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Chapter 11: Q12 P. (page 329)

3-Bromo-1-butene and 1-bromo-2-butene undergoSN1 reaction at nearly the same rate, even though one is a secondary halide and the other is primary. Explain.

Short Answer

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The SN1 reaction is a nucleophilic substitution reaction where carbon-halogen bond is broken which results in positively charged carbon, and then nucleophile attacks the carbocation and forms a new bond. Only one reacting species is involved in the rate determining step of the reaction. The termSN1 stands for substitution nucleophilic unimolecular. The hydrolysis of tert-butyl bromide with aqueous NaOH solution is an example ofSN1 reaction.

Step by step solution

01

Nucleophilic unimolecular substitution reaction SN1

The SN1 reaction is a nucleophilic substitution reaction where carbon-halogen bond is broken which results in positively charged carbon, and then nucleophile attacks the carbocation and forms a new bond. Only one reacting species is involved in the rate determining step of the reaction. The termSN1 stands for substitution nucleophilic unimolecular. The hydrolysis of tert-butyl bromide with aqueous NaOH solution is an example ofSN1 reaction.

02

3-Bromo-1-butene and 1-bromo-2-butene undergo SN1 reaction

The two bromobutene from the same allylic carbocation in the rate limiting step is shown below.

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