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Chapter 21: Q1. (page 818)

Question: Rank the following compounds in order of increasing reactivity towards nucleophilic attack.

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01

Step-by-Step Solution Step 1: Factors affecting the nucleophilic attack in carbonyl compounds

There applies an effect of the number of R groups on the carbon of the carbonyl group. As the number of R increases, the nucleophilic attack around the carbon decreases.

02

Explanation for order of reactivity

As the number of R groups increases around the carbon atom of the carbonyl group, the steric hindrance increases, due to which the reactivity toward the nucleophilic attack decreases.

The order of increasing reactivity toward nucleophilic attack is shown below:

Order of increasing reactivity toward nucleophilic attack

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Most popular questions from this chapter

Question: Give the IUPAC name for each ketone.

a.

b.

c.

Devise a synthesis of each compound from cyclohexene and organic alcohols. You may use any other required organic or inorganic reagents

(a)

(b)

Question: Give the IUPAC name (including any E,Z designation) for each unsaturated aldehyde. Neral is obtained from lemon grass, and cucumber aldehyde (Problem 1.30) contributes to the aroma of a fresh mango.

a.

b.

Question: Explain why benzaldehyde is less reactive than cyclohexanecarbaldehyde towards nucleophilic attack.

Question: Give the IUPAC name for each aldehyde.

  1. 2-isobutyl-3-isopropylhexanal
  2. trans-3-methylcyclopentanecarbaldehyde
  3. 1-methylcyclopropanecarbaldehyde

4. 3,6-diethylnonanal
See all solutions

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