Hexachloroacetone is an
organic compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...
with the formula (Cl
3C)
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.
Reactions and uses
Hexachloroacetone functions equivalently to
trichloroacetyl chloride, i.e. as an trichloroacetylating agent.
The main use of hexachloroacetone is as a pesticide. For the use of hexachloroacetone in the preparation of a novel
insect repellent
An insect repellent (also commonly called "bug spray" or "bug deterrent") is a substance applied to the skin, clothing, or other surfaces to discourage insects (and arthropods in general) from landing or climbing on that surface. Insect repellent ...
see
Perkow reaction
The Perkow reaction is an organic reaction in which a trialkyl phosphite ester reacts with a haloketone to form a dialkyl vinyl group, vinyl phosphate and an alkyl halide.
In the related Michaelis–Arbuzov reaction the same reactants are known ...
. The industrial route to
hexafluoroacetone
Hexafluoroacetone (HFA) is a chemical compound with the formula (CF3)2CO. It is structurally similar to acetone; however, its reactivity is markedly different. It is a colourless, hygroscopic, nonflammable, highly reactive gas characterized by a m ...
involves treatment of hexachloroacetone with HF:
:(CCl
3)
2CO + 6 HF → (CF
3)
2CO + 6 HCl
See also
*
Chloroacetone
Chloroacetone is a chemical compound with the chemical formula, formula . At Standard temperature and pressure, STP it is a colorless liquid with a pungent odor. On exposure to light, it turns to a dark yellow-amber color. It was used as a lachry ...
*
Dichloroacetone
References
Links
*
Trichloromethyl compounds
Ketones
Pesticides
{{organohalide-stub