Depto. Química Orgánica

ISOCYANIDES

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15/07/2017
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The isocyanides can be prepared by nucleophilic substitution with CYANATE. This ion is a very good nucleophile and a weak base and therefore it leads to typical SN2 reactions, unless the reacting carbon is too sterically hindered.
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The isocyanides are intermediate compounds in the Hofmann rearrangement of amides. This rearrangement can be an alternate method of getting isocyanides.
Click here to go the the Hofmann rearrangement of amides.
The isocyanide functional group bears a very electron-defficient carbon:
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Due to that feature, the main reactions of isocyanides imply the nucleophilic attack on that carbon, yielding a large variety of new functional groups:
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