Chapter 8, Problem 85IP

Interpretation Introduction

Interpretation:

Stereo isomer of 1,2,3,4,5,6-hexachlorocyclohexane should be drawn which cannot participate in E2 elimination process.

Concept introduction:

• Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base. Elimination reactions are two types, E1 and E2.
• E1 reaction: elimination follows stepwise mechanism. Carbocation is intermediate in this process.
• E2 reaction: elimination follows concerted pathway of mechanism. Elimination occurs when two leaving groups are anti to each other.
• Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.