Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Aldehydes, Ketones and Carboxylic Acids

Question:

Read the Passage carefully and answer the questions.

The carbonyl group of aldehydes and ketones is highly polar. The positively charged carbon is readily attacked by electron-rich nucleophile and the negatively charged oxygen atom is attacked by an electro-deficient electrophile. Aldehydes and ketones undergo nucleophilic addition reactions in the presence of acid or a base. The mechanism involves attack of a nucleophile on the electron deficient carbonyl carbon to form a tetrahedral intermediate. A new bond is formed between the carbon and oxygen. Protonation of the anion furnished by the reaction medium yields a neutral addition product. The addition product is same whether the reaction is catalyzed by acid or a base. For example in the presence of base aldehydes and ketones react with hydrogen cyanide to form cyanohydrin.

Which of the following compounds will undergo nucleophilic addition readily?

Options:

Formaldehyde

Acetaldehyde

Benzaldehyde

Butanone

Correct Answer:

Formaldehyde

Explanation:

The correct answer is Option (1) → Formaldehyde **

Nucleophilic addition to a carbonyl compound is favored when:

  • Steric hindrance is minimum
  • +I / electron-donating effects are minimum
  • Carbonyl carbon is most electrophilic

Comparison of options:

  • Formaldehyde (HCHO) → no alkyl groups, least steric hindrance, highest electrophilicity
  • Acetaldehyde (CH₃CHO) → one alkyl group
  • Benzaldehyde (C₆H₅CHO) → resonance donation from phenyl ring reduces electrophilicity
  • Butanone (CH₃COC₂H₅) → ketone + steric hindrance

Hence Formaldehyde is the correct answer