Addition of Acyl Chlorides to the C N Bond of Cyanates

✍ Scribed by Dr. E. Grigat

• Publisher: John Wiley and Sons
• Year: 1969
• Tongue: English
• Weight: 123 KB
• Volume: 8
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/anie.196906071

✦ Synopsis

cyanuric chloride. Conditions which accelerate the trimerization of the cyanogen chloride, such as presence of Lewis acids, HCl. HzO, and a ratio of Cl2 : CICN < 1:1, should therefore be avoided. Compound ( I ) , which is a colorless liquid having b.p. 87 "C, can be distilled under normal pressure. (1) is comparable with sulfuryl chloride regarding its tendency to lose chlorine. It is a strong chlorinating agent but, like other N-halogen compounds, also adds on olefins. The corresponding fluorine compound 121 boils at -60 "C and explodes on warming. The characteristic intense IR bands at 1560, 945, and 730 cm-1, the molecular weights determined by mass spectrometry, and the result of elemental analyses confirm the given structure of ( I ) .