Ir Spectroscopy Worksheet With Answers Page 2

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a) Identify the bonds present in the molecule?
Strong absorption around 3000 indicates C-H bonds while stron absorption at 1750 indicates
a C=O bond. Another strong absorption at 1250 should indicate the presence of possibly a
C-O bond.
The fact that we have no absorption in the region 2500 – 3300 (O-H of acid) indicates that
this is not an organic acid.
So from the IR spectrum we can deduce that it is possibly some kind of ester. The structure of
1
which should be easily derived from the
HNMR spectrum.
1
From the
HNMR spectrum we see 5 hydrogen environments.
b) Give a possible structural formula for the compound
Shown above
4) Below is the IR spectrum of an organic molecule.
A scientist suspects that it belongs to either of three molecules
i)
CH
CHOHCH
CH
CH
3
2
2
3
ii)
CH
CHCHCH
CH
OH
3
2
2
iii)
CH
CH
CH
CH
COO H
3
2
2
2
Which molecule is likely to form the IR spectrum above? Discuss with reference to the IR
spectrum.
Looking at the IR spectrum we see a broad absorption band at wavelength 2200 – 2550
indicating an O-H
We also see no strong absorption in the region of 1610 - 1680 to indicate C=C bonds.
There is also no strong absorption in the region 1670 -1750 to indicate a C=O bond.
The spectrum is of pentan-2-ol (option i)

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