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Merck
CN

E14578

Ethyl bromopyruvate

technical grade, 90%

Synonym(s):

β-Bromopyruvic acid ethyl ester, 3-Bromo-2-(oxo)propionic acid ethyl ester, 3-Bromo-2-oxopropanoic acid ethyl ester, 3-Bromopyruvic acid ethyl ester, Bromopyruvic acid ethyl ester, Ethyl α-bromopyruvate, Ethyl 3-bromo-2-oxopropanoate, Ethyl 3-bromo-2-oxopropionate, Ethyl 3-bromopyruvate

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About This Item

Linear Formula:
BrCH2COCOOC2H5
CAS Number:
70-23-5
Molecular Weight:
195.01
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24894412
EC Number:
200-729-6
Beilstein/REAXYS Number:
1760158
MDL number:
MFCD00000204
Assay:
90%

Key Documents

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Product Name

Ethyl bromopyruvate, technical grade, 90%

InChI

1S/C5H7BrO3/c1-2-9-5(8)4(7)3-6/h2-3H2,1H3

InChI key

VICYTAYPKBLQFB-UHFFFAOYSA-N

SMILES string

CCOC(=O)C(=O)CBr

grade

technical grade

assay

90%

refractive index

n20/D 1.469 (lit.)

bp

98-100 °C/10 mmHg (lit.)

density

1.554 g/mL at 25 °C (lit.)

storage temp.

2-8°C

Quality Level

100

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Application

Ethyl bromopyruvate is used as an electrophile:
  • for the synthesis of thiazoles with substituted benzothioamides
Also, employed in a synthesis of thioxothiazolidines from primary amines and carbon disulfide.

General description

Ethyl bromopyruvate, also known as Bromopyruvic acid ethyl ester, is an alkyl-substituted α-bromoketones, that is commonly used as a building block in various organic reaction, such as in the synthesis of 1,3-Oxazoline-2-thiones and 3-bromoimidazopyridines.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

210.2 °F - closed cup

flash_point_c

99 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL6120
0000255972
BCCK6473
BCCK1555
0000213194

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N-Methylimidazole-promoted efficient synthesis of functionalized 1, 3-oxazoline-2-thiones under solvent-free conditions
Issa Y, et al.
Synlett, 2008, 1287-1288 (2008)
Chemodivergent synthesis of N-(pyridin-2-yl) amides and 3-bromoimidazo [1, 2-a] pyridines from alpha-bromoketones and 2-aminopyridines
Yanpeng L, et al.
RSC advances, 9, 34671-34676 (2019)
Steric and Electronic Factors Influence Regio-isomeric Thiazole Formations Between Substituted Benzothioamides and Ethyl Bromopyruvate
Jun L, et al.
Journal of Heterocyclic Chemistry, 51, 1137-1146 (2014)
Chin. J. Chem., 24, 381-381 (2006)

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