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91Ó°ÊÓ

Draw a stepwise, detailed mechanism for each reaction.

a.

b.

Short Answer

Expert verified

The mechanism for the formation of the substitution and elimination products are shown below:

Step by step solution

01

Types of base/nucleophile use

Weak bases and weak nucleophiles such as methanol promote a mixture of both SN1 and E1 reactions as observed in reaction a.

Strong bases and strong nucleophiles such as hydroxides and promote a mixture of both SN2and E2 reactions as observed in reaction b.

02

Types of substrates used

Tertiary halides undergo a SN1 and E1 reaction respectively when a weak nucleophile and a weak base are used, such as methanol.

Secondary halides undergo a SN1 and E1 reaction respectively when a weak nucleophile and a weak base are used. They undergo a SN2 and E2 reaction, respectively, when a strong nucleophile and a strong base are used.

03

Explanation

In both (a) and (b), the substrate used is a tertiary halide. The mode of the reactions changes due to the behavior of the base/nucleophiles.

The mechanism for the formation of the substitution and elimination products are shown below:

Representation of detailed reaction scheme of reaction a

Representation of detailed reaction scheme of reaction b

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