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METHYL 3-METHOXY-4-METHYLBENZOATE

CAS No.
3556-83-0
Chemical Name:
METHYL 3-METHOXY-4-METHYLBENZOATE
Synonyms
METHYL 4-METHYL-M-ANISATE;METHYL 3-METHOXY-P-TOLUATE;METHYL 3-METHOXY-4-METHYLBENZOATE;4-METHYL-M-ANISIC ACID METHYL ESTER;Methyl3-Methoxy-4-methylbenzoate>3-METHOXY-P-TOLUIC ACID METHYL ESTER;Methyl 4-methyl-3-(methyloxy)benzoate;Methyl 3-methoxy-4-methylbenzoate, 98+%;3-Methoxy-4-methylbenzoate methyl ester;3-Methoxy-4-methyl-benzoesuremethylester
CBNumber:
CB9372636
Molecular Formula:
C10H12O3
Molecular Weight:
180.2
MDL Number:
MFCD00082710
MOL File:
3556-83-0.mol
MSDS File:
SDS
Last updated:2026-05-28 05:57:53
Product description Number Pack Size Price
Methyl 3-methoxy-4-methylbenzoate 96% 528781 25g $885
Methyl 3-Methoxy-4-methylbenzoate >98.0%(GC) M1427 5g $80
Methyl 3-Methoxy-4-methylbenzoate >98.0%(GC) M1427 25g $266
3-Methoxy-4-methylbenzoic acid methyl ester FM70538 100g $150
3-Methoxy-4-methylbenzoic acid methyl ester FM70538 25g $150
More product size

METHYL 3-METHOXY-4-METHYLBENZOATE 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
InChI InChI=1S/C10H12O3/c1-7-4-5-8(10(11)13-3)6-9(7)12-2/h4-6H,1-3H3
InChIKey LLEXCSBUSVRBCA-UHFFFAOYSA-N
SMILES C(OC)(=O)C1=CC=C(C)C(OC)=C1
CAS DataBase Reference 3556-83-0(CAS DataBase Reference)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  1
HS Code  29189900
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
1
0 0

METHYL 3-METHOXY-4-METHYLBENZOATE price More Price(51)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 528781 Methyl 3-methoxy-4-methylbenzoate 96% 3556-83-0 25g $885 2023-06-20 Buy
TCI Chemical M1427 Methyl 3-Methoxy-4-methylbenzoate >98.0%(GC) 3556-83-0 5g $80 2026-04-30 Buy
TCI Chemical M1427 Methyl 3-Methoxy-4-methylbenzoate >98.0%(GC) 3556-83-0 25g $266 2026-04-30 Buy
Biosynth FM70538 3-Methoxy-4-methylbenzoic acid methyl ester 3556-83-0 100g $150 2026-06-04 Buy
Biosynth FM70538 3-Methoxy-4-methylbenzoic acid methyl ester 3556-83-0 25g $150 2026-06-04 Buy
Product number Packaging Price Buy
528781 25g $885 Buy
M1427 5g $80 Buy
M1427 25g $266 Buy
FM70538 100g $150 Buy
FM70538 25g $150 Buy

METHYL 3-METHOXY-4-METHYLBENZOATE Chemical Properties,Uses,Production

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.

Synthesis

3-Hydroxy-4-methylbenzoic acid

586-30-1

Dimethyl sulfate

77-78-1

METHYL 3-METHOXY-4-METHYLBENZOATE

3556-83-0

Synthesis of methyl 3-methoxy-4-methylbenzoate: 3-hydroxy-4-methylbenzoic acid (15.2 g, 100 mmol) was suspended in 30 mL of water, and the pH was adjusted to 11.5 with 50% aqueous sodium hydroxide. dimethyl sulfate (15.8 mL, 167 mmol) was added slowly and dropwise over a period of 4 h at about 20 °C, while maintaining the pH of the reaction system between 11.2 and 11.8 by supplementing with sodium hydroxide solution. pH of the reaction system between 11.2 and 11.8. Subsequently, the reaction mixture was warmed up to 55 °C and the addition of dimethyl sulfate (6 mL, 63 mmol) was continued dropwise over a period of 4 hours while controlling the pH in the range of 8.2 to 9.0. Upon completion of the reaction, the organic phase was separated and purified by silica gel fast column chromatography (eluent: petroleum ether/ethyl acetate = 10/1, v/v) to afford the target product methyl 3-methoxy-4-methylbenzoate (11.8 g, 66% yield). The product was confirmed by 1H NMR (300 MHz, CDCl3): δ 7.55 (d, 2H, J=7.5 Hz), 7.48 (s, 1H), 7.18 (d, 1H, J=7.5 Hz), 3.91 (s, 3H), 3.89 (s, 3H), 2.26 (s, 3H); the LC-MS analysis showed m/z=181 (MH)+.

References

[1] Patent: US2009/191183, 2009, A1. Location in patent: Page/Page column 51
[2] Canadian Journal of Chemistry, 1981, vol. 59, p. 2314 - 2327

7151-68-0
75-36-5
3556-83-0
Synthesis of METHYL 3-METHOXY-4-METHYLBENZOATE from 3-Methoxy-4-methylbenzoic acid and Acetyl chloride
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View Lastest Price from METHYL 3-METHOXY-4-METHYLBENZOATE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
	 Methyl 3-methoxy-4-methylbenzoate pictures 2020-01-10 Methyl 3-methoxy-4-methylbenzoate
3556-83-0
$1.00 1g 98% 200kgs Career Henan Chemical Co

METHYL 3-METHOXY-4-METHYLBENZOATE Spectrum

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 4-METHYL-M-ANISIC ACID METHYL ESTER METHYL 4-METHYL-M-ANISATE 3-METHOXY-4-METHYLBENZOIC ACID METHYL ESTER 3-METHOXY-P-TOLUIC ACID METHYL ESTER Methyl3-Methoxy-4-methylbenzoate> 3-Methoxy-4-Methylbenzoic Acid Methyl Easter 3-Methoxy-4-methylbenzoate methyl ester 3556-83-0 CH3OC6H3CH3CO2CH3 Organic Building Blocks Esters Building Blocks Carbonyl Compounds C10 to C11 Carbonyl Compounds Esters Acids & Esters Anisoles, Alkyloxy Compounds & Phenylacetates Aromatic Esters C10 to C11