a)
Interpretation:
For the given compounds that absorbing the IR radiation in the range between 1600and 1850
Concept introduction:
Compounds that absorbing the IR radiation in the range between 1600and 1850
Reciprocal of wavelength is called wavenumber or Number of waves in one centimeter is called wavenumber
Unit of wave number is reciprocal of Centimeter.
According to Hooke’s law the factors affecting wave numbers are
1. Bond strength
2. Reduced mass
The conjugated compound produces a signal at lower wavenumber, because it has some single bond character and possess weak bond due to resonance.
To find: the responsible bonds for the IR absorption and wave number of the given compound
a)

Answer to Problem 33PP
The responsible bonds for IR absorption and the wavenumber of the given compound in the IR radiation range between 1600and1850
Explanation of Solution
For the given compound A the responsible bonds are,
Conjugated carbonyl and conjugated C=C bonds.
For the conjugated carbonyl bond approximate wavenumber is 1680
For the conjugated C=C bond approximate wavenumber is 1600
For unsaturated or conjugated carbonyl compound there is an introduction of C=C bond separated by one sigma bond.
In conjugated system
In the case of conjugated C=C bond,
(b)
Interpretation:
For the given compounds that absorbing the IR radiation in the range between 1600and 1850
Concept introduction:
Compounds that absorbing the IR radiation in the range between 1600and 1850
Reciprocal of wavelength is called wavenumber or Number of waves in one centimeter is called wavenumber
Unit of wave number is reciprocal of Centimeter.
According to Hooke’s law the factors affecting wave numbers are
1. Bond strength
2. Reduced mass
The conjugated compound produces a signal at lower wavenumber, because it has some single bond character and possess weak bond due to resonance.
To find: the responsible bonds for the IR absorption and wave number of the given compound
(b)

Answer to Problem 33PP
The responsible bonds for IR absorption and the wavenumber of the given compound in the IR radiation range between 1600and1850
Explanation of Solution
For the given compound B the responsible bonds are
Isolated carbonyl and C=C bonds.
For isolated or saturated carbonyl bond, approximate wavenumber is 1720
For isolated or saturated C=C bond, approximate wavenumber is 1650
Isolated carbonyl group has mostly double bond character.
So, isolated carbonyl compounds produces signal at higher wavenumber of 1720
Like the same way, Isolated C=C has mostly double bond character
So, isolated C=C produces signal at higher wavenumber of 1650
(c)
Interpretation:
For the given compounds that absorbing the IR radiation in the range between 1600and 1850
Concept introduction:
Compounds that absorbing the IR radiation in the range between 1600and 1850
Reciprocal of wavelength is called wavenumber or Number of waves in one centimeter is called wavenumber
Unit of wave number is reciprocal of Centimeter.
According to Hooke’s law the factors affecting wave numbers are
1. Bond strength
2. Reduced mass
The conjugated compound produces a signal at lower wavenumber, because it has some single bond character and possess weak bond due to resonance.
To find: the responsible bonds for the IR absorption and wave number of the given compound
(c)

Answer to Problem 33PP
The responsible bonds for IR absorption and the wavenumber of the given compound in the IR radiation range between 1600and1850
Explanation of Solution
For the given compound C the responsible bond is,
Carbonyl bond of an ester
For isolated or saturated carbonyl bond of an ester, the approximate wavenumber is 1740
Isolated or saturated ester produces the signal of higher wave number than that of conjugated or unsaturated ester of 1700
(d)
Interpretation:
For the given compounds that absorbing the IR radiation in the range between 1600and 1850
Concept introduction:
Compounds that absorbing the IR radiation in the range between 1600and 1850
Reciprocal of wavelength is called wavenumber or Number of waves in one centimeter is called wavenumber
Unit of wave number is reciprocal of Centimeter.
According to Hooke’s law the factors affecting wave numbers are
1. Bond strength
2. Reduced mass
The conjugated compound produces a signal at lower wavenumber, because it has some single bond character and possess weak bond due to resonance.
To find: the responsible bonds for the IR absorption and wave number of the given compound
(d)

Answer to Problem 33PP
The responsible bonds for IR absorption and the wavenumber of the given compound in the IR radiation range between 1600and1850
Explanation of Solution
For the given compound D the responsible bonds are,
Conjugated carbonyl bond of an ester
Conjugated C=C bond.
For conjugated carbonyl bond of an ester, the approximate wavenumber is 1700
For the conjugated C=C bond approximate wavenumber is 1600
Conjugated or unsaturated ester produces the signal of lower wave number than that of Isolated or saturated ester. In conjugated system
The reason behind it is conjugated carbonyl bond of an ester has single bond character due to resonance and therefore this bond is merely weaker.
In the case of conjugated C=C bond,
(e)
Interpretation:
For the given compounds that absorbing the IR radiation in the range between 1600and 1850
Concept introduction:
Compounds that absorbing the IR radiation in the range between 1600and 1850
Reciprocal of wavelength is called wavenumber or Number of waves in one centimeter is called wavenumber
Unit of wave number is reciprocal of Centimeter.
According to Hooke’s law the factors affecting wave numbers are
1. Bond strength
2. Reduced mass
The conjugated compound produces a signal at lower wavenumber, because it has some single bond character and possess weak bond due to resonance.
To find: the responsible bonds for the IR absorption and wave number of the given compound
(e)

Answer to Problem 33PP
The responsible bonds for IR absorption and the wavenumber of the given compound in the IR radiation range between 1600and1850
Explanation of Solution
For the given compound E the responsible bond for IR absorption is,
Isolated or saturated C=C bond.
For isolated or saturated C=C bond, approximate wavenumber is 1650
Isolated C=C produces signal at higher wavenumber of 1650
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Chapter 14 Solutions
ORGANIC CHEM PRINT STUDY GDE & SSM
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