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| Names | |
|---|---|
| Preferred IUPAC name Pentanoyl chloride | |
| Other names Valeroyl chloride; n-Pentanoyl chloride | |
| Identifiers | |
| CAS Number | |
| 3D model (JSmol) | |
| ECHA InfoCard | 100.010.301 
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| PubChem CID | |
| UNII | |
| CompTox Dashboard (EPA) | |
SMILES
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| Properties | |
| Chemical formula | C5H9ClO |
| Molar mass | 120.58 g·mol |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references | |
Pentanoyl chloride is an acyl chloride derived from pentanoic acid. It is a colorless liquid that is used to attach the valeroyl group. It is usually produced by chlorination of valeric acid.
Reactions
Like related acyl chlorides, valeryl chloride hydrolyzes readily:
- CH3(CH2)3C(O)Cl + H2O → CH3(CH2)3CO2H + HCl
Alcohols react to give esters:
- CH3(CH2)3C(O)Cl + ROH → CH3(CH2)3CO2R + HCl
Amines react to give amides:
- CH3(CH2)3C(O)Cl + R2NH → CH3(CH2)3C(O)NR2 + HCl
Benzene reacts under conditions of the Friedel-Crafts reaction to give valerophenone:
- CH3(CH2)3C(O)Cl + C6H6 → CH3(CH2)3C(O)C6H5 + HCl
References
- Helferich, B.; Schaefer, W. (1929). "n-Butyryl Chloride". Org. Synth. 9: 32. doi:10.15227/orgsyn.009.0032.
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