2-Bromobutyric acid

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2-Bromobutyric acid
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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
ChemSpider 6403
Jmol 3D model Interactive image
PubChem 6655
  • InChI=1S/C4H7BrO2/c1-2-3(5)4(6)7/h3H,2H2,1H3,(H,6,7)
    Key: YAQLSKVCTLCIIE-UHFFFAOYSA-N
  • InChI=1/C4H7BrO2/c1-2-3(5)4(6)7/h3H,2H2,1H3,(H,6,7)
    Key: YAQLSKVCTLCIIE-UHFFFAOYAL
  • CCC(Br)C(=O)O
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
Vapor pressure {{{value}}}
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,[citation needed] 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.

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References

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