2-Ethylhexyl salicylate also known as octisalate or octyl salicylate, is an organic compound used as an ingredient in sunscreens and cosmetics to absorb UVB (ultraviolet) rays from the sun.
2-Ethylhexyl salicylate is an ester formed by the condensation of salicylic acid with 2-ethylhexanol.
2-Ethylhexyl salicylate is a colorless oily liquid with a slight floral odor.
CAS: 118-60-5
MF: C15H22O3
MW: 250.33
EINECS: 204-263-4
Synonyms
SALICYLIC ACID OCTYL ESTER;SALICYLIC ACID-2-ETHYL-1-HEXYL ESTER;SALICYLIC ACID 2-ETHYLHEXYL ESTER;OCTISALATE;TIMTEC-BB SBB008473;2-ETHYLHEXYL SALICYLATE 99+%;SALICYLIC ACID 2-ETHYLHEXYL ESTER 98+%;OCTISALATE,USP;2-ETHYLHEXYL SALICYLATE;Octisalate;118-60-5;2-Ethylhexyl 2-hydroxybenzoate;Ethylhexyl salicylate;Ethyl hexyl salicylate;Sunarome O;Sunarome WMO;Benzoic acid, 2-hydroxy-, 2-ethylhexyl ester;Uvinul;Escalol;USAF DO-11;Neo Heliopan;Salicylic acid, 2-ethylhexyl ester;NSC 46151;Salicylic Acid 2-Ethylhexyl Ester;NSC-46151;WMO;DTXSID7040734;CHEBI:88639;MFCD00053300;4X49Y0596W;NCGC00159324-02;Octyl salicylate;2-Ethylhexyl salicylate;Octisalate [USAN];DTXCID5020734;CAS-118-60-5;EINECS 204-263-4;BRN 2730664;Octisalate [USAN:USP:INN];Dermoblock OS;UNII-4X49Y0596W;Neo Heliopan OS;Uvinul (TN);Escalol 587;Salicylic acid-2-ethyl-1-hexyl ester;Uvinul O-18;2-Hydroxybenzoic acid 2-ethylhexyl ester;OCTISALATE [II];Octisalate (USP/INN);Ethylhexyl salicylic acid;OCTISALATE [INN];OCTISALATE [VANDF];Salicylic Acid Octyl Ester;EC 204-263-4;OCTISALATE [MART.];OCTISALATE [USP-RS];OCTISALATE [WHO-DD];SCHEMBL39594;2-Ethylhexyl2-hydroxybenzoate;OCTYL SALICYLATE [MI];2-Ethylhexyl salicylate, 99%;CHEMBL1329203;OCTYL SALICYLATE [VANDF];WLN: QR BVO1Y4 & 2;2-Ethylhexyl salicylate, >=99%;OCTISALATE [USP MONOGRAPH];HY-B0929;NSC46151;Tox21_111573;ETHYLHEXYL SALICYLATE [VANDF];s6405;STL570066;AKOS015890505;Tox21_111573_1;CS-4398;DB11062;NCGC00159324-03;NCGC00159324-04;AC-12458;LS-14437;SY052290;2-hydroxy benzoic acid 2-ethylhexyl ester;DB-041415;2-Ethylhexyl salicylate, analytical standard;NS00011474;S0387;D05226;F85195;EN300-7381990;A804061;J-509330;Q27160526;Octisalate, United States Pharmacopeia (USP) Reference Standard;Octisalate, Pharmaceutical Secondary Standard; Certified Reference Material
2-Ethylhexyl salicylate of the molecule absorbs ultraviolet light, protecting skin from the harmful effects of exposure to sunlight.
2-Ethylhexyl salicylate is a fatty alcohol, adding emollient and oil-like (water resistant) properties.
2-Ethylhexyl salicylate is a benzoate ester and a member of phenols.
2-Ethylhexyl salicylate is functionally related to a salicylic acid.
2-Ethylhexyl salicylate(EHS) is an organic ultraviolet(UV) absorber that can be used as a photostable ingredient in cosmetic formulations.
2-Ethylhexyl salicylate shows an absorption spectra in the range of 280-320 nm in the UV region.
2-Ethylhexyl salicylate is an important chemical product with colorless to light yellow transparent liquid in appearance, slightly aromatic odor, absorption of UVB (Chinese: outdoor ultraviolet), and widely used in perfume, soap, sunscreen cosmetics, and pharmaceutical industries, 2-Ethylhexyl salicylate can also be used as an organic solvent and an intermediate in organic synthesis.
At present, my country mainly relies on imports.
2-Ethylhexyl salicylate Chemical Properties
Boiling point: 189-190 °C/21 mmHg (lit.)
Density: 1.014 g/mL at 25 °C (lit.)
Vapor pressure: 0.018Pa at 20℃
Refractive index: n20/D 1.502(lit.)
Fp: >230 °F
Storage temp.: Refrigerator
Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
pka: 8.13±0.30(Predicted)
Color: A colourless liquid.
Odor: at 100.00 %. mild orchid sweet balsam
Odor Type: floral
Water Solubility: 74.4μg/L at 20℃
Merck: 14,6770
BRN: 2730664
LogP: 5.94 at 25℃
CAS DataBase Reference: 118-60-5(CAS DataBase Reference)
NIST Chemistry Reference: 2-Ethylhexyl salicylate(118-60-5)
EPA Substance Registry System: 2-Ethylhexyl salicylate (118-60-5)
Uses
2-Ethylhexyl salicylate is also known as ethylhexyl salicylate and octyl salicylate.
2-Ethylhexyl salicylate is a uVB absorber.
octisalate is a uVB protector.
This is the drug name for 2-Ethylhexyl salicylate and octyl salicylate.
2-Ethylhexyl salicylate is an FDA-approved uVB sunscreen chemical, it absorbs within the entire uVB range.
2-Ethylhexyl salicylate has an approved usage level of 3 to 5 percent in both the united States and the european union, and is a good solubilizer for benzophenone-3.
In suntan lotions, 2-Ethylhexyl salicylate is used as a preservative and anti-microbial.
2-Ethylhexyl salicylate is a salt of salicylic acid occurring in wintergreen leaves and in other plants.
2-Ethylhexyl salicylate is also synthetically manufactured.
2-Ethylhexyl salicylate is considered a non-comedogenic raw material.
2-Ethylhexyl salicylate is the InCI name for octyl salicylate.
Preparation
The first step is to add isooctanol solution with purity of 70%-99.9% to methyl salicylate solution with purity of 70%-99.9%, and the molar ratio of methyl salicylate in methyl salicylate solution to isooctanol in isooctanol solution is 1:1-1: 3, stirring for 1-3 hours, form a uniformly mixed raw material solution.
Preferably, in the first step, the molar ratio of methyl salicylate in methyl salicylate solution and isooctanol in isooctanol solution is 1: 2.
In the second step, a solid inorganic base catalyst is added to the raw material solution prepared in the first step.
The mass of the inorganic base catalyst is 0. 2% -1. 0% of the mass of the raw material solution to form a reaction solution.
In the second step, the inorganic base catalyst is sodium hydroxide (NaOH) or potassium hydroxide (KOH).
Preferably, the mass of the inorganic base catalyst is 0.5% of the total mass of the raw material solution.
In the third step, the reaction solution prepared in the second step is heated to 100-200°C, and after stirring for 4-10 hours, the reaction solution is cooled to 2(T80 °C, the reaction solution is washed with hot water at a temperature of 50-100°C, and the organic phase is separated and extracted.
In the second step, methanol is recovered after 4-10 hours of mixing reaction.
Heat the reaction solution to 100-200°C to produce methanol gas.
The recovery device is used to recover the methanol produced in the transesterification process between the inorganic base catalyst and the raw material solution.
Preferably, the reaction solution is heated to 150°C.
The time of stirring reaction is 5 hours.
The number of times the hot water washes the reaction solution is two or three.
Step 4: First, anhydrous Na2SO4 is added to the organic phase extracted in the third step, the organic phase is dried with anhydrous Na2SO4, and after standing for 8 -12 hours, Na2SO4 in the organic phase is removed; then, the organic phase removed from Na2SO4 is added to a flask, and the oil pump is subjected to vacuum distillation to collect a fraction of 174- 178°C /1.0kPa, which is isooctyl salicylate.
In the fourth step, the oil pump is distilled under reduced pressure to the prior art.
174- 178°C /1.0kPa means that the pressure gauge of the oil pump shows 1.0kPa, and the thermometer in the container containing the organic phase shows 174- 178°C.
