Rank the following compounds from highest wavenumber to lowest wavenumber for their C=O absorption band:

For each of the following pairs of compounds, name one absorption band that can be used to distinguish between them.

e.

f.

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.

Give approximate wavenumbers for the major characteristic IR absorption bands that would be given by each of the following compounds:

a.

b.

Rank the following compounds from highest wavenumber to lowest wavenumber for their C-O absorption band:

How can IR spectroscopy distinguish between 1-hexyne, 2-hexyne, and 3-hexyne?

a. How could you use IR spectroscopy to determine whether the following reaction had occurred?

b. After purifying the product, how could you determine whether all the NH₂NH₂ had been removed?

For each of the following pairs of compounds, identify one IR absorption band that could be used to distinguish between them:

i.

j.

For each of the following pairs of compounds, identify one IR absorption band that could be used to distinguish between them:

c. CH₃CH₂CH₂OH and CH₃CH₂OCH₃

d.