Bis(chloromethyl) ketone

Bis(chloromethyl) ketone is a chemical substance with formula C
₃H
₄Cl
₂O. It is a solid, and is used in the making of citric acid. Exposures such as contact or inhalation of bis(chloromethyl) ketone can result in irritation or damage to skin, eyes, throat, lungs, liver and kidneys, as well as headaches and fainting.^[1] As both chlorine atoms tend to react at the same time, the compound is primarily useful for synthesis of various ring compounds.^[2]

Bis(chloromethyl) ketone

Names
Preferred IUPAC name 1,3-Dichloropropan-2-one
Other names 1,3-Dichloroacetone α,α'-Dichloroacetone
Identifiers
CAS Number	534-07-6 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1231783
ChemSpider	21106513
ECHA InfoCard	100.007.806
EC Number	208-585-6
PubChem CID	10793
UNII	UFH8559WS5
UN number	2649
CompTox Dashboard (EPA)	DTXSID2021577
InChI InChI=1S/C3H4Cl2O/c4-1-3(6)2-5/h1-2H2 Key: SUNMBRGCANLOEG-UHFFFAOYSA-N InChI=1/C3H4Cl2O/c4-1-3(6)2-5/h1-2H2 Key: SUNMBRGCANLOEG-UHFFFAOYAE
SMILES ClCC(=O)CCl
Properties
Chemical formula	C3H4Cl2O
Molar mass	126.96 g·mol−1
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Extremely toxic. Dangerous to the skin and eyes
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H300, H310, H314, H330, H341, H410
Precautionary statements	P201, P202, P260, P262, P264, P270, P271, P273, P280, P281, P284, P301+P310, P301+P330+P331, P302+P350, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P320, P321, P322, P330, P361, P363, P391, P403+P233, P405, P501
NFPA 704 (fire diamond)	4 1 0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Legal aspects

Bis(chloromethyl) ketone is a substance which is classified as an extremely hazardous substance in the United States as defined in Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act (42 U.S.C. 11002), and is subject to strict reporting requirements by facilities which produce, store, or use it in significant quantities.^[3]

See also

• Chloroacetone
• Hexachloroacetone

References

1. Hazardous Substance Fact Sheet from the New Jersey Department of Health and Senior Services
2. DePuy, Charles H.; Pettigrew, Jeremy D. "1,3&x2011;Dichloroacetone". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rd083.pub2.
3. 40 C.F.R.: Appendix A to Part 355—The List of Extremely Hazardous Substances and Their Threshold Planning Quantities (PDF) (Report) (July 1, 2008 ed.). Government Printing Office. Archived from the original (PDF) on February 25, 2012. Retrieved October 29, 2011.