3-Chloropropanoic acid explained

3-Chloropropanoic acid (also known as 3-chloropropionic acid or UMB66) 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. In aqueous solution, it has a pKa value of 4.08.[1]

This compound is 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] It has been demonstrated that the substance can be broken down by both bacteria and fungi as a means of bioremediation.[5]

Notes and References

  1. Dixon SL, Jurs PC . December 1993 . Estimation of p K a for organic oxyacids using calculated atomic charges . Journal of Computational Chemistry . en . 14 . 12 . 1460–1467 . 10.1002/jcc.540141208 . 0192-8651.
  2. Macias AT, Hernandez RJ, Mehta AK, MacKerell AD, Ticku MK, Coop A . 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 . 15028257 . 10.1016/j.bmc.2004.01.025 .
  3. Ng HJ, Roswanira A, Ronald AC, Fahrul H . Degradation Of Herbicide (3-Chloropropionic Acid) By Bacterial Dehalogenases . Proc. KUSTEM 4th Annual Seminar 2005 . 2005 . 586–590 . dead . https://web.archive.org/web/20160305055537/http://eprints.utm.my/1748/2/FZH.pdf . 2016-03-05 .
  4. Web site: Chemical Data Sheet for 3-CHLOROPROPIONIC ACID . NOAA .
  5. Edbeib . Mohamed . 2020-04-15 . 3-Chloropropionic Acid (3cp) Degradation and Production of Propionic Acid by Newly Isolated Fungus Trichoderma Sp. Mf1 . International Journal of Life Sciences and Biotechnology . en . 3 . 1 . 41–50 . 10.38001/ijlsb.677005 . 2651-4621.

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