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: Question structure 1 of 4, ABC26OR1084 Question structure 2 of 4, ABC26OR1084 Question structure 3 of 4, ABC26OR1084 Question structure 4 of 4, ABC26OR1084
(a)Option (a) structure, ABC26OR1084
(b)Option (b) structure, ABC26OR1084
(c)Option (c) structure, ABC26OR1084
(d)Option (d) structure, ABC26OR1084
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

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