The 1H NMR spectrum of cholesteryl benzoate (see Section 4-7) is shown as spectrumN

Chapter 10, Problem 59

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The 1H NMR spectrum of cholesteryl benzoate (see Section 4-7) is shown as spectrumN. Although complex, it contains a number of distinguishing features. Analyze the absorptionsmarked by integrated values. The inset is an expansion of the signal at d 5 4.85 ppm andexhibits an approximately fi rst-order splitting pattern. How would you describe this pattern?(Hint: The peak patterns at d 5 2.5, 4.85, and 5.4 ppm are simplifi ed by the occurrence ofchemical shift and/or coupling constant equivalencies.)N2H1H2H1 H1 H2 H3 H3 H6 H3 H5.08.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0.04.9 4.8 4.7300-MHz 1H NMR spectrum ppm ()(CH3)Si1H NMR/ )%%%H CH3Cholesteryl benzoate

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