Chemistry:3-Chloropropanoic acid

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Short description: Chemical compound
3-Chloropropanoic acid
3-chloropropionic acid.svg
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC3H5ClO2
Molar mass108.52 g·mol−1
3D model (JSmol)
Melting point42 °C (108 °F)
Boiling point204 °C (399 °F) (decomp.)
  (verify)

3-Chloropropanoic acid (also 3-chloropropionic acid) is the organic compound with the formula ClCH2CH2CO2H. A white or colorless solid, it is used as a drug and a synthetic intermediate. The compound is produced by the hydrochlorination of acrylic acid.[1]

With the name UMB66, this compound is a drug used in scientific research. It is structurally related to GHB and binds to the GHB receptor, but has no affinity for GABA receptors.[2] It is also an active ingredient in some herbicide blends.[3] Overdose may cause unconsciousness and/or convulsions.[4]

References

  1. "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. 2005. doi:10.1002/14356007.a22_223. 
  2. "3-chloropropanoic acid (UMB66): a ligand for the gamma-hydroxybutyric acid receptor lacking a 4-hydroxyl group". Bioorganic & Medicinal Chemistry 12 (7): 1643–1647. April 2004. doi:10.1016/j.bmc.2004.01.025. PMID 15028257. 
  3. "Degradation Of Herbicide (3-Chloropropionic Acid) By Bacterial Dehalogenases". Proc. KUSTEM 4th Annual Seminar 2005: 586–590. 2005. http://eprints.utm.my/1748/2/FZH.pdf. 
  4. "Chemical Data Sheet for 3-CHLOROPROPIONIC ACID". NOAA. http://cameochemicals.noaa.gov/chemical/10304.