Chapter 11.2, Problem 4P

Interpretation Introduction

Interpretation:

Three expected alcohols that are produced in the ${\text{S}}_{\text{N}}\text{1}$ hydrolysis reaction of the compound shown are to be discussed.

Concept Introduction:

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For an ${\text{S}}_{\text{N}}\text{1}$ reaction, the reaction follows the first order rate law. In the first step, stable carbocation is formed.

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Allylic carbocations can be stabilized by electron delocalization.

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The geometry for a carbocation is planar, and thus, a nucleophile can attack from either side of the carbocation that yields more than one products.

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The carbon atom which is adjacent to either of the double bonded carbon atoms is the allylic carbon atom. An allylic carbon atom is ${\text{sp}}^3$ hybridized.

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The atoms or groups attached to the allylic carbon atoms are the allylic substituents.