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Each of four bottles, A, B, C, and D, is labeled only C6H12 and contains a colorless

Chapter 13, Problem 13.45

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QUESTION:

Each of four bottles, A, B, C, and D, is labeled only C6H12 and contains a colorless liquid. You have been called in as an expert to identify these compounds from their spectra: Compound A: NMR: one line only at d 1.66 (s); IR: no absorption in the range 16201700 cm1 ; reacts with Br2 in CCl4 Compound B: IR: 3080, 1646, 888 cm1 ; NMR spectrum in Fig. P13.45a Compound C: IR: 3090, 1642, 911, 999 cm1 ; NMR spectrum in Fig. P13.45b Compound D: NMR: one line only at d 1.40 (s); does not react with Br2 in CCl4

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QUESTION:

Each of four bottles, A, B, C, and D, is labeled only C6H12 and contains a colorless liquid. You have been called in as an expert to identify these compounds from their spectra: Compound A: NMR: one line only at d 1.66 (s); IR: no absorption in the range 16201700 cm1 ; reacts with Br2 in CCl4 Compound B: IR: 3080, 1646, 888 cm1 ; NMR spectrum in Fig. P13.45a Compound C: IR: 3090, 1642, 911, 999 cm1 ; NMR spectrum in Fig. P13.45b Compound D: NMR: one line only at d 1.40 (s); does not react with Br2 in CCl4

ANSWER:


Based on these data, compound A is most likely cyclohexane, co

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