CHM 3122

Assignment 4 2016

1 Describe the possible sampling method(s) that can be used for the following
compounds:
a. A non-polar liquid
b. A thick syrup
c. A non-polar solid (only 5 mg is available)
d. A non-polar crystal
2 What are the four key ranges of an IR spectrum (name and wavenumber limits)?
3 Identify the key absorbances in the IR spectra of the following molecules.
a.

b.

c.

d.

4 Propose a plausible structure for each of the following formulas and IR spectra. There
could be more than one plausible answer for each.
a.

b.

c.

d.

5 Associate each compound with the correct IR spectrum.

6 Ants release 2 of the compounds below as alarm pheromones, to alert other ants of
their species of dangerous intruders. Which of the compounds below corresponds to
the IR spectrum below?
because of conj. between the c=o
and the adjacent double bond, we
should see a band in the >1720

7 The main component of cinnamon oil has the formula C 9H8O and gives the following IR
spectrum. What is the structure of the compound?

8 Choose the structure that best matches the IR spectrum shown

has c=c
conj ester
and aromatic ring

weak c=c peak

strong conj.
ester c=o peak

Aromatic c=c peak

9 Choose the structure that best matches the IR spectrum shown

strong c=o peak;

increased frequency
indicating ring strain

10 Choose the structure that best matches the IR spectrum shown

11 Choose the structure that best matches the IR spectrum shown

12 Assign a structure to each of the spectra shown.

The c=c bond should be
farther right bc of conj
with the ketone (>1600)

13 Assign a structure to each of the spectra shown

10

14 Match each of the compounds (ad) to each of the IR spectra that follow.
a.
b.
c.
d.

11

15 Match each of the compounds (ad) to each of the IR spectra that follow.
a.
b.
c.
d.

12

16 Match each of the compounds (ad) to each of the IR spectra that follow.

a.
b.
c.

13

d.

14

15