Chloroacetone
Encyclopedia
Chloroacetone is a chemical compound
Chemical compound
A chemical compound is a pure chemical substance consisting of two or more different chemical elements that can be separated into simpler substances by chemical reactions. Chemical compounds have a unique and defined chemical structure; they consist of a fixed ratio of atoms that are held together...

 with the formula
Chemical formula
A chemical formula or molecular formula is a way of expressing information about the atoms that constitute a particular chemical compound....

 3CCH2. At STP
Standard conditions for temperature and pressure
Standard condition for temperature and pressure are standard sets of conditions for experimental measurements established to allow comparisons to be made between different sets of data...

 it is a colourless liquid with a pungent odour. On exposure to light, it turns to a dark yellow-amber colour. It was used as a tear gas
Lachrymatory agent
Tear gas, formally known as a lachrymatory agent or lachrymator , is a non-lethal chemical weapon that stimulates the corneal nerves in the eyes to cause tears, pain, and even blindness...

 in World War I
World War I
World War I , which was predominantly called the World War or the Great War from its occurrence until 1939, and the First World War or World War I thereafter, was a major war centred in Europe that began on 28 July 1914 and lasted until 11 November 1918...

.

Applications

Chloroacetone is used to make dye couplers
Dye couplers
Dye coupler is present in chromogenic film and paper used in photography, primarily color photography. When color developer develops exposed silver-halide crystals, the developing agent molecules become oxidized, and the oxidized developer molecules react with dye coupler molecules to form dye in...

 for colour photography
Photography
Photography is the art, science and practice of creating durable images by recording light or other electromagnetic radiation, either electronically by means of an image sensor or chemically by means of a light-sensitive material such as photographic film...

, and is an intermediate in chemical manufacturing. It is also used in the Feist-Benary synthesis
Feist-Benary synthesis
The Feist-Benary synthesis is an organic reaction between α-halogen ketones and β-dicarbonyl compounds to substituted furan compounds. This condensation reaction is catalyzed by amines such as ammonia and pyridine. The first step in the ring synthesis is related to the Knoevenagel condensation...

 of furan
Furan
Furan is a heterocyclic organic compound, consisting of a five-membered aromatic ring with four carbon atoms and one oxygen. The class of compounds containing such rings are also referred to as furans....

s.


External links

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