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Chapter 9: Q111P (page 391)

Question:Draw the elimination products for each of the following E2 reactions; if the products can exist as stereoisomers, indicate which stereoisomers are obtained.

a. (2S,3S)-2-chloro-3-methylpentane + high concentration of CH3O-

b.(2S,3R)-2-chloro-3-methylpentane + high concentration of CH3O-

c.(2R,3S)-2-chloro-3-methylpentane + high concentration of CH3O-

d.(2R,3R)-2-chloro-3-methylpentane + high concentration of CH3O-

e.3-chloro-3-ethyl-2,2-dimethylpentane + high concentration of CH3CH2O-

Short Answer

Expert verified

The elimination products are given below,

Step by step solution

01

Definition of E2 reaction

E2 reaction is an elimination reaction where H abstraction and C-Br bond breaking happens simultaneously having a trans periplanar arrangement between the C-H and C-Br bond.

02

Elimination products

The elimination products are given below,

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Most popular questions from this chapter

Which alkyl halide in each pair is more reactive in an E2 reaction with hydroxide ions?

Rank the following from most reactive to least reactive in an E2reaction:

Which species in each pair is more stable?

Why do cis-1-bromo-2-ethylcyclohexane and trans-1-bromo-2-ethylcyclohexane form different major products when they undergo an E2 reaction?

What is the major elimination product obtained from the reaction of each of the following alkyl halides with hydroxide ions?
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