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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 𝜶 Hydrogens.

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Most popular questions from this chapter

a. Which is a stronger base: RO- or RS-?

b. Which is a better nucleophile in an aqueous solution?

c. Which is a better nucleophile in DMSO?

Which compound is more reactive in an SN1 reaction? In each case, you can assume that both alkyl halides have the same stability.

What products are formed from the following reactions?

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

cis-1-Bromo-4-tert-butylcyclohexane and trans-1-bromo-4-tert-butylcyclohexane both react with sodium ethoxide in ethanol to form 4-tert-butylcyclohexene. Explain why the cis isomer reacts much more rapidly than the trans isomer.
See all solutions

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