CHAPTER 7: Question 6

 

Simple Answers

The hydrogens of the OCH2 group are enantiotopic in A, but diastereotopic in B. Thus in A, these hydrogens are not distinguished by NMR and appear as a quartet due to coupling to the adjacent CH3 group. In B however, the OCH2 hydrogens will have different chemical shifts and will couple to one another. Thus each of the OCH2 hydrogens will give a doublet of quartets (eight lines), sixteen lines in total.
 

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