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Chapter 9: Q52P (page 437)

What product is obtained when the following compound undergoes two successive elimination reactions?

Short Answer

Expert verified

The obtained product is given below

Step by step solution

01

Definition of elimination reaction

Elimination reaction is basically a reaction between alkyl bromide and a base in a step-by-step manner or in a concerted mechanism of bond breaking and making. During the elimination reaction, The C-X (X=halogen) and C-H bond should be in anti-periplanar fashion.

Example: E1, E2 E1cB mechanism.

02

Mechanism

The formation of product can be both By E1 or E2 pathway. The ultimate product following the E2 mechanism is given below,(E2 is favoured as nucleophile is strong).

Here during H abstraction, H1 and H3 are getting abstracted but not H2 hydrogens and the former abstraction through H1 and H3 produces alkene which has greater no of 饾湺 Hydrogens.

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Most popular questions from this chapter

Draw the substitution product formed by each of the following SN2 reactions:

a. trans-1-iodo-4-ethylcyclohexane and methoxide ion

b. cis-1-chloro-3-methylcyclobutane and ethoxide ion

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

a. What is the major product obtained when each of the following compounds undergoes an E2 reaction with methoxide ion ? Show the configuration of the product.

b. Does the product obtained depend on whether you start with the R or S enantiomer of the reactant?

Rank the following alkyl halides from most reactive to least reactive in an SN1 reaction:

2-bromo-2-methylpentane, 2-chloro-2-methylpentane, 3-chloropentane, and 2-iodo-2-methylpentane.

Does increasing the energy barrier for an SN2 reaction increase or decrease the magnitude of the rate constant for the reaction?
See all solutions

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