Q3(c)(i). meso-2,3-Dibromobutane with iodide and with ethoxide
Complete the following reactions along with mechanisms: meso-2,3-dibromobutane with I⁻ gives A, and with EtO⁻ gives B.
Answer in brief
A = (E)-but-2-ene by anti elimination of Br₂; B = (E)-2-bromobut-2-ene by anti elimination of HBr (E2).
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The full model answer
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Coversanti eliminationdebromination with iodideE2 stereospecificitymeso-2,3-dibromobutanetrans-but-2-ene
All parts of Question 3
- 3(a)(i) 1-(Hydroxydiphenylmethyl)cyclopentanol with conc. H₂SO₄10 marks
- 3(a)(ii) 1-Acetyl-1-chloro-4-methylcyclohexane with ethoxide10 marks
- 3(b) Cyclopropenyl cation; acidity of indene and cyclopentadiene; tropolones and sydnones15 marks
- 3(c)(i) meso-2,3-Dibromobutane with iodide and with ethoxide5 marks
- 3(c)(ii) 3-Iodo-2,2-dimethylbutane with silver nitrate in hot ethanol10 marks