Methyl 2-bromobenzoate Chemical Properties

Melting point:

252°C

Boiling point:

252 °C (lit.)

Density 

1.532 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.559(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid

Specific Gravity

1.532

color 

Clear light yellow

Water Solubility 

insoluble

BRN 

1862501

InChI

1S/C8H7BrO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,1H3

InChIKey

SWGQITQOBPXVRC-UHFFFAOYSA-N

SMILES

COC(=O)c1ccccc1Br

CAS DataBase Reference

610-94-6(CAS DataBase Reference)

NIST Chemistry Reference

Methyl-2-bromobenzoate(610-94-6)

EPA Substance Registry System

Benzoic acid, 2-bromo-, methyl ester (610-94-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25

WGK Germany 

3

TSCA 

TSCA listed

HS Code 

29163990

Storage Class

10 - Combustible liquids

MSDS

• Language:English Provider:Methyl 2-bromobenzoate
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Methyl 2-bromobenzoate Usage And Synthesis

Chemical Properties

CLEAR LIGHT YELLOW LIQUID

Uses

Methyl 2-bromobenzoate under Heck reaction with acrylonitrile results in lactonization to give the benzofuran-2-one 3-(cyanomethyl)-2-coumaranone. It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals

Synthesis

Preparation of methyl o-bromobenzoate: In a 250 ml three-necked flask, add 0.04 mol of methyl benzoate and 100 ml of acetic acid, stir to dissolve, and then cool to 0 ??C using an ice-salt bath. Dissolve 0.05 mol of Br2 in 50 ml of acetic acid, and slowly add the bromine-acetic acid solution dropwise to the above reaction system. After the addition is complete, control the temperature at 20-25 ??C and stir the reaction for 12 hours. Take a sample for TLC; no raw material I1-3 remains. After the reaction is complete, add NaOH aqueous solution to neutralize the reaction solution, add dichloromethane for extraction, separate the layers, filter the organic phase, distill the filtrate under reduced pressure until no fraction remains, and pass it through a neutral silica gel column to obtain the intermediate methyl o-bromobenzoate.

Purification Methods

A solution of the ester in ether is washed with 10% aqueous Na 2CO3, water, then dried and distilled. [Beilstein 9

Methyl 2-bromobenzoate(610-94-6)Related Product Information

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