Which of the following will be most stable diazonium salt R N 2 + X - ?

Which of the following will be most stable diazonium salt RN2+X- ?
  1. CH3N2+X-
  2. C6H5N2+X-
  3. CH3CH2N2+X-
  4. C6H5CH2N2+X-

Solution

Benzene diazonium chloride is most stable due to conjugation.

Among the given diazonium salts, benzene diazonium halide C6H5N2+X- is most stable due to conjugation of the N,N triple bond with benzene ring.

Aromatic diazonium salts such that Benzene Diazonium Halide are more stable than aliphatic diazonium salts due to dispersion of positive charge over the benzene ring caused by resonance. This is not found in aliphatic diazonium salts.

Asked in: NEET 2014

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