Question

7. Identify the major product(s) in the reaction of (R)-2-bromopentane with sodium cyanide in DMSO? A. (R)-2-cyanopentane (S)-2-cyanopentane racemic mixture of 2-cyanopentane trans-2-pentene
Can someone explain this to me and show me how to do the work.

Answer 1

Anse H B.J (S)-2-cyno pentare BO (5N?) NacN Dmso (R)-2 bromopentane (5)-2-cyano pentane Inversion in configuration) 4 CN athack backside New LBS TOS The above reaction goes through sN2 mechanism because o presence of strong nudeophiles EN) © presence of polar aprotic solvent sie omso which stabilize charge gepration involved in the transition steite - The reaction not goes through snl because ni fenours in protic polar solvent which stabiuze Crobocation of also weals nudeophile also not show elmmation reaction becaus doN is strong nudeophite not base 2) A

Ans .-: (s)-2-cyanopentane

Sn2 reaction