Compound 1 was subject to SM1 reaction with water to produce alcohol products A and B....

     

Transcribed Image Text:

Compound 1 was subject to SM1 reaction with water to produce alcohol products A and B. The ratio of product A and B was 2:3 as shown below. a) Explain why. (5 pts) (H3C)2HCH2CH2CH2CC H3CH2C 1 CCH2CH2CH2CH(CH3)2 CH3 CH3 CH3 acetone H₂O (H3C)2HCH2CH2CH2CC OH HO H3CH2C A: 40% yield CH2CH3 B: 60 % yield * Because Leaving group stays close to the Carbocation, causing steric interference for to attach from the top. nucleophile to (Retention path). b) How does the rate of reaction being affected when more bulky nucleophile being employed? (5 pts) B (inversion product) will be far more favorable. c) Would the ratio of product formation A / B be affected if more bulky nucleophile being employed? (5 pts) Compound 1 was subject to SM1 reaction with water to produce alcohol products A and B. The ratio of product A and B was 2:3 as shown below. a) Explain why. (5 pts) (H3C)2HCH2CH2CH2CC H3CH2C 1 CCH2CH2CH2CH(CH3)2 CH3 CH3 CH3 acetone H₂O (H3C)2HCH2CH2CH2CC OH HO H3CH2C A: 40% yield CH2CH3 B: 60 % yield * Because Leaving group stays close to the Carbocation, causing steric interference for to attach from the top. nucleophile to (Retention path). b) How does the rate of reaction being affected when more bulky nucleophile being employed? (5 pts) B (inversion product) will be far more favorable. c) Would the ratio of product formation A / B be affected if more bulky nucleophile being employed? (5 pts)