NEET 2026
- Exam
- NEET
- Year
- 2026
- Subject
- Chemistry
- Chapter
- Chapter
NEET 2026 · Chemistry · Chapter
Carbonyl compounds undergo a variety of nucleophilic reactions....
Carbonyl compounds undergo a variety of nucleophilic reactions. Which of the following derivatives of cyclohexanone is formed strictly via a nucleophilic addition mechanism, without any subsequent elimination of a small molecule like water?
Options
- ACyclohexanone oxime
- BCyclohexanone cyanohydrin
- CCyclohexanone semicarbazone
- DCyclohexanone ethylene ketal
Correct answer
B. Cyclohexanone cyanohydrin
Step-by-step solution
The formation of cyclohexanone cyanohydrin involves the reaction of cyclohexanone with hydrogen cyanide (HCN). The cyanide ion () acts as a nucleophile and attacks the electrophilic carbonyl carbon, forming a tetrahedral alkoxide intermediate. This intermediate is then protonated to yield the cyanohydrin. The entire process is a pure nucleophilic addition reaction, and no small molecule like water is eliminated.
In contrast, the formation of cyclohexanone oxime (from hydroxylamine), cyclohexanone semicarbazone (from semicarbazide), and cyclohexanone ethylene ketal (from ethylene glycol) all proceed via an initial nucleophilic addition followed by the elimination of a water molecule (nucleophilic addition-elimination mechanism).
Answer: Cyclohexanone cyanohydrin
In contrast, the formation of cyclohexanone oxime (from hydroxylamine), cyclohexanone semicarbazone (from semicarbazide), and cyclohexanone ethylene ketal (from ethylene glycol) all proceed via an initial nucleophilic addition followed by the elimination of a water molecule (nucleophilic addition-elimination mechanism).
Answer: Cyclohexanone cyanohydrin