Advanced - Organic Chemistry Practice Problems

For structured practice, several academic and professional platforms provide extensive problem sets: 

Problem 8: Photochemical [2+2] Regioselectivity

Question:
Irradiation of a mixture of 1-methylcyclohexene and cyclopentenone gives a single [2+2] adduct. Predict the structure and explain why the reaction is regioselective despite both alkenes being unsymmetrical. advanced organic chemistry practice problems

Focus on the conservation of orbital symmetry (Woodward-Hoffmann rules). Cycloadditions: Molecular ion at m/z 100 Fragment ions at m/z 85, 57, 29

• Molecular ion at m/z 100
• Fragment ions at m/z 85, 57, 29

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