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C6H5C≡NC6H5C≡N and C6H5 N→=CC6H5 N=→C exhibit whichtype of isomerism?BITSAT 2011

Question

C6H5C≡NC6H5C≡N and C6H5 N→=CC6H5 N=→C exhibit whichtype of isomerism?BITSAT 2011

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Solution

The compounds C6H5C≡NC6H5C≡N and C6H5N→=CC6H5N=→C exhibit tautomeric isomerism.

Tautomeric isomerism is a special type of functional isomerism and involves the simultaneous shift of a proton and a switching of a single bond and adjacent double bond. In this case, the compounds can interconvert by moving a hydrogen from the nitrogen to the carbon, resulting in a different arrangement of atoms and thus a different compound.

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