Hexachloroacetone

Hexachloroacetone is an organic compound with the formula (Cl3C)2CO. It is also called hexachloropropanone or perchloroacetone. Numbers indicating the position of the chlorine-atoms are generally omitted as all the possible positions are substituted with chlorine. It is a colorless liquid, slightly soluble in water.

Hexachloroacetone
Names
IUPAC name
1,1,1,3,3,3-hexachloropropanone
Other names
perchloroacetone
HCA
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.754
EC Number
  • 204-129-5
KEGG
RTECS number
  • UC2100000
UNII
UN number 2661
Properties
C3Cl6O
Molar mass 264.75 g/mol
Density 1.7434 g/cm3[1]
Melting point −2 °C (28 °F; 271 K)
Boiling point 204 °C (399 °F; 477 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

The main use of hexachloroacetone is as a pesticide. For the use of hexachloroacetone in the preparation of a novel insect repellent see Perkow reaction. The industrial route to hexafluoroacetone involves treatment of hexachloroacetone with HF:[2]

(CCl3)2CO + 6 HF → (CF3)2CO + 6 HCl

See also

References

  1. CRC Handbook of Chemistry and Physics, Internet Version, CRC Press (2005)
  2. Günter Siegemund, Werner Schwertfeger, Andrew Feiring, Bruce Smart, Fred Behr, Herward Vogel, Blaine McKusick (2002). "Fluorine Compounds, Organic". Ullmann's Encyclopedia of Industrial Chemistry. Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a11_349. ISBN 3527306730.CS1 maint: uses authors parameter (link)


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