0243Pb61.-09.cwk (WP)

0243Pb61.-09.cwk (WP) - C: = 116.5, 159.1 ppm. Cl Cl Cl F...

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Problem 61, Chemistry 0243 - 2009 You are given three bottles containing o -dichlorobenzene ( 1 ), m -dichlorobenzene, ( 2 ), and p -difluorobenzene ( 3 ), along with broad-band decoupled 13 C NMR spectra of the three isomers. Use symmetry to assign the three spectra ( A , B , C ) to the three compounds and explain your reasoning. A : δ = 127.0, 128.9, 130.6, 135.1 ppm; B : δ = 127.7, 130.5, 132.6 ppm;
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Unformatted text preview: C: = 116.5, 159.1 ppm. Cl Cl Cl F Cl F 1 2 3 Would this same technique (looking at symmetry) allow you to assign the spectra of 4-methylcyclohexanone, 2-methylcyclohexanone, and 2,3-dimethylcyclopentanone, A , B , and C ? If not, suggest an experiment, involving only 13 C NMR spectroscopy, that would let you finish the job. C B A C O C O C O...
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