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Methyl 2-bromobenzoate

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CAS:610-94-6
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Methyl 2-bromobenzoate manufacturers

Methyl 2-bromobenzoate Basic information
Product Name:Methyl 2-bromobenzoate
Synonyms:RARECHEM AL BF 0014;METHYL 2-BROMOBENZOATE;METHYL O-BROMOBENZOATE;2-BROMOBENZOIC ACID METHYL ESTER;2-bromo-benzoicacimethylester;Benzoicacid,2-bromo-,methylester;O-bromobenzoic acid, methyl ester;Methyl2-bromobenzoate,99%
CAS:610-94-6
MF:C8H7BrO2
MW:215.04
EINECS:210-241-5
Product Categories:Aromatic Esters;Acids & Esters;Bromine Compounds;C8 to C9;Carbonyl Compounds;Esters
Mol File:610-94-6.mol
Methyl 2-bromobenzoate Structure
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.)
Fp >230 °F
storage temp. Sealed in dry,Room Temperature
form Liquid
color Clear light yellow
Specific Gravity1.532
Water Solubility insoluble
BRN 1862501
InChI1S/C8H7BrO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,1H3
InChIKeySWGQITQOBPXVRC-UHFFFAOYSA-N
SMILESCOC(=O)c1ccccc1Br
CAS DataBase Reference610-94-6(CAS DataBase Reference)
NIST Chemistry ReferenceMethyl-2-bromobenzoate(610-94-6)
EPA Substance Registry SystemBenzoic 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 Class10 - Combustible liquids
MSDS Information
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Methyl 2-bromobenzoate English
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Methyl 2-bromobenzoate Usage And Synthesis
Chemical PropertiesCLEAR LIGHT YELLOW LIQUID
UsesMethyl 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 MethodsA solution of the ester in ether is washed with 10% aqueous Na 2CO3, water, then dried and distilled. [Beilstein 9
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