Phosphorus III Isocyanate

Phosphorus(III) isocyanate was first prepared by the reaction of phosphorus(III) chloride with silver isocyanate in warm benzene.1 A later modification utilized phosphorus(III) iodide as a starting material with nitromethane as solvent.2... 

Caution. Phosphorus(III) isocyanate is quite toxic and all operations should he carried out in an efficient hood. 

Phosphorus(III) isocyanate boils at 169.3° (760 mm.), and melts at — 2.0°.1 Upon standing for 2-3 days polymerization occurs to yield a white material of m.p. 80-95°. The rate of polymerization is retarded by the presence of contaminants and serves as an indication of product purity. Distillation of the polymer melt results in nearly quantitative yields of the monomer. 

Although probably a process of doubtful synthetic utility, it has been noted that the phosphorus(III) isocyanate 179 reacts with diphenylphosphinodithioic acid to furnish the mixed anhydrosulphide 180". ... 

The synthesis from silver isocyanate and phosphorus(III) chloride has proved the most dependable and gives the highest... 

Into the flask is placed 100 g. (0.66 mole) of silver isocyanate and 100 ml. of dry benzene. A mixture of 30 g. (0.22 mole) of phosphorus(III) chloride and 20 ml. of dry benzene is placed in the dropping funnel. The entire system is then flushed once more with nitrogen. The mixture of phosphorus(III) chloride-benzene is allowed to flow in dropwise, with stirring, over a period of half an hour. ... 

ETHANOL (64-17-5) CjHjOH Flammable liquid. Forms explosive mixture with air [explosion limits in air (% by volume) 3.3 to 19 flash point 55°F/13°C 68°F/20°C (80%) 72°F/22°C (60%) 79°F/26°C autoignition temp 685°F/363°C Fire Rating 3], Reacts, possibly violently, with strong oxidizers, strong acids bases, strong peroxides acetic anhydride, acetyl bromide, acetyl chloride, aliphatic amines, bromine pentafluoride, calcium oxide (quicklime), cesium oxide, chloryl perchlorate, disulfiiryl difluoride, ethylene glycol methyl ether, iodine heptafluoride, isocyanates, nitrosyl perchlorate, perchlorates, platinum, platinum-black catalyst potassium-tert-butoxide, potassium, potassium oxide, potassium peroxide, potassium superoxide phosphorus (III) oxide, silver nitrate, silver oxide, sulfuric acid, oleum, sodium, sodium hydrazide, sodium peroxide, sulfinyl cyanamide, tetrachlorosilane, s-triazine-... 

The direct chlorination of chlorosulfonyl isocyanate (I) to chloro-sulfonylcarbonimidoyl dichloride (II) by means of phosphorus penta-chloride has been reported f ). However, severe conditions are required and the yield is low. Selective fluorination of II with antimony trifluoride produces the sulfonyl fluoride III (" ). 

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