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About This Item
Linear Formula:
BrCH2COCOOC2H5
CAS Number:
Molecular Weight:
195.01
Beilstein:
1760158
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
grade
technical grade
Quality Level
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
SMILES string
CCOC(=O)C(=O)CBr
InChI
1S/C5H7BrO3/c1-2-9-5(8)4(7)3-6/h2-3H2,1H3
InChI key
VICYTAYPKBLQFB-UHFFFAOYSA-N
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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.
Application
Ethyl bromopyruvate is used as an electrophile:
- for the synthesis of thiazoles with substituted benzothioamides
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
210.2 °F - closed cup
Flash Point(C)
99 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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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