2-Bromobutyric acid is the organic compound with the molecular formula CH3CH2CH(Br)CO2H. It is a colorless liquid.

The 2-position is stereogenic, so the compound is chiral. Optical resolution can be effected using strychnine.[1]

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

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.[3]

References

  1. ^ Ahlberg, R. (1932). "Über die α-Brom-n-buttersäure. (II. Mitteilung). Die Zerlegung der racem-Säure". Journal für Praktische Chemie. 135 (11–12): 335–344. doi:10.1002/prac.19321351103.
  2. ^ "Levetiracetam - PubMed Health". Archived from the original on 2012-11-30. Retrieved 2017-11-01.
  3. ^ Krasner, Stuart W.; Weinberg, Howard S.; Richardson, Susan D.; Pastor, Salvador J.; Chinn, Russell; Sclimenti, Michael J.; Onstad, Gretchen D.; Thruston, Alfred D. (2006). "Occurrence of a New Generation of Disinfection Byproducts". Environmental Science & Technology. 40 (23): 7175–7185. doi:10.1021/es060353j. PMID 17180964.
Allikas: http://en.wikipedia.org/wiki/2-bromobutyric_acid
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