(a) The following resonance-stabilized ion can protonate to give two different constitutional isomers. Give their structures and give the curved-arrow notation for their formation.

(b) One of the compounds in Problem 15.32 gives two different constitutional isomers as a product of its S_N1 reaction with H₂O. Which compound is it? Explain and give the structures of the two isomers.

Problem 15.32

The following isomers do not differ greatly in stability. Predict which one should react more rapidly in an S_N1 solvolysis reaction in aqueous acetone. Explain.

Transcribed Image Text:

H₂C=N ÖF Ö H₂C-N Ö: ÖF