Ch_322a_9.02

Ch_322a_9.02 - Chemically and Magnetically Nonequivalent H...

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Chemically and Magnetically Nonequivalent H Protons that are chemically nonequivalent also are magnetically nonequivalent and show different resonances in the nmr experiment. Examples C H 3 C H 2 Cl C H 3 C H C H 3 Cl C H 3 C H 2 C H 2 Cl C=C C H 3 Br H H C H 3 C H C H 2 Cl Cl 2 resonances intensity ratio 3:2 2 resonances intensity ratio 6:1 3 resonances intensity ratios 3:2:2 3 resonances intensity ratios 3:1:1 4 resonances intensity ratios 3:1:1:1 ? The first four examples are intuitively understood, but the last example needs a closer analysis.
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A Closer Look at Chemically Equivalent H Homotopic H The 3 H in the methyl group of 2-bromopropene are chemically equivalent because replacement of any one by a Z group yields the same product. C=C H H Br C H 3 C=C H H Br C H 2 Z only one possible product This equivalency is due to fast rotation: C=C C H H H Such chemically and magnetically equivalent H are called homotopic H.
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Analysis of Ethyl Chloride two resonances with intensities 3:2 C H
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Ch_322a_9.02 - Chemically and Magnetically Nonequivalent H...

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