Use the following compounds when answering questions 18-25. Assume that Cl Ph H

Question

Use the following compounds when answering questions 18-25. Assume that Cl Ph H Ph Ho 13 10 12 H OH 16 17 H H 18 19 14 15 18. In the aqueous solvolysis of compound 1, which species is the thermodynamically most stable reactive intermediate? (1 point) Answer 19. What is the major substitution product of the aqueous solvolysis of compound 1? (1 point) Answer 20. What is the major elimination product of the aqueous solvolysis of compound 1? (1 point) 21. What is the major product obtained from the Sy2 reaction of compound 1 with sodium hydroxide in water? (1 point Answer - 22. What is the major product resulting from the elimination reaction of compound 1 with potassium hydroxide? (1 point) Answer 23. What is the major product resulting from the elimination reaction of compound 1 with potassium t-butoxide? (1 point) Answer a

Explanation / Answer

18) 3 because there is hydride migration to form the more stable carbocation

19 ) 18 because the carbocation can be attacked by both faces.

20) 10 because there is less steric hindrance

21) 9 because the attack is opposite to the leaving group

22) 11 because the elimination is E2 like with anti peri planar disposition.

23) 13 because as you are using a bulky base the less hindered hydrogen is that of the less bulky carbon, besides the C- H bond is weaker than C-D. So it is less energetical to remove the H.

24. It is stereoselective only because it forms really two products (two alkenes) one in major proportion. It will be stereospecific if it will form only one product. It is not regioselective because some of substitution reaction can be formed.

25) 2 = rac 3 = nc 4 =R

Related Questions

Navigate

• Browse (All)
• Browse U
• Subjects

---

---

Integrity-first tutoring: explanations and feedback only — we do not complete graded work. Learn more.