UPSC Combined Geo-Scientist, Mains · 2016 · Mains Paper III
Q7(c). Grignard addition to a keto ester
Question
Complete the reaction of ethyl levulinate, CH₃COCH₂CH₂COOEt, with three equivalents MeMgBr in ether, followed by aqueous acid.
Answer in brief
(CH₃)₂C(OH)CH₂CH₂C(OH)(CH₃)₂, 2,5-dimethylhexane-2,5-diol.
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CoversGrignard addition to a keto esterCarbonyl reactions
All parts of Question 7
- 7(a) Acidity and hybridisation4 marks
- 7(b) Dichlorocarbene addition4 marks
- 7(c) Grignard addition to a keto ester4 marks
- 7(d) Dipole moment of cyclopropenone4 marks
- 7(e) Cannizzaro reaction4 marks
- 7(f) Frontier orbital nodes4 marks
- 7(g) Keto–enol claim: correction4 marks
- 7(h) Hofmann rearrangement and oxidation4 marks
- 7(i) Carbonyl stretching order4 marks
- 7(j) Carbon count from isotope peaks4 marks