g/mol
XLogP3: -0.8
Hydrogen Bond Donor Count: 2
Hydrogen Bond Acceptor Count: 4
Rotatable Bond Count: 2
FIRST AID MEASURES of METHANEDICARBOXYLIC ACID (MALONIC ACID):
-Description of first-aid measures
*General advice
Show this material safety data sheet to the doctor in attendance.
*If inhaled
After inhalation:
Fresh air.
*In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with water/ shower.
*In case of eye contact
After eye contact:
Rinse out with plenty of water.
Immediately call in ophthalmologist.
Remove contact lenses.
*If swallowed
After swallowing:
Immediately make victim drink water (two glasses at most).
Consult a physician.
-Indication of any immediate medical attention and special treatment needed
No data available
ACCIDENTAL RELEASE MEASURES of METHANEDICARBOXYLIC ACID (MALONIC ACID):
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills.
Observe possible material restrictions.
Take up dry.
Dispose of properly.
Clean up affected area.
FIRE FIGHTING MEASURES of METHANEDICARBOXYLIC ACID (MALONIC ACID):
-Extinguishing media:
*Suitable extinguishing media:
Water
Foam
Carbon dioxide (CO2)
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.
EXPOSURE CONTROLS/PERSONAL PROTECTION of METHANEDICARBOXYLIC ACID (MALONIC ACID):
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection.
Tightly fitting safety goggles
*Skin protection:
Full contact:
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min
Splash contact:
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter type P2
-Control of environmental exposure:
Do not let product enter drains.
HANDLING and STORAGE of METHANEDICARBOXYLIC ACID (MALONIC ACID):
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed.
Dry.
*Storage class:
Storage class (TRGS 510): 13:
Non Combustible Solids
STABILITY and REACTIVITY of METHANEDICARBOXYLIC ACID (MALONIC ACID):
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature) .
