Homework organic chemistry

Infrared Spectroscopy 13.41 Which of the highlighted bonds absorbs at higher ‘,” in an IR spectrum?
a. >0 or )—OH
orN\ c. a H or a H
13.42 What major IR absorptions are present above 1500 cm-1 for each compound?
OH

OH
Problems 523
13.43 How would each of the following pairs of compounds differ in their IR spectra?
and
0 b. „_„,11, OH and
OCH3
OCH3 —OCH3
and
OCH3
d” / N–\ and ,,,„—“,„_,N
13.44 Morphine, heroin, and oxycodone are three addicting analgesic narcotics. How could IR spectroscopy be used to distinguish these three compounds from each other?
HO

el 0 HO –‘0 morphine
heroin
O

oxycodone
13.45 Reduction of cyclohex-2-enone can yield cyclohexanone, cyclohex-2-enol, or cyclohexanol, depending on the reagent and reaction conditions. How could you use IR spectroscopy to distinguish the three possible products?
=0 0=0 0-0H 0-0H
cyclohex-2-enone cyclohexanone cyclohex-2-enol cyclohexanol
13.46 Tell how IR spectroscopy could be used to determine when each reaction is complete.
a.
crOH b.
H2 Pd-C
PCC

[1] 03 [2] CH3SCH3
[1] NaH [2] CH3Br
0=0 + 0 0-0CH3

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