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Chapter 15, Problem 50P

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QUESTION:

Problem 50P

Determine the ratios of the chemically nonequivalent protons in a compound if the steps of the integration curves measure 40.5, 27, 13, and 118 mm, from left to right across the spectrum. Draw the structure of a compound whose 1H NMR spectrum would show these integrals in the observed order.

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QUESTION:

Problem 50P

Determine the ratios of the chemically nonequivalent protons in a compound if the steps of the integration curves measure 40.5, 27, 13, and 118 mm, from left to right across the spectrum. Draw the structure of a compound whose 1H NMR spectrum would show these integrals in the observed order.

ANSWER:

Solution 50P

To determine the ratios of the chemically nonequivalent protons, divide the value of the integration steps by the smallest one (13):

Therefore, the ratios of the hydrogens are 9: 1: 2: 3

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