(b) Alkene 6 undergoes the reaction sequence shown below to generate 7. answer ALL parts (i) to (iii) 1) Hg(OAc)2, H₂O 2) NaBH4 7 (C11H14O) 6 (i) Identify compound 7 and give a mechanism for the reaction with Hg(OAc)2 and water. [A mechanism for the reaction with NaBH4 is not required] (ii) With reference to your mechanism, explain the regioselectivity o the reaction. (iii) What would the product be if the second step was performed using deuterated sodium borohydride (NaBD4).

(b) Alkene 6 undergoes the reaction sequence shown below to generate 7. answer ALL parts (i) to (iii) 1) Hg(OAc)2, H₂O 2) NaBH4 7 (C11H14O) 6 (i) Identify compound 7 and give a mechanism for the reaction with Hg(OAc)2 and water. [A mechanism for the reaction with NaBH4 is not required] (ii) With reference to your mechanism, explain the regioselectivity o the reaction. (iii) What would the product be if the second step was performed using deuterated sodium borohydride (NaBD4).

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

Section19.SE: Something Extra

Problem 50MP

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