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METHYL 3-METHOXY-4-METHYLBENZOATE

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METHYL 3-METHOXY-4-METHYLBENZOATE Basic information

Product Name:
METHYL 3-METHOXY-4-METHYLBENZOATE
Synonyms:
  • METHYL 3-METHOXY-P-TOLUATE
  • METHYL 3-METHOXY-4-METHYLBENZOATE
  • 3-Methoxy-4-methyl-benzoesuremethylester
  • 4-METHOXY-3-METHYLBENZOIC ACID METHYL ESTER
  • Methyl 3-methoxy-4-methylbenzoate, 98+%
  • Benzoic acid, 3-Methoxy-4-Methyl-, Methyl ester
  • 3-Methoxy-4-methylbenzoic Acid Methyl Ester 3-Methoxy-p-toluic Acid Methyl Ester 4-Methyl-m-anisic Acid Methyl Ester Methyl 3-Methoxy-p-toluate Methyl 4-Methyl-m-anisate
  • Methyl 4-methyl-3-(methyloxy)benzoate
CAS:
3556-83-0
MF:
C10H12O3
MW:
180.2
EINECS:
609-142-3
Product Categories:
  • Carbonyl Compounds
  • Esters
  • Aromatic Esters
  • Acids & Esters
  • Anisoles, Alkyloxy Compounds & Phenylacetates
  • C10 to C11
Mol File:
3556-83-0.mol
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METHYL 3-METHOXY-4-METHYLBENZOATE Chemical Properties

Melting point:
50-54 °C (lit.)
Boiling point:
119-120°C 1mm
Density 
1.075±0.06 g/cm3(Predicted)
refractive index 
1.5295
Flash point:
>230 °F
form 
powder to crystal
color 
White to Almost white
BRN 
1948339
CAS DataBase Reference
3556-83-0(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
1
HS Code 
29189900

MSDS

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METHYL 3-METHOXY-4-METHYLBENZOATE Usage And Synthesis

Preparation

Methyl 3-methoxy-4-methylbenzoate is synthesized by the following steps:A mixture of methyl 3-hydroxy-4-methylbenzoate 36 (25 g, 0.151 mol),  Me2SO4 (28.3 ml, 0.386 mol), anhydrous K2CO3 (103.5 g, 0.75 mol) was  refluxed in acetone for 2 hours. K2CO3 was filtered off, washed  thoroughly with acetone. The filtrates were combined and concentrated,  the residue was redissolved in EtOAc washed with water, dried  (anhydrous Na2SO4), filtered and concentrated in vacuo to furnish a white solid (19.52 g).  Yield : 72%.

Chemical Properties

White low melting solid

Uses

Methyl 3-Methoxy-4-methylbenzoate has been used as a reactant in the preparation of an antimalaria drug that consists of the 4-aminoquinoline pharmacophore of chloroquine with clotrimazole-based antimalarials.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 33, p. 1771, 1990 DOI: 10.1021/jm00168a036

General Description

Methyl 3-methoxy-4-methylbenzoate can be prepared by reacting diazomethane with 3-methoxy-4-methylbenzoic acid in ether.

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