Infrared Interpretation – interpret all absorptions in the 4000-1400 cm-1 region of the IR spectra of 2-methyl-4-heptanol. Label the recorded IR spectra and provide an indication of the impurities present, if any.

Fundamentals Of Analytical Chemistry
9th Edition
ISBN:9781285640686
Author:Skoog
Publisher:Skoog
Chapter28: Atomic Spectroscopy
Section: Chapter Questions
Problem 28.2QAP
icon
Related questions
Question
Infrared Interpretation – interpret all absorptions in the 4000-1400 cm-1 region of the IR spectra of 2-methyl-4-heptanol. Label the recorded IR spectra and provide an indication of the impurities present, if any.
Correlation Table for Infrared Spectroscopy
Frequency of Intensity/Shape
absorption
(cm-1)
3650-3590
3600-3200
3400-2400
3500-3300
3340-3270
3100-3000
2260-2100
1800 and 1750
1810-1760
1750-1730
1740-1680
2960-2850
Strong/sharp
2850-2810 and Medium/sharp
2750-2700
2260-2220
1730-1680*
1720-1680
1700-1630
1680-1620
Strong/sharp
1600-1450
Strong/broad
Strong/ very broad
Medium to strong/
sharp
Strong/sharp
Weak to medium
Medium to strong/
sharp
Weak to medium/
sharp
Strong/sharp
Strong/sharp
Strong/sharp
Strong/sharp
Strong/sharp
Strong/sharp
Strong/sharp
A-13
Weak to medium/
sharp
Variable intensity/
sharp
Bond/Class of
Compounds
O-H/ alcohols, phenols
O-H/ alcohols, phenols
O-H/ carboxylic acids
N-H/ 1° and 2° amines
and amides
C(sp)-H/ terminal
alkynes
C(sp²)-H/ alkenes,
aromatic compounds
C(sp³)-H/ alkanes
C-H/ aldehydes
C=N/nitriles
C=C/ alkynes
C=0/anhydrides
C=0/ acid chlorides
C=0/esters
C=0/ aldehydes
C=0/ ketones
C=0/ carboxylic acids
C=0/amides
C=C/ alkenes
CC aromatic
Additional Comments
Free (not hydrogen bonded)
OH group
Hydrogen bonded OH group
Dimers of carboxylic acids
1° amines and amides give
two absorptions, 2⁰ - one
Usually two absorptions,
one-2820, another -2720
Might not be visible in internal
alkynes
Always two absorptions
Aliphatic: 1740-1720
Aromatic: 1720-1680
Aliphatic: 1730-1700
Aromatic: 1700-1680
Dimer, 1720-1700 aliphatic,
1700-1680 aromatic
1 and 2 amides 1700-1670,
3⁰-1670-1630
1640-1620 if a conjugated
double bond
*Angle strain in the carbonyl group, caused by the size of a small ring, increases the frequency of
the absorption position of the C=0 bond of cyclic ketones; in cyclohexanone the absorption shows
at 1715 cm-¹, in cyclopentanone at 1750 cm-¹, and in cyclobutanone at 1785 cm-¹.
Transcribed Image Text:Correlation Table for Infrared Spectroscopy Frequency of Intensity/Shape absorption (cm-1) 3650-3590 3600-3200 3400-2400 3500-3300 3340-3270 3100-3000 2260-2100 1800 and 1750 1810-1760 1750-1730 1740-1680 2960-2850 Strong/sharp 2850-2810 and Medium/sharp 2750-2700 2260-2220 1730-1680* 1720-1680 1700-1630 1680-1620 Strong/sharp 1600-1450 Strong/broad Strong/ very broad Medium to strong/ sharp Strong/sharp Weak to medium Medium to strong/ sharp Weak to medium/ sharp Strong/sharp Strong/sharp Strong/sharp Strong/sharp Strong/sharp Strong/sharp Strong/sharp A-13 Weak to medium/ sharp Variable intensity/ sharp Bond/Class of Compounds O-H/ alcohols, phenols O-H/ alcohols, phenols O-H/ carboxylic acids N-H/ 1° and 2° amines and amides C(sp)-H/ terminal alkynes C(sp²)-H/ alkenes, aromatic compounds C(sp³)-H/ alkanes C-H/ aldehydes C=N/nitriles C=C/ alkynes C=0/anhydrides C=0/ acid chlorides C=0/esters C=0/ aldehydes C=0/ ketones C=0/ carboxylic acids C=0/amides C=C/ alkenes CC aromatic Additional Comments Free (not hydrogen bonded) OH group Hydrogen bonded OH group Dimers of carboxylic acids 1° amines and amides give two absorptions, 2⁰ - one Usually two absorptions, one-2820, another -2720 Might not be visible in internal alkynes Always two absorptions Aliphatic: 1740-1720 Aromatic: 1720-1680 Aliphatic: 1730-1700 Aromatic: 1700-1680 Dimer, 1720-1700 aliphatic, 1700-1680 aromatic 1 and 2 amides 1700-1670, 3⁰-1670-1630 1640-1620 if a conjugated double bond *Angle strain in the carbonyl group, caused by the size of a small ring, increases the frequency of the absorption position of the C=0 bond of cyclic ketones; in cyclohexanone the absorption shows at 1715 cm-¹, in cyclopentanone at 1750 cm-¹, and in cyclobutanone at 1785 cm-¹.
3500
3000
2500
Wavenumber cm-1
2000
1500
1000
500
3345.51
2955.65
2927.88
2870.43
1466.22
382.51
1148.31
1121.83
1025.62
944.75
900.2
838.72
606.96
591.02
571.07
554.66
544.06
499.62
472.28
459.78
450.11
441.82
418.52
65 70
Transmittance [%]
75 80 85
95
90
humhy
100
BRUKER
2-methyl-4-heptanol
Transcribed Image Text:3500 3000 2500 Wavenumber cm-1 2000 1500 1000 500 3345.51 2955.65 2927.88 2870.43 1466.22 382.51 1148.31 1121.83 1025.62 944.75 900.2 838.72 606.96 591.02 571.07 554.66 544.06 499.62 472.28 459.78 450.11 441.82 418.52 65 70 Transmittance [%] 75 80 85 95 90 humhy 100 BRUKER 2-methyl-4-heptanol
Expert Solution
steps

Step by step

Solved in 3 steps

Blurred answer
Knowledge Booster
UV and Visible Spectroscopy
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
Fundamentals Of Analytical Chemistry
Fundamentals Of Analytical Chemistry
Chemistry
ISBN:
9781285640686
Author:
Skoog
Publisher:
Cengage
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Physical Chemistry
Physical Chemistry
Chemistry
ISBN:
9781133958437
Author:
Ball, David W. (david Warren), BAER, Tomas
Publisher:
Wadsworth Cengage Learning,
Principles of Modern Chemistry
Principles of Modern Chemistry
Chemistry
ISBN:
9781305079113
Author:
David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
Publisher:
Cengage Learning
Chemistry for Engineering Students
Chemistry for Engineering Students
Chemistry
ISBN:
9781337398909
Author:
Lawrence S. Brown, Tom Holme
Publisher:
Cengage Learning