An optically active compound A (C 9 H 11 Br) reacts with sodium ethoxide in ethanol to
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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.
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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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