UPSC Combined Geo-Scientist, Mains · 2020 · Mains Paper III
Q10(b). Bulky substituents and diene conformation
Question
Compare 2,3-di-tert-butylbuta-1,3-diene and 1,3-di-tert-butylbuta-1,3-diene as Diels–Alder dienes.
Answer in brief
The 2,3 isomer is much more favourably disposed to the reactive s-cis geometry than the 1,3 isomer.
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CoversBulky substituentsdiene conformationDiels–Alder selectivity
All parts of Question 10
- 10(a) Identification of a phenolic propenyl aromatic compound10 marks
- 10(b) Bulky substituents and diene conformation5 marks
- 10(c) Chemoselective epoxidation10 marks
- 10(d) Cyclohexanone mass fragmentation5 marks