In the aqueous solvolysis of compound 1, which species is the thermodynamically

Question

In the aqueous solvolysis of compound 1, which species is the thermodynamically most stable reactive intermediate? What is the major substitution product of the aqueous solvolysis of compound 1? What is the major elimination product of the aqueous solvolysis of compound 1? What is the major product obtained from the S_N2 reaction of compound 1 with sodium hydroxide in water? What is the major product resulting from the elimination reaction of compound 1 with potassium hydroxide? What is the major product resulting from the elimination reaction of compound 1 with potassium t-butoxide?

Explanation / Answer

18. Answer = 3 (due to resonance stabilization of benzylic carbocation)

19. Answer = 18 (Because carbocation is planar, nucleophile attacks on both sides to give a racemic mixture)

20. Answer = 10 (due to less steric hindrance)

21. Answer = 9 (An inversion product results due to back side attack of nucleophile to the leaving group)

22. Answer = 10 (due to less sterically hindrered alkene formation)

23. Answer = 13 (due to steric factor H is abstracted from Carbon having less steric hindrance)

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