Chapter 13: Q69P (page 616)
Which one of the following five compounds produced the IR spectrum shown below?


Short Answer
The compound is:

Benzyl alcohol
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Chapter 13: Q69P (page 616)
Which one of the following five compounds produced the IR spectrum shown below?


The compound is:

Benzyl alcohol
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Which occurs at a larger wavenumber:
a. the C=O stretch of phenol or the C-O stretch of cyclohexanol?
b. the C=O stretch of a ketone or the C=O stretch of an amide?
c. the CN stretch of cyclohexylamine or the CN stretch of aniline?
In the mass spectrum of the following compounds, which is the tallest—the peak at m/z= 57 or the peak at m/z= 71?
a. 3-methylpentane
b. 2-methylpentane
List three factors that influence the intensity of an IR absorption band.
Each of the IR spectra shown below is the spectrum of one of the following compounds. Identify the compound that produced each spectrum.




Given that the force constants are similar for C¬H and C¬C bonds, explain why the stretching vibration of a C¬H bond occurs at a larger wavenumber.
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