Select your language

Suggested languages for you:
Log In Start studying!
Answers without the blur. Just sign up for free and you're in → Illustration

Q.59

Expert-verified
Organic Chemistry
Found in: Page 329

Short Answer

Draw a stepwise, detailed mechanism for each reaction.

a.

b.

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

See the step by step solution

Step by Step Solution

Types of base/nucleophile use

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

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

Types of substrates used

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

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

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

Recommended explanations on Chemistry Textbooks

94% of StudySmarter users get better grades.

Sign up for free
94% of StudySmarter users get better grades.