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Chapter 13: Q48P (page 611)

Norlutin and Enovid are ketones that suppress ovulation, so they have been used clinically as contraceptives. For which of these compounds would you expect the infrared carbonyl absorption (C=O stretch) to be at a higher frequency? Explain.

Short Answer

Expert verified

Enovid has larger wavenumber or a stretching frequency than norlutin

Step by step solution

01

IR carbonyl absorption

Infrared spectroscopy is the method that shows the peak due to different functional groups and produced peak specifically for carbonyl is in the region of 1760-1655 cm-1.

02

IR stretching frequency

Norlutin and Enovid both contain the carbonyl group but the only difference is that in norlutin the carbonyl is in conjugation with a double bond.

Enovid is showing a Non-conjugated double bond due to the conjugation the stretching frequency decrease in norlutin and increases in Enovid because having a C-H bond which has a high stretching frequency at 2900-3030cm-1

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