Fluoromethyl cyanide

By distilling the amide with phosphoric oxide at ordinary pressure, fluoromethyl cyanide was obtained as a colourless, mobile liquid. This compound had been obtained by Swarts,6 who claimed that it was necessary to distil the amide with... 

This enhanced reactivity of fluoromethyl cyanide is undoubtedly due to the inductive effect of the fluorine atom which produces an electron deficit on the carbon atom linked to the nitrogen, and presumably increases still further the polarity of the carbon-nitrogen bond, so that the electron displacements can be pictured as (IX). The increased polarity of the carbon-nitrogen bond will obviously facilitate polar addition of hydrogen chloride and alcohols (or phenols). 

Class C Fluoromethyl cyanide (but more toxic to rabbits) ... 

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