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carbamoyl chloride : ウィキペディア英語版
carbamoyl chloride

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 is dimethylcarbamoyl chloride (m.p. −90 °C and b.p. 93 °C). Carbamoyl chlorides are used to prepare a number of pesticides, e.g. carbofuran and aldicarb.〔 Peter Jäger, Costin N. Rentzea and Heinz Kieczka "Carbamates and Carbamoyl Chlorides" in Ullmann's Encyclopedia of Industrial Chemistry, 2012, Wiley-VCH, Weinheim. 〕
==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
In this way, carbamonyl chlorides can be prepared with N-H functionality.

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