2-Bromobutyric acid

2-Bromobutyric acid
Names
IUPAC name
2-Bromobutyric acid
Systematic IUPAC name
2-Bromobutanoic acid
Other names
2-bromo-butanoicaci;alpha-Bromobytyric acid;Butanoic acid, 2-bromo-;Butyric acid, 2-bromo-;Butyric acid, alpha-bromo-;dl-2-Bromobutyric acid;dl-2-Bromobutyricacid;α-Bromobutyricacid
Identifiers
80-58-0
3D model (Jmol) Interactive image
ChemSpider 6403
ECHA InfoCard 100.001.177
PubChem 6655
Properties
C4H7BrO2
Molar mass 167.00 g·mol−1
Appearance clear, yellow liquid
Density 1.567 g/mL at 25 °C
Melting point −4 °C (25 °F; 269 K)
Boiling point 99 to 103 °C (210 to 217 °F; 372 to 376 K) 10 mmHg
66 g/L (20 °C)
Vapor pressure 0.0533 Torr
Acidity (pKa) 2.95±0.10. Most Acidic Temp: 25 °C
Hazards
Main hazards Causes severe skin burns and eye damage. Causes serious eye damage. Harmful if swallowed.
Flash point > 112 °C (234 °F; 385 K)
Related compounds
Other anions
2-Bromobutyride
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

2-Bromobutyric acid is an carboxylic acid with the molecular formula C4H7BrO2. It is a clear, yellow liquid. The 2-position is an asymmetric carbon, so there are two enantiomers of this compound. 2-Bromobutyric acid is mainly used as a building block chemical, such as in the preparation of Levetiracetam, an anticonvulsant medication.[1]

Production

2-Bromobuyric acid may be prepared by the acid-catalyzed Hell–Volhard–Zelinsky reaction, where butyric acid is treated with elemental bromine.

References

  1. http://www.ncbi.nlm.nih.gov/pubmedhealth/PMH0001067/
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