Carbonyl chloride s. Phosgene

Carbon suboxide —, reactions with — 17, 652 —, ring closures to heterocyclics 17, 652 Carbonyiation —, aldehydes by — 17, 729 Carbonyl chloride s. Phosgene... 

Carbonium salts s. Gyclo-propenium salts, Tri-phenylcarbonium — Carbonyl chloride s. Phosgene... 

General Remarks Phosgene, perhaps the most effective CWA of WWI, also has been called (1) carbonyl chloride (or dichloride), (2) Collongite, (3) D-Stoff, (4) chloroformyl chloride, and (5) CG (Ryan et al., 1996). Its CAS is 75-44-5. It is estimated that recent annual U.S. production demand is approximately 5400 million pounds. Its most important industrial use is in the production of isocyanates (R-N=C=0) (http / www.the-innovation-group.com). 

A reaction of greater preparative value is the desulphurization which occurs when 0,0-dialkyl alkylphosphonothioates are acted upon by carbonyl chloride (Stirling, 1957), a reaction which may be envisioned as a consequence of the pronounced nucleophilic character of the thiophosphoryl group as indicated in Scheme 32, in which either X or Z is sulphur desulphurization occurs when Z = sulphur However, the positive results so depicted contrast with the lack of reactivity of phosgene towards both Et(EtO)P(S)OMe and Et(EtO)P(0)SMe reported slightly later " and with the novel nature of the interaction of similar esters with POCI3, when the products are of the structure Ph(RS)P(0)CP . The nature of the ligands to phosphorus has a marked effect on the ability of the reaction... 

The preparation of N-benzyloxyureas without phosgene can be accomplished using several coupling agents, including 2(S),3-pyridinediyl thiocarbonate (PTC) [101], JV,JV -carbonyldiimidazole (GDI) [102, 103], triphosgene, (p-nitrophenoxy)carbonyl chloride [104], and ethyl chloroformate [105] (see also Section 4.3 on carbony-lation). Experimental studies revealed the imidazolylcarbonyl synthon 162 to be a superior synthetic equivalent [106],... 

Common Name(s) Carbonic Dichloride, Carbonyl Dichloride, Chloroformyl Chloride, CG, D-Stoff, Green Cross, Phosgene... 

In the first group, primary amines are reacted with carbonyl insertion compounds such as phosgene [727, 729], and sometimes phosgene substitutes such as triphosgene [507], various carbonates [503, 730, 731], bis(4-nitrophenyl)carbonate [503], di-ferf-butyl dicarbonate [664], S,S-dimethyl thiocarbonate [577], and N,N -carbonyldiimidazole [732], l,l-carbonylbis(benzotriazole) [728], and trihaloacetyl chlorides. Most of these compounds have been utilized as safer reagents that can be stored and handled without special precautions. 

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