Indian Forest Service (Mains), Chemistry optional · 2023 · Paper II
Q5(c). Photocyclization of isomesityl oxide
Question
Complete the irradiation of CH₃COCH₂C(CH₃)=CH₂ (isomesityl oxide) in hexane and explain the principal pathway.
Answer in brief
The characteristic cyclization product is 1-methyl-3-methylenecyclobutan-1-ol.
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CoversNorrish–Yang cyclizationNorrish type IIisomesityl oxide1,4-biradicalcyclobutanol
All parts of Question 5
- 5(a) Substituent effects on anionic propagation5 marks
- 5(b) Osmium dihydroxylation of an allylic alcohol5 marks
- 5(c) Photocyclization of isomesityl oxide5 marks
- 5(d) Woodward–Fieser calculation and a name error5 marks
- 5(e) Distinguishing ortho and para xylene5 marks
- 5(f) Chemical and magnetic equivalence in styrene5 marks
- 5(g) Parent ion from a metastable peak5 marks
- 5(h) Complementary DNA base pairs5 marks