Essay
A compound X with the formula C4H10O2 has the NMR spectrum shown. The integrals are given over their respective resonances, and the J values are coupling constants. Deduce the structure of compound X and explain how you came to this conclusion. Hints: (1) The only chemical shift information you need is that protons on carbons to an oxygen have chemical shifts in the 3.2- 4.0 range. (2) You do not need to interpret the complex splittings at 3.22, 3.37, and 3.9 to deduce the structure, but you will need to interpret the splittings in the gray boxes.
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