Chemical Properties

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In the reactions shown by isocyanide, first an electro phile and then a nucleophile add at the carbon to form a species which usually undergoes further transformations.

i) Addition of water

Acid catalyzed addition of water gives alkyl formamide derivative.

ii) Reduction with LiAlH4

 

With LiAlH₄ as well as on catalytic hydrogenation, isocyanides are reduced to N-methylamines. The -NC group gets reduced to -NH (CH₃) group.

 

 

iii) Oxidation

Isocyanides are oxidized to isocyanates on reaction with HgO or with Ozone as well as with a halogen and DMSO (dimethylsulphoxide).

Chlorine gives alkyl iminocarbonyl chloride.

Mercuric oxide gives alkyl isocyanate

The famous Bhopal tragedy in December 1984, was caused by methyl isocyanate.