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
Want to see more full solutions like this?
Chapter 14 Solutions
ORGANIC CHEM PRINT STUDY GDE & SSM
- Would the following organic synthesis occur in one step? Add any missing products, required catalysts, inorganic reagents, and other important conditions. Please include a detailed explanation and drawings showing how the reaction may occur in one step.arrow_forward(a) Sketch the 'H NMR of the following chemical including the approximate chemical shifts, the multiplicity (splitting) of all signals and the integration (b) How many signals would you expect in the 13C NMR? CH3arrow_forwardDraw the Show the major and minor product(s) for the following reaction mechanisms for both reactions and show all resonance structures for any Explain why the major product is favoured? intermediates H-Brarrow_forward
- 3. Draw ALL THE POSSBILE PRODUCTS AND THE MECHANISMS WITH ALL RESONANCE STRUCTURES. Explain using the resonance structures why the major product(s) are formed over the minor product(s). H₂SO4, HONO CHarrow_forward7. Provide the product(s), starting material(s) and/or condition(s) required for the No mechanisms required. below reaction HO + H-I CI FO Br2, FeBr3 O I-Oarrow_forward6. Design the most efficient synthesis of the following product starting from phenot Provide the reaction conditions for each step (more than one step is required) and explain the selectivity of each reaction. NO MECHANISMS ARE REQUIRED. OH step(s) CIarrow_forward
- What is the skeletal structure of the product of the following organic reaction?arrow_forwardIf a reaction occurs, what would be the major products? Please include a detailed explanation as well as a drawing showing how the reaction occurs and what the final product is.arrow_forwardWhat is the major organic product of the following nucleophilic acyl substitution reaction of an acid chloride below?arrow_forward
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY





