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Isobutyryl chloride (2-methylpropanoyl chloride) is the
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 . A colorless liquid, it the simplest branched-chain
acyl chloride In organic chemistry, an acyl chloride (or acid chloride) is an organic compound with the functional group . Their formula is usually written , where R is a side chain. They are reactive derivatives of carboxylic acids (). A specific example o ...
. It is prepared by chlorination of isobutyric acid.


Reactions

As an ordinary acid chloride, isobutyryl chloride is the subject of many reported transformations. Dehydrohalogenation of isobutyryl chloride with triethylamine gives
2,2,4,4-tetramethylcyclobutanedione 2,2,4,4-Tetramethylcyclobutanedione is the organic compound with the formula (CH3)4C4O2. The compound is a diketone of cyclobutane, bearing four methyl groups. It is a white solid that is used as a precursor to diverse industrial products. Synth ...
. Treatment of isobutyryl chloride with
hydrogen fluoride Hydrogen fluoride (fluorane) is an Inorganic chemistry, inorganic compound with chemical formula . It is a very poisonous, colorless gas or liquid that dissolves in water to yield hydrofluoric acid. It is the principal industrial source of fluori ...
gives the acid fluoride.


References

Acyl chlorides Reagents for organic chemistry {{Organic-compound-stub