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Chemical compound From Wikipedia, the free encyclopedia
Butyryl chloride is an organic compound with the chemical formula CH3CH2CH2C(O)Cl. It is a colorless liquid with a unpleasant odor. Butyryl chloride is soluble in organic solvents, but it reacts readily with water and alcohols. It is usually produced by chlorination of butyric acid.[1]
Names | |
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Preferred IUPAC name
Butanoyl chloride | |
Other names
Butyryl chloride n-Butyryl chloride Butanoyl chloride | |
Identifiers | |
3D model (JSmol) |
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.004.999 |
EC Number |
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PubChem CID |
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UNII | |
UN number | 2353 |
CompTox Dashboard (EPA) |
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Properties | |
C4H7ClO | |
Molar mass | 106.55 g·mol−1 |
Appearance | colorless liquid |
Odor | pungent |
Density | 1.033 g/cm3 |
Melting point | −89 °C (−128 °F; 184 K) |
Boiling point | 102 °C (216 °F; 375 K) |
decomposition | |
Solubility | miscible with ether |
-62.1·10−6 cm3/mol | |
Refractive index (nD) |
1.412 |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards |
Reacts violently with water, flammable, corrosive |
GHS labelling: | |
Danger | |
H225, H314 | |
P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P370+P378, P403+P235, P405, P501 | |
NFPA 704 (fire diamond) | |
Flash point | 21.7 °C (71.1 °F; 294.8 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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Like related acyl chlorides, butyryl chloride hydrolyzes readily:
Alcohols react to give esters:
Amines react to give amides:
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, agrochemicals, dyes, esters, and peroxide compounds.[2]
Butyryl chloride is flammable and fumes in air, releasing hydrogen chloride.
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