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2-Bromobutyric acid

Chemical compound

Chemical compound

alpha-Bromobytyric acid dl-2-Bromobutyric acid α-Bromobutyricacid | NFPA-H = | NFPA-F = | NFPA-R = | NFPA-S =

2-Bromobutyric acid is the organic compound with the molecular formula . It is a colorless liquid.

The 2-position is stereogenic, so the compound is chiral. Optical resolution can be effected using strychnine.

2-Bromobutyric acid is used as a building block chemical, such as in the preparation of Levetiracetam, an anticonvulsant medication.

Production

(±)-2-Bromobuyric acid may be prepared by the acid-catalyzed Hell–Volhard–Zelinsky reaction, where butyric acid is treated with elemental bromine. It is one of many compounds that arise adventiously from the use of bromine as an antiseptic.

:[[File:Synthesis 2-Bromobutyric acid A.svg|400px]]

References

References

  1. (1932). "Über die α-Brom-n-buttersäure. (II. Mitteilung). Die Zerlegung der racem-Säure". Journal für Praktische Chemie.
  2. "Levetiracetam - PubMed Health".
  3. (2006). "Occurrence of a New Generation of Disinfection Byproducts". Environmental Science & Technology.
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carboxylic-acids organobromides
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