Methyl 4-methylsalicylate

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Methyl 4-methylsalicylate manufacturers

Methyl 4-methylsalicylate Basic information
Product Name:Methyl 4-methylsalicylate
Synonyms:RARECHEM AL BF 0822;TIMTEC-BB SBB008512;2-hydroxy-4-methyl-benzoicacimethylester;2-hydroxy-4-methoxy-3-methylbenzoate;Benzoicacid,2-hydroxy-4-methyl-,methylester;2-HYDROXY-4-METHYLBENZOIC ACID METHYL ESTER;4-METHYLSALICYLIC ACID METHYL ESTER;METHYL M-CRESOTATE
CAS:4670-56-8
MF:C9H10O3
MW:166.17
EINECS:225-117-6
Product Categories:Aromatic Esters
Mol File:4670-56-8.mol
Methyl 4-methylsalicylate Structure
Methyl 4-methylsalicylate Chemical Properties
Melting point 27-28℃
Boiling point 242 °C
density 1.147
refractive index 1.5370
Fp 28 °C
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form Low Melting Solid
pka9.87±0.10(Predicted)
color Pale brown to pale yellow
FreezingPoint 24.0 to 28.0 ℃
Cosmetics Ingredients FunctionsPERFUMING
InChIInChI=1S/C9H10O3/c1-6-3-4-7(8(10)5-6)9(11)12-2/h3-5,10H,1-2H3
InChIKeyUITFCFWKYAOJEJ-UHFFFAOYSA-N
SMILESC(OC)(=O)C1=CC=C(C)C=C1O
LogP3.000 (est)
CAS DataBase Reference4670-56-8(CAS DataBase Reference)
Safety Information
HS Code 2918230000
MSDS Information
Methyl 4-methylsalicylate Usage And Synthesis
Synthesis Reference(s)Journal of the American Chemical Society, 102, p. 3534, 1980 DOI: 10.1021/ja00530a038
Synthesis
3-Hydroxy-4-methylbenzoic acid

586-30-1

Methyl 4-methylsalicylate

4670-56-8

Step 1: 3-hydroxy-4-methylbenzoic acid (4.56 g, 30 mmol) was dissolved in methanol (60 mL) and thionyl chloride (40 drops) was added slowly and dropwise. The reaction mixture was heated to reflux and maintained for 18 hours. Upon completion of the reaction, the volatile components were removed by distillation under reduced pressure. The crude product was purified by fast column chromatography on silica gel, using gradient elution with ethyl acetate/heptane (2%-40%) to afford methyl 2-hydroxy-4-methylbenzoate (3.04 g, 61% yield) as a colorless oil. Mass spectrometry analysis (ESI/APCI+): m/z 167 ([M-H]-).

References[1] Patent: WO2010/130842, 2010, A1. Location in patent: Page/Page column 132-133
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