Q8 · 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 
$+$ 
$\xrightarrow{\text{heat}}\ \text{(A)}\ \xrightarrow{h\nu}\ \text{(B)}$
$+$ $\xrightarrow{\text{heat}}\ \text{(A)}\ \xrightarrow{h\nu}\ \text{(B)}$(a)A = 
B = 
B = (b)A = 
B = 
B = (c)A = 
B = 
B = (d)A = 
B = 
B = Answer
Answer: C ✓ checked by 4AB · confidence high
Explanation
Phenyl vinyl sulfoxide is an acetylene equivalent: Diels–Alder with cyclopentadiene and thermal syn-elimination of PhSOH give norbornadiene (A); irradiation converts norbornadiene to quadricyclane (B) — (c).
Study loop for Pericyclic Reactions