The three isomers of dimethylbenzene are commonly named ortho-xylene, meta-xylene, and

Chapter 13, Problem 13-49

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The three isomers of dimethylbenzene are commonly named ortho-xylene, meta-xylene, and para-xylene. These three isomers are difficult to distinguish using proton NMR, but they are instantly identifiable using 13C NMR. ortho-xylene 1,2-dimethylbenzene CH3 CH3 meta-xylene 1,3-dimethylbenzene CH3 CH3 para-xylene 1,4-dimethylbenzene CH3 H3C (a) Describe how carbon NMR distinguishes these three isomers. (b) Explain why they are difficult to distinguish using proton NMR.

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