PROTON MAGNETIC RESONANCE SPECTRUM OF 2-CHLOROPROFENE

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1959

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Ohio State University

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The general analysis of N proton systems, type $ABX_{N-2}$, is nicely illustrated by 2-chloropropene $(ABX_{3})$ in different solvents. The spectrum in inert solvents is difficult to analyze due to the proximity of the vinyl proton shifts, but can be treated by determinations of the coupling constants in other media. This technique can also be used to ascertain the geometrical assignment of the vinyl proton parameters provided the nature of the medium effects is properly understood. Applied to the present case, a stronger long-range coupling with the vinyl proton cis to the methyl group is indicated, and this appears to be general for substituted propenyl systems.

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Author Institution: Department of Chemistry, Emory University

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