Chloromethyl isocyanate

The reaction of tetrachlorocyclopropene with di-isopropylphosphine gives the cyclopropenylphosphonium salt (120). Chloromethyl isocyanate reacts with tertiary arylphosphines to give the salts (121), which, on treatment with alcohols, form (122). ... 

In the reaction of chloromethyl isocyanate with trialkylphosphines the diazetidinedione salts 4 are obtained. ... 

Cyanuric acid readily dissolves in aqueous formaldehyde forming tris(hydroxymethyl)isocyanurate [10471-40-6] (THMIC) which can be isolated by evaporation (11). THMIC in turn reacts with acetic anhydride to yield tris(acetoxymethyl)isocyanurate [54635-07-3], either thionyl chloride or phosphoms pentachloride to give tris(chloromethyl)isocyanurate [63579-00-0], and phenyl isocyanate in pyridine to yield tris(A/-phenylcarbamoxymethyl) isocyanurate [21253-39-4] in 87% yield (65). Reaction of CA with paraformaldehyde and 2,6-dicyclohexylphenol yields... 

Chlorobenzene Producers Association (CPA), 270 p-Chlorobenzotrichloride, 39 Chlorobenzotrifluorides, 39 Chlorobromomethane, 39 Chlorodifluorobromomethane, 39 Chlorodifluoroethane, 39 Chlorodifluoromethane, 39 Chlorodiphenyl, 39 Chloroethanol, 39 2-Chloroethyl vinyl ether, 39 Chlorofluorocarbons, 39 Chloroform, 40 Chloromethyl anilines, 40 Chloromethyl ether, 40 Chloromethyl methyl ether, 40 2-(4-Chloro-2-methylphenoxy) propionic acid, 40 Chloromethyl phenyl isocyanate, 40... 

For highly reactive compounds that can readily hydrolyze upon contact with aqueous solutions, volatility can be an important factor. For example, bis(chloromethyl) ether, one of the most potent human respiratory carcinogens, can only be shown to be carcinogenic in animal tests by the inhalational route (Figure 14.3). The chemical readily hydrolyzes when dissolved in aqueous solution. Other notable examples include acylating agents and isocyanates. 

Polymers with pendant carbodiimide groups 27 are also synthesized from crossUnked polystyrene. In this synthetic route crossUnked polystyrene beads are chloromethylated and converted to the amines. Reaction with isopropyl isocyanate gives the corresponding ureas, which are treated with tosyl chloride and triethylamine to produce the crossUnked polycarbodiimides. This polymer is used in the polymer supported Moffatt oxidation of alcohols into aldehydes or ketones using benzene/DMSO. ... 

C8H5BrF4 4-fluoro-2- trifluoromethyi)benzyl bromide 206860-48-2 414.15 35.701 1,2 12770 C8H6CINO 4-(chloromethyl)phenyi isocyanate 29173-65-7 461.15 40.164 2... 

Ring expansion of lactones by reaction of the latter with lithiated chloromethyl phenyl sulfoxide with subsequent treatment with KH and then f-BuLi is a mechanistically intriguing transformation. Episulfone is readily deprotonated. Tris(trimethylsilyl)episulfone has been obtained. A convenient synthesis of trimethylsilylmethyl isocyanate is by Hthiation of... 

Hydrogen selenide is probably a more poisonous gas and methyl isocyanate is certainly a more poisonous vapour (b.pt. 39 C). Bis(chloromethyl)ether is more poisonous in the chronic sense (OEL = 1 p.p.b.). Phosgene might, therefore, be more correctly described as the most poisonous gas used in any significant volume in industry. 

Combinations of N- and 5-alkylation in 2-imidazoline-2-thiols can lead to 5,6-dihydro-4//-imidazo[2,l-6]thiazoles when the heterocycles are treated with ketones in the presence of a halo-genating agent. This is a variant of the Hantzsch thiazole synthesis <92SC1293>. A further example of A-acylation in combination with nucleophilic substitution is the conversion of 2-chloro-2-imi-dazoline into (131) when it is treated with pyridine and an aryl isocyanate <87JCS(P1)1033>. 2-Imidazolines like clonidine are also known to A-nitrosate <93JCS(P2)59l>. Intramolecular alkylation is exemplified in the base-induced rearrangement of 2,5-diaryl-4-chloromethyl-2-imidazolines (132) into pyrimidines (Scheme 64) <93JOC6354>. 

There has been continued interest in the synthesis of oxazoles from a-diazo carbonyl compounds and nitriles catalyzed by Lewis acids. The BFa-catalyzed reaction of a-diazoacetophenones or methyl p-nitrophenyldiazoacetate with chloroacetonitrile affords 5-aryl-2-chloromethyloxazoles or 2-chloromethyl-5-methoxy-4-(p-nitrophenyl)oxazole, respectively (Equation (19)) <89BCJ618>. The former products react with primary, secondary, and tertiary amines by nucleophilic displacement of the chloride group. Methyl or ethyl isocyanate may be used as the nitrile component to prepare... 

Olefin additions Bromine azide. Bromine chloride. Bromine (chlorine) dipyridine nitrate. N-Bromoacetamine. N-Bromoacetamide-DMSO-Water. N-Bromoacetamide-Hydrogen fluoride. n-Butyllithium. Dichloroketene. Dichloromethyl 2-chloromethyl ether. N,N-Dichlorourethane. Dichlorovinylene carbonate. Difluoramine. Ethyl azidoformate. Ethyl bromoacetate. Iodine azide. Iodine isocyanate. Iodine nitrate, lodobenzene dichloride. 1-lodoheptafluoropropane. Mercuric acetate. Nitrosyl chloride. Nitrosyl fluoride. Nitryl iodide. Rhodium trichloride. Silver fluoride. 

CHLOROMETHYL SULFONE (124-63-0) Combustible liquid (flash point >212°F/ >100°C). Reacts with water, acid, or acid fumes, forming hydrochloric acid. Violent reaction with ammonia, caustics, strong oxidizers. Aqueous solution incompatible with sulfuric acid, ammonia, aliphatic amines, alkanolamines, bases, isocyanates, alkylene oxides, epichlorohydrin. Attacks metals in the presence of moisture. 

HN J From chloromethyl polystyrene by treatment with tris(2-ami noethyl )amine in DMF. Ti Scavengers to remove excesses of isocyanates, carboxylic acid chlorides or sulfonyl chlorides from reaction mixtures. - - ... 

---