Question

In an acidic solution, nona-2,5-diene tautomerizes to nona-3,5-diene. Propose a mechanism for this rearrangement and explain why it is energetically favorable.

Answer 1

M HB, in Hona - 2,5-cliene nona - 3,5-diene Mechanisms AM - wa HO NNM The nona -2,5-diene is non-conjugated a s non-conjugated diene and in non conjugated diene there is no resonance stabiliza hon present: "This non-conjugated diene is high energy system and it is unstable. In presence of acid catalyst it undergoes tautomerizm to gives 3,5-nomadiene and it is energetically favorable because 3,5-hengdiene isconjugated system. The two bocza band are in conjugation. Thus descance stabilization is present and it is less energy ste system. This due to the conjugation nona 3,5 diene is energhically favorable