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Chem 210 Report - IR Spectroscopy Name: ID: 1) For the functional group(s) on the following...

Chem 210 Report - IR Spectroscopy
Name: ID:
1) For the functional group(s) on the following molecule what characteristic IR absorption(s) would be expected (ignoring C-H absorptions).
A) a peak around 1700 cm–1 B) a peak around 3300 cm–1 C) a peak around 1650 cm–1 D) a peak around 2250 cm–1 E) None of these choices
Answer:
2) An oxygen-containing compound shows strong IR absorption at 1630-1780 cm–1 and 3200-3550
–1
cm . What type of compound is it likely to be?
A) an alcohol
B) a carboxylic acid C) an ether
D) a ketone
E) an aldehyde
Answer:
3) For the following reaction sequence (it is not necessary to understand the chemistry) what significant change(s) would be expected by IR (ignoring C-H absorptions)?
a. NaNH2
b. CH3CH2I
A) A peak around 1710 cm–1 would disappear. B) A peak around 1710 cm–1 would appear. C) A peak around 2150 cm–1 would disappear. D) No change would be observed.
E) None of these choices.
Answer:
4) For the following reaction sequence (it is not necessary to understand the chemistry) what significant change(s) would be expected by IR (ignoring C-H absorptions)?
O
OH
A) A peak around 1710 cm–1 would disappear and a new peak around 3300-3500 cm–1 would appear.
B) A peak around 1710 cm–1 would disappear and a new peak around 1650 cm–1 would appear. C) A peak around 2150 cm–1 would disappear and a new peak around 3300-3500 cm–1 would
appear.
D) No change would be observed. E) None of these choices.
Answer:
a. CH3MgBr
b. H3O+
5) An unknown compound, B, has the molecular formula C7H12. On catalytic hydrogenation 1 mol of B absorbs 2 mol of hydrogen and yields 2-methylhexane. B has significant IR absorption bands at
-1
about 3300 and 2200 cm . Which compound best represents B?
A) 3-methyl-1-hexyne
B) 5-methyl-2-hexyne
C) 5-methyl-1,3-hexadiene D) 5-methyl-1-hexyne
E) 2-methyl-1,5-hexadiene
Answer:
6) Predict the key absorption bands (including the type of vibration) whose presence (or absence)
would allow each compound in the pairs shown below to be distinguished from each other. a)
Answer: Answer:
b)
Answer: Answer:
c)
Answer:
Answer:
7) Compound C is asymmetric, has molecular formula C5H10O, and contains two methyl groups and a 3o functional group. It has a broad infrared absorption band in the 3200-3550 cm-1 region and no absorption in the 1620-1680 cm-1 region. Identify the compound from the list provided below:
ABCD
Answer:
2

8)
Consider the infrared spectrum of the unknown compound provided.
B A
C
a) Indicate the types of stretching frequencies indicated by the arrows (A, B and C) on the spectrum.
b) Use the characteristic absorption bands (wavenumbers) to identify the main functional group present in the spectrum.
Answer:
c) Identify the compound from the list provided below:
ABCD
Answer:
3
Chem 210 Report - IR Spectroscopy
Name: ID:
1) For the functional group(s) on the following molecule what characteristic IR absorption(s) would be expected (ignoring C-H absorptions).
A) a peak around 1700 cm–1 B) a peak around 3300 cm–1 C) a peak around 1650 cm–1 D) a peak around 2250 cm–1 E) None of these choices
Answer:
2) An oxygen-containing compound shows strong IR absorption at 1630-1780 cm–1 and 3200-3550
–1
cm . What type of compound is it likely to be?
A) an alcohol
B) a carboxylic acid C) an ether
D) a ketone
E) an aldehyde
Answer:
3) For the following reaction sequence (it is not necessary to understand the chemistry) what significant change(s) would be expected by IR (ignoring C-H absorptions)?
a. NaNH2
b. CH3CH2I
A) A peak around 1710 cm–1 would disappear. B) A peak around 1710 cm–1 would appear. C) A peak around 2150 cm–1 would disappear. D) No change would be observed.
E) None of these choices.
Answer:
4) For the following reaction sequence (it is not necessary to understand the chemistry) what significant change(s) would be expected by IR (ignoring C-H absorptions)?
O
OH
A) A peak around 1710 cm–1 would disappear and a new peak around 3300-3500 cm–1 would appear.
B) A peak around 1710 cm–1 would disappear and a new peak around 1650 cm–1 would appear. C) A peak around 2150 cm–1 would disappear and a new peak around 3300-3500 cm–1 would
appear.
D) No change would be observed. E) None of these choices.
Answer:
a. CH3MgBr
b. H3O+
5) An unknown compound, B, has the molecular formula C7H12. On catalytic hydrogenation 1 mol of B absorbs 2 mol of hydrogen and yields 2-methylhexane. B has significant IR absorption bands at
-1
about 3300 and 2200 cm . Which compound best represents B?
A) 3-methyl-1-hexyne
B) 5-methyl-2-hexyne
C) 5-methyl-1,3-hexadiene D) 5-methyl-1-hexyne
E) 2-methyl-1,5-hexadiene
Answer:
6) Predict the key absorption bands (including the type of vibration) whose presence (or absence)
would allow each compound in the pairs shown below to be distinguished from each other. a)
Answer: Answer:
b)
Answer: Answer:
c)
Answer:
Answer:
7) Compound C is asymmetric, has molecular formula C5H10O, and contains two methyl groups and a 3o functional group. It has a broad infrared absorption band in the 3200-3550 cm-1 region and no absorption in the 1620-1680 cm-1 region. Identify the compound from the list provided below:
ABCD
Answer:
2

8)
Consider the infrared spectrum of the unknown compound provided.
B A
C
a) Indicate the types of stretching frequencies indicated by the arrows (A, B and C) on the spectrum.
b) Use the characteristic absorption bands (wavenumbers) to identify the main functional group present in the spectrum.
Answer:
c) Identify the compound from the list provided below:
ABCD
Answer:
3

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