Nitrile: Difference between revisions

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==Synthesis==
==Synthesis==


-The '''Sandmeyer reaction''' employing cuprous cyanide can be used to form nitriles from diazonium compounds.
*The '''Sandmeyer reaction''' employing cuprous cyanide can be used to form nitriles from diazonium compounds.
-Aryl nitriles may be formed from aryl halides in the '''Rosenmund-von Braun reaction'''.
*Aryl nitriles may be formed from aryl halides in the '''Rosenmund-von Braun reaction'''.


==Reactivity==
==Reactivity==


-Nitriles are reduced to imines, then hydrolyzed to the aldehyde in the '''Stephens aldehyde synthesis'''.
*Nitriles are reduced to imines, then hydrolyzed to the aldehyde in the '''Stephens aldehyde synthesis'''.
-Beta-ketoesters are formed from alpha-bromoesters and nitriles in the '''Blaise reaction'''.
*Beta-ketoesters are formed from alpha-bromoesters and nitriles in the '''Blaise reaction'''.

Revision as of 19:14, 29 November 2009

A nitrile is an organic compound containing a carbon triple bonded to nitrogen.

Synthesis

  • The Sandmeyer reaction employing cuprous cyanide can be used to form nitriles from diazonium compounds.
  • Aryl nitriles may be formed from aryl halides in the Rosenmund-von Braun reaction.

Reactivity

  • Nitriles are reduced to imines, then hydrolyzed to the aldehyde in the Stephens aldehyde synthesis.
  • Beta-ketoesters are formed from alpha-bromoesters and nitriles in the Blaise reaction.