An optically active compound A (C 9 H 11 Br) reacts with sodium ethoxide in ethanol to
Question:
An optically active compound A (C9H11Br) reacts with sodium ethoxide in ethanol to give an optically inactive hydrocarbon B (NMR spectrum in Fig. P16.58). Compound B undergoes hydrogenation over a Pd/C catalyst at room temperature to give a compound C, which has the formula C9H12. Give the structures of A, B, and C.
Transcribed Image Text:
2400
absorption
5H
8
2100
1800
7
1500
6
1H 1H
chemical shift, Hz
1200
900
5
600
4
3
chemical shift, ppm (8)
Figure P16.58 The NMR spectrum for Problem 16.58. The integrals are shown in red over the peaks.
3H
300
2
0
1
0
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The formula of compound B would be useful in solving this problem Consider the integral in the NMR s...View the full answer
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