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2,2-Dichloropropionic acid

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2,2-Dichloropropionic acid
Names
Preferred IUPAC name 2,2-Dichloropropanoic acid
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.840 Edit this at Wikidata
EC Number
  • 200-923-0
KEGG
PubChem CID
RTECS number
  • UF0690000
UNII
UN number 1760
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C3H4Cl2O2/c1-3(4,5)2(6)7/h1H3,(H,6,7)Key: NDUPDOJHUQKPAG-UHFFFAOYSA-N
SMILES
  • CC(C(=O)O)(Cl)Cl
Properties
Chemical formula C3H4Cl2O2
Molar mass 142.96 g·mol
Appearance colorless oil
Density 1.40 g/cm (20 °C)
Melting point 20 °C (68 °F; 293 K)
Boiling point 190 °C (374 °F; 463 K)
Hazards
GHS labelling:
Pictograms GHS05: CorrosiveGHS07: Exclamation mark
Signal word Danger
Hazard statements H315, H318, H412
Precautionary statements P264, P273, P280, P302+P352, P305+P351+P338, P310, P321, P332+P313, P362, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

2,2-Dichloropropionic acid is the organic compound with the formula CH3CCl2CO2H. It is a colorless liquid that freezes near room temperature.

Occurrence and use

Its sodium salt once was marketed under the name Dalapon as a selective herbicide used to control perennial grasses.

It is an inhibitor of some enzymes that process pyruvate.

References

  1. Samel, Ulf-Rainer; Kohler, Walter; Gamer, Armin Otto; Keuser, Ullrich (2005). "Propionic Acid and Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a22_223. ISBN 978-3-527-30673-2.
  2. "Dalapon". pmep.cce.cornell.edu. Retrieved 2016-08-31. (dead link 24 August 2024)
  3. Halestrap, A. P. (1975). "The mitochondrial pyruvate carrier. Kinetics and specificity for substrates and inhibitors". Biochemical Journal. 148 (1): 85–96. doi:10.1042/bj1480085. PMC 1165509. PMID 1156402.
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