Q62 · CSIR NET Chemistry, June 2019
Paper: CSIR NET June 2019 · Subject: Organic Chemistry · Chapter: Photochemical Reactions · Topic: Photocycloaddition · Marks: 2 · Difficulty: Hard
The major product formed in the following reaction is:
3. $\mathrm{H_2SO_4}$
3. $\mathrm{H_2SO_4}$(a)
(b)

(c)

(d)

Answer
Answer: B ✓ checked by 4AB · confidence medium
Explanation
Barton nitrite photolysis: the alkoxyl radical takes a δ-H from the indane C-2 CH₂, which becomes an oxime. H₂SO₄ causes Beckmann rearrangement with ring expansion, giving the isoquinolinone lactam that carries the CH₂CH₂OH chain (b).
Study loop for Photochemical Reactions