| Revision as of 11:14, 6 December 2011 editSmokefoot (talk | contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers74,701 edits ←Redirected page to Isocyanate#Production | Revision as of 05:04, 9 March 2014 edit undoSmokefoot (talk | contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers74,701 edits convert redirect to short articleNext edit → | ||
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| A '''carbamoyl chloride''' is the ] with the formula R<sub>2</sub>NC(O)Cl. The parent carbamoyl chloride, H<sub>2</sub>NCOCl is unstable, but many N-substituted analogues are known. Most examples are moisture sensitive, colourless, and soluble in nonpolar organic solvents. An example dimethylcarbamoyl chloride (m.p. -90 °C and b.p. 93 °C. They are used to prepare a number of pesticides, e.g. ] and ].<ref> Peter Jäger, Costin N. Rentzea and Heinz Kieczka "Carbamates and Carbamoyl Chlorides" in Ullmann's Encyclopedia of Industrial Chemistry, 2012, Wiley-VCH, Weinheim. {{DOI|10.1002/14356007.a05_051}}</ref> | |||
| #REDIRECT ] | |||
| ==Production and examples== | |||
| Carbamoyl chlorides are prepared by the reaction of an amine with phosgene: | |||
| :2 R<sub>2</sub>NH + COCl<sub>2</sub> → R<sub>2</sub>NCOCl + Cl | |||
| They also arise by the addition of ] to ]s: | |||
| :RNCO + HCl → RNHCOCl | |||
| ==References== | |||
| <references /> | |||
| ] | |||
Revision as of 05:04, 9 March 2014
A carbamoyl chloride is the functional group with the formula R2NC(O)Cl. The parent carbamoyl chloride, H2NCOCl is unstable, but many N-substituted analogues are known. Most examples are moisture sensitive, colourless, and soluble in nonpolar organic solvents. An example dimethylcarbamoyl chloride (m.p. -90 °C and b.p. 93 °C. They are used to prepare a number of pesticides, e.g. Carbofuran and aldicarb.
Production and examples
Carbamoyl chlorides are prepared by the reaction of an amine with phosgene:
- 2 R2NH + COCl2 → R2NCOCl + Cl
They also arise by the addition of hydrogen chloride to isocyanates:
- RNCO + HCl → RNHCOCl
References
- Peter Jäger, Costin N. Rentzea and Heinz Kieczka "Carbamates and Carbamoyl Chlorides" in Ullmann's Encyclopedia of Industrial Chemistry, 2012, Wiley-VCH, Weinheim. doi:10.1002/14356007.a05_051