Isobutyryl chloride
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| Names | |
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| Preferred IUPAC name
2-Methylpropanoyl chloride | |
| Other names
Isobutyroyl chloride
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.001.086 |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C4H7ClO | |
| Molar mass | 106.55 g·mol−1 |
| Density | 1.017 g/mL[1] |
| Melting point | −90 °C[1] |
| Boiling point | 91–93 °C (196–199 °F; 364–366 K)[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Isobutyryl chloride (2-methylpropanoyl chloride) is the organic compound with the formula (CH3)2CHCOCl. A colorless liquid, it the simplest branched-chain acyl chloride. It is prepared by chlorination of isobutyric acid.[2]
Reactions[edit]
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.[3] Treatment of isobutyryl chloride with hydrogen fluoride gives the acid fluoride.[4]
References[edit]
- ^ a b c "Isobutyryl chloride". Sigma-Aldrich.
- ^ Kent, R. E.; McElvain, S. M. (1945). "Isobutyramide". Organic Syntheses. 25: 58. doi:10.15227/orgsyn.025.0058.
- ^ R. Huisgen, P. Otto (1968), "The mechanism of dimerization of dimethylketene", J. Am. Chem. Soc., vol. 90, no. 19, pp. 5342–5343, doi:10.1021/ja01021a090
- ^ Olah, George A.; Kuhn, Stephen J. (1965). "Benzoyl Fluoride". Organic Syntheses. 45: 3. doi:10.15227/orgsyn.045.0003.
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