Q15 · CSIR NET Chemistry, December 2016
Paper: CSIR NET December 2016 · Subject: Organic Chemistry · Chapter: Photochemical Reactions · Topic: Photochemical Reactions – General · Marks: 2 · Difficulty: Medium
The major product formed in the following reaction is


(a)

(b)

(c)

(d)

Answer
Answer: A ✓ checked by 4AB · confidence medium
Explanation
Barton reaction: the alkoxyl radical abstracts a δ-H (1,5-H shift) from the neighbouring cyclopentane CH₂. NO trapping gives an oxime, which H₃O⁺ hydrolyses to the cyclopentanone; the alcohol is regenerated (a).
Study loop for Photochemical Reactions