Problem

The 1H NMR spectrum of a compound (Cl0H13BrO) is shown in Figure 16.6. The compound gives...

The 1H NMR spectrum of a compound (Cl0H13BrO) is shown in Figure 16.6. The compound gives benzyl bromide, along with a second compound C3H6Br2 when heated with HBr. What is the first compound?

Figure 16.6

The 200-MHz 1H NMR spectrum of a compound, C10H13BrO (Problem 16.43). The integral ratios of the signals reading from left to right (low field to high field) are 5:2:2:2:2. The signals centered at δ 3.6 and δ 3.7 are two overlapping triplets.

Figure 16.7

The 13C NMR spectrum of a compound , C9H10O (Problem 16.44)

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