Use the following compounds when answering questions 22-28. Assume that Cl > OH
ID: 1062489 • Letter: U
Question
Use the following compounds when answering questions 22-28. Assume that Cl > OH > CH_3. In the aqueous solvolysis of compound 1, which species is the thermodynamically most stable reactive Intermediate? Answer = The equilibrium between compound 1 and compound 2 favors which compound? Answer = What is the major elimination product formed from this solvolysis? Answer = What is the major substitution product formed from this solvolysis reaction? Answer = What product is obtained from the S_N 2 reaction of compound 1 with sodium hydroxide in water? Answer = What is the most stable conformer of this product (question 26)? Answer = What is the major product product resulting from the elimination reaction of compound 1 with ethanolic potassium hydroxide? Answer =Explanation / Answer
22. The most thermodynamically stable intermediate of solvolysis of compound 1 is 5. This is formed after the rearrangement of carbocation.
23. The equilibriub between 1 and 2 favors compound 6 because this is formed after elimination reaction. For the elimination to occuue both the H or D and Cl should be axial and in compound 2, D and Cl are axial.
24. The major elimination product will be compound 10 because the mode of elimination will be E1 via intermediate 5.
25. The major substitution product formed from the solvolysis will be comound 11 via intermediate 5.
26. The SN2 product of compound 1 with NaOH will be compound 13.
27. Compound 9 will be the most stable conformer of compound 13.
28. The major product resulting from the elimination of compound 1 with ethanolic NaOH will be compound 6.
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