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Chapter 16: Q55P (page 792)

Rank the following compounds from most reactive to least reactive towards nucleophilic addition.

Short Answer

Expert verified

The carbonyl compounds are organic compounds that are electron deficient and can undergo nucleophilic addition easily. The higher basic nucleophiles undergo nucleophilic addition very easily. The aldehydes and ketones are the highly reactive carbonyl compounds.

Step by step solution

01

Step-by-Step Solution Step 1: Nucleophilic addition

The carbonyl compounds are organic compounds that are electron deficient and can undergo nucleophilic addition easily. The higher basic nucleophiles undergo nucleophilic addition very easily. The aldehydes and ketones are the highly reactive carbonyl compounds.

02

Order of reactivity

The correct order of reactivity of carbonyl compounds towards nucleophilic addition is given below.

03

Explanation

The higher the steric hindrance of organic compounds, lower will be the reactivity. Here the carbonyl centre is the reaction site and higher is the steric hindrance towards the carbonyl centre and the compounds become least reactive.

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Most popular questions from this chapter

a. Show how the following compounds can be prepared, using ethyne as one of the starting materials:

  1. 1-pentyn-3-ol
  2. 1-phenyl-2-butyn-1-ol
  3. 2-methyl-3-hexyn-2-ol

b. Explain why ethyne should be alkylated before, rather than after, nucelophilic addition.

What products are obtained from the reaction of the following compounds with LiAlH4 followed by treatment with dilute acid?

a. ethyl butanoate

b. benzoic acid

c. methyl benzoate

d. pentanoic acid

Question:a. What two sets of reagents (each consisting of a carbonyl compound and phosphonium ylide) can be used for the synthesis of the following alkene?

b. What alkyl halide is required to prepare each of the phosphonium ylides?

c. What is the best set of reagents to use for the synthesis?

b. (C6H5)2 C=CH-CH3

C,(C6H5) C=CH2

How can the following compounds be prepared from the given starting materials?

Question: The only organic compound obtained when compound Z undergoes the following sequence of reactions gives the 1H NMR spectrum shown.

Identify compound Z.
See all solutions

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