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Chapter 9: Q114P (page 391)

Explain why the rate of the reaction of 1-bromo-2-butene with ethanol is increased if silver nitrate is added to the reaction mixture.

Short Answer

Expert verified

AgBr being an ionic compound, forms Ag+ in the solution which facilitates the formation of carbocation by forming AgBr after reaction. Thus, in presence of AgBr, the SN1 reaction facilitates.

Step by step solution

01

Statement

1-bromo-2-butene with ethanol undergoes SN1 reaction where the C-Br bond breaks first and forming the stable carbocation, The nucleophile attacks to form a racemic mixture of dl configuration.

02

Definition of SN1 reaction

SN1 reaction is a nucleophilic substitution reaction which form carbocation in 1st step before the breaking of C-halogen bond. It shows a carbocation like transition state.

A reaction mechanism with an experimental compound is given below.

03

Explanation

As AgNO3 assist the reaction forming the AgBr compound, the SN1 reaction facilitated in presence of AgNO3.

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Most popular questions from this chapter

What substitution products are obtained when each of the following compounds is added to a solution of sodium acetate in acetic acid?

a. 2-chloro-2-methyl-3-hexene

b. 3-bromo-1-methylcyclohexene

Identify the three products formed when 2-bromo-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water

Rank the following species in each set from best nucleophile to poorest nucleophile.

Predict the product for the following reaction and write a mechanism to explain how it is formed.

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
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