Q8(b)(ii). Order of J(Ha–Hb)
Arrange the following compounds in order of increasing coupling constant J(Ha–Hb). [structures I, II and III with Ha and Hb marked given in the paper]
Answer in brief
II < III < I, that is geminal (≈ 1.5 Hz) < cis (≈ 11.5 Hz) < trans (≈ 15.5 Hz).
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Coverscoupling constantKarplus relationgeminal couplingcis and trans coupling¹H NMR
All parts of Question 8
- 8(a) Assignment of four C=O stretching bands15 marks
- 8(b)(i) Ring opening of 2,2-dimethylcyclopropanone by methoxide10 marks
- 8(b)(ii) Order of J(Ha–Hb)5 marks
- 8(c)(i) Two alkenes from 2-chloro-2,3-dimethylbutane10 marks
- 8(c)(ii) Fragmentation of diethyl ether5 marks
- 8(c)(iii) Bond length of HCl from its moment of inertia5 marks