Q54 · CSIR-NET Chemistry, June 2016

Paper: CSIR-NET June 2016 · Subject: Organic Chemistry · Chapter: Pericyclic Reactions · Topic: Pericyclic Reactions – General · Marks: 2 · Difficulty: Medium

The major products A and B formed in the following reaction sequence are Question structure 1 of 4, ABC26OR1045 + Question structure 2 of 4, ABC26OR1045 heat Question structure 3 of 4, ABC26OR1045 (A) $h\nu$ Question structure 4 of 4, ABC26OR1045 (B)
(a)A= [structure not cut — see note] B= Option (a) structure, ABC26OR1045
(b)A= Option (b) structure 1 of 2, ABC26OR1045 B= Option (b) structure 2 of 2, ABC26OR1045
(c)A= Option (c) structure 1 of 2, ABC26OR1045 B= Option (c) structure 2 of 2, ABC26OR1045
(d)A= Option (d) structure 1 of 2, ABC26OR1045 B= Option (d) structure 2 of 2, ABC26OR1045
Answer
Answer: C ✓ checked by 4AB · confidence high
Explanation
The Diels–Alder adduct of cyclopentadiene and phenyl vinyl sulfoxide loses PhSOH (syn elimination), giving norbornadiene (A). Irradiation gives quadricyclane (B) (c).

Study loop for Pericyclic Reactions

1. Practise the PYQsPrevious-year questions, with answers

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