2,2-Dichloropropionic acid

2,2-Dichloropropionic acid
Names
	Preferred IUPAC name 2,2-Dichloropropanoic acid
Identifiers
CAS Number	75-99-0;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:81859;
ChEMBL	ChEMBL445525;
ChemSpider	6178;
ECHA InfoCard	100.000.840
EC Number	200-923-0;
KEGG	C18600;
PubChem CID	6418;
RTECS number	UF0695000;
UNII	VO6PY8ZMRW;
UN number	1760
CompTox Dashboard (EPA)	DTXSID2021575 ;
	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−1
Appearance	colorless oil
Density	1.40 g/cm3 (20 °C)
Melting point	20 °C (68 °F; 293 K)
Boiling point	190 °C (374 °F; 463 K)
Hazards
	GHS labelling:
Pictograms
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 [77 °F], 100 kPa). Infobox references

2,2-Dichloropropionic acid is the organic compound with the formula CH₃CCl₂CO₂H.^[1] 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.^[2]

It is an inhibitor of some enzymes that process pyruvate.^[3]

^ 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 978-3527306732.
^ "Dalapon". pmep.cce.cornell.edu. Retrieved 2016-08-31. (dead link 24 August 2024)
^ 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.