Misplaced Pages

Isobutyryl chloride

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Isobutyryl chloride
Names
Preferred IUPAC name 2-Methylpropanoyl chloride
Other names Isobutyroyl chloride
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.086 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C4H7ClO/c1-3(2)4(5)6/h3H,1-2H3Key: DGMOBVGABMBZSB-UHFFFAOYSA-N
SMILES
  • CC(C)C(=O)Cl
Properties
Chemical formula C4H7ClO
Molar mass 106.55 g·mol
Density 1.017 g/mL
Melting point −90 °C
Boiling point 91–93 °C (196–199 °F; 364–366 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

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.

Reactions

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. Treatment of isobutyryl chloride with hydrogen fluoride gives the acid fluoride.

References

  1. ^ "Isobutyryl chloride". Sigma-Aldrich.
  2. Kent, R. E.; McElvain, S. M. (1945). "Isobutyramide". Organic Syntheses. 25: 58. doi:10.15227/orgsyn.025.0058.
  3. 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
  4. Olah, George A.; Kuhn, Stephen J. (1965). "Benzoyl Fluoride". Organic Syntheses. 45: 3. doi:10.15227/orgsyn.045.0003.
Stub icon

This article about an organic compound is a stub. You can help Misplaced Pages by expanding it.

Categories: