Pentanoyl chloride
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.[1]
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| Names | |
|---|---|
| IUPAC name
Pentanoyl chloride | |
| Other names
Valeroyl chloride; n-Pentanoyl chloride | |
| Identifiers | |
3D model (JSmol) |
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| ECHA InfoCard | 100.010.301  |
PubChem CID |
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CompTox Dashboard (EPA) |
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| Properties | |
| C5H9ClO | |
| Molar mass | 120.58 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
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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