Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

157910

Sigma-Aldrich

Methyl bromoacetate

97%

Synonym(s):

2-Bromoacetic acid methyl ester, Bromoacetic acid methyl ester, Carbomethoxymethyl bromide, Methyl α-bromoacetate, Methyl 2-bromoacetate, Methyl 2-bromoethanoate

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
BrCH2COOCH3
CAS Number:
96-32-2
Molecular Weight:
152.97
Beilstein:
506256
EC Number:
202-499-2
MDL number:
MFCD00000189
UNSPSC Code:
12352100
PubChem Substance ID:
24849708
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.458 (lit.)

bp

51-52 °C/15 mmHg (lit.)

density

1.616 g/mL at 25 °C (lit.)

functional group

bromo
ester

SMILES string

COC(=O)CBr

InChI

1S/C3H5BrO2/c1-6-3(5)2-4/h2H2,1H3

InChI key

YDCHPLOFQATIDS-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Methyl bromoacetate is an α-bromo ester. Reactions of the methyl bromoacetate with conjugate base of (methylmethoxycarbene)pentacarbonylchromium(0) yields alkylated carbene complexes.

Application

Methyl bromoacetate was used in the synthesis of novel coumarins. It was also employed in the synthesis of cis-cyclopropanes.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301,H314,H317

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1C - Skin Sens. 1

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

147.2 °F - closed cup

Flash Point(C)

64 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
STBL2705
STBL2703
STBL1492
STBF3104V
STBB7312V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Yasameen K Al-Majedy et al.
Molecules (Basel, Switzerland), 19(8), 11791-11799 (2014-08-12)
Some novel coumarins were synthesized starting from 4-hydroxycoumarin and methyl bromoacetate. The structures of the newly obtained compounds were confirmed by elemental analysis, mass, IR and NMR spectra.
One-pot method for stereoselective cyclopropanation of electron-deficient olefins with methyl bromoacetate and phenacyl bromide in the presence of triphenylarsine.
Ren Z, et al.
Synthesis, 2005(16), 2718-2722 (2005)
Reactions of conjugate bases of metal carbene complexes with expoxides and with a-bromo esters.
Casey CP and Anderson RL.
Journal of Organometallic Chemistry, 73(2), C28-C30 (1974)
Hailemichael Ayalew et al.
Polymers, 11(4) (2019-04-13)
Deprotonation-induced conductivity shift of poly(3,4-ethylenedixoythiophene)s (PEDOTs) in aqueous solutions is a promising platform for chemical or biological sensor due to its large signal output and minimum effect from material morphology. Carboxylic acid group functionalized poly(Cn-EDOT-COOH)s are synthesized and electrodeposited on
Josef Dib et al.
Journal of mass spectrometry : JMS, 50(2), 407-417 (2015-03-25)
AdipoR agonists are small, orally active molecules capable of mimicking the protein adiponectin, which represents an adipokine with antidiabetic and antiatherogenic effects. Two adiponectin receptors were reported in the literature referred to as adipoR1 and adipoR2. Activation of these receptors

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service