Butyryl chloride is an
organic compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The ...
with the
chemical formula
In chemistry, a chemical formula is a way of presenting information about the chemical proportions of atoms that constitute a particular chemical compound or molecule, using chemical element symbols, numbers, and sometimes also other symbols, ...
CH
3CH
2CH
2C(O)Cl. It is a colorless liquid with a pungent odor. Butyryl chloride is soluble in aprotic organic solvents, but it reacts readily with water and alcohols. It is usually produced by chlorination of
butyric acid
Butyric acid (; from grc, βούτῡρον, meaning "butter"), also known under the systematic name butanoic acid, is a straight-chain alkyl carboxylic acid with the chemical formula CH3CH2CH2CO2H. It is an oily, colorless liquid with an unple ...
.
Reactions
Like related
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 ...
s, butyryl chloride hydrolyzes readily:
:CH
3CH
2CH
2C(O)Cl + H
2O → CH
3CH
2CH
2CO
2H + HCl
Alcohol
Alcohol most commonly refers to:
* Alcohol (chemistry), an organic compound in which a hydroxyl group is bound to a carbon atom
* Alcohol (drug), an intoxicant found in alcoholic drinks
Alcohol may also refer to:
Chemicals
* Ethanol, one of sev ...
s react to give esters:
:CH
3CH
2CH
2C(O)Cl + ROH → CH
3CH
2CH
2CO
2R + HCl
Amine
In chemistry, amines (, ) are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (), wherein one or more hydrogen atoms have been replaced by a substituen ...
s react to give amides:
:CH
3CH
2CH
2C(O)Cl + R
2NH → CH
3CH
2CH
2C(O)NR
2 + HCl
Derivatives of butyryl chloride are used in manufacturing pesticides, pharmaceuticals, perfume fixative, polymerization catalyst, and dyestuffs. Butyryl chloride is also commonly used as an intermediate for organic synthesis for the preparation of
pharmaceuticals
A medication (also called medicament, medicine, pharmaceutical drug, medicinal drug or simply drug) is a drug used to diagnose, cure, treat, or prevent disease. Drug therapy (pharmacotherapy) is an important part of the medical field and rel ...
,
agrochemicals, dyes,
esters, and peroxide compounds.
[http://chemicalland21.com/specialtychem/perchem/N-BUTYRYL%20CHLORIDE.htm]
Safety
Butyryl chloride is flammable and fumes in air, releasing
hydrogen chloride
The compound hydrogen chloride has the chemical formula and as such is a hydrogen halide. At room temperature, it is a colourless gas, which forms white fumes of hydrochloric acid upon contact with atmospheric water vapor. Hydrogen chloride ga ...
.
References
{{reflist
Acyl chlorides