Q24 · CSIR NET Chemistry, June 2011
Paper: CSIR NET June 2011 · Subject: Organic Chemistry · Chapter: Pericyclic Reactions · Topic: Pericyclic Reactions – General · Marks: 2 · Difficulty: Medium
The structures of the major products X and Y in the following transformation are 
$+$ 
$\xrightarrow{\Delta}\ \mathrm{X}\ \xrightarrow{h\nu}\ \mathrm{Y}$
$+$ $\xrightarrow{\Delta}\ \mathrm{X}\ \xrightarrow{h\nu}\ \mathrm{Y}$(a)X = 
Y = 
Y = (b)X = 
Y = 
Y = (c)X = 
Y = 
Y = (d)
Answer
Answer: C ✓ checked by 4AB · confidence medium
Explanation
Cyclopentadiene + methyl vinyl ketone gives the endo Diels–Alder adduct X; irradiation triggers an intramolecular Paternò–Büchi [2+2] between the ketone C=O and the norbornene C=C, giving the caged oxetane Y (c).
Study loop for Pericyclic Reactions