Cyclopentanone, infrared spectrum

FIGURE 3.3. Infrared spectrum of cyclopentanone in various media. A. Carbon tetrachloride solution (0.15 M). B. Carbon disulfide solution (0.023 M). C. Chloroform solution (0.025 M). D. Liquid state (thin films). (Computed spectral slit width 2 cm-1.)... 

FIGURE 2.3. Infrared spectrum of cyclopentanone in various media. A. Carbon tetrachloride solution (0.15 M). 

That the 17-hydroxyl group was secondary and in a five membered ring was shown by its Oppenauer oxidation to a ketone (infrared spectrum indicative of a cyclopentanone). Reduction of this ketone would have been expected to proceed by addition of the hydrogen on the unhindered face that is the one before the... 

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