How to Solve Problems Involving Coupling Constant Analysis

The proton NMR spectral information (300 MHz, CDCI3) shown in this problan is for a compound with formula C10H10O3. Expansions are shown for the downfield section of the spectrum. Determine the structure of the compound. Note the offset resonance that appears at 12.3 ppm. [Pg.420]

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From the molecular formula, C10H10O3 we can determine that this compound has six units of unsaturation. In a brief survey of the NMR data, we can reasonable conclude the compound is a carboxylic acid based on the broad resonance at 12.3 ppm. The carboxylic acid accounts for two oxygen atoms and one unit of unsaturation. There are six protons in the region from 8 to 6 ppm, and [Pg.421]

Let s look at the splitting patterns and coupling constants of the benzene/alkene protons for more clues. Measuring the coupling constants for each resonance provides the values listed in the following summary table. [Pg.422]

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