Q8(b)(i). C₉H₁₈O with a single ¹H NMR line
A molecule with molecular formula C₉H₁₈O exhibits only one signal at δ 1.2 ppm in its ¹H NMR spectrum. It also exhibits a strong absorption at 1710 cm⁻¹ in its IR spectrum. Propose a structure for this molecule.
Answer in brief
Di-tert-butyl ketone, 2,2,4,4-tetramethylpentan-3-one, (CH₃)₃C–CO–C(CH₃)₃.
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Coversstructure from NMRdi-tert-butyl ketonedouble bond equivalentC9H18OIR 1710 ketone
All parts of Question 8
- 8(a)(i) Products X and Y in four reagent problems15 marks
- 8(a)(ii) 2-Methylbut-1-ene with diborane5 marks
- 8(b)(i) C₉H₁₈O with a single ¹H NMR line10 marks
- 8(b)(ii) Two UV bands of acetone5 marks
- 8(c)(i) ¹H NMR spectrum of methyl propenoate10 marks
- 8(c)(ii) Two carbonyl bands of chloroacetone5 marks