Q9(b)(i). HBr and buta-1,3-diene: kinetic and thermodynamic control
Complete the following reaction with suitable mechanism and explanation for the products formed X and Y: CH₂=CH–CH=CH₂ + HBr → X (−78 °C) and Y (60 °C).
Answer in brief
X = 3-bromobut-1-ene (1,2-adduct, kinetic product). Y = (E)-1-bromobut-2-ene (1,4-adduct, thermodynamic product).
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The full model answer
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Covers1,2- and 1,4-additionkinetic vs thermodynamic controlallylic carbocationbuta-1,3-dieneHBr addition
All parts of Question 9
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- 9(b)(i) HBr and buta-1,3-diene: kinetic and thermodynamic control5 marks
- 9(b)(ii) Sharpless asymmetric epoxidation of an allylic alcohol5 marks
- 9(c) Structure from IR, NMR and mass spectra: C₁₀H₁₃NO₂10 marks