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(a)
Interpretation: For a given set of molecules the number of signals expected in
Concept Introduction:
Homotopic: If the protons are interchangeable through rotational symmetry, then the protons are chemically equivalent and termed as homotopic.
Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.
Diastereotopic: If the protons are not interchangeable through either of the symmetry operations, then the protons are Diastereotopic; the protons are not chemically equivalent if a chiral center present in the molecule.
Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.
To Identify: The number of proton signals the structure would exhibits.
(b)
Interpretation: For a given set of molecules the number of signals expected in
Concept Introduction:
Homotopic: If the protons are interchangeable through rotational symmetry, then the protons are chemically equivalent and termed as homotopic.
Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.
Diastereotopic: If the protons are not interchangeable through either of the symmetry operations, then the protons are Diastereotopic; the protons are not chemically equivalent if a chiral center present in the molecule.
Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.
(c)
Interpretation: For a given set of molecules the number of signals expected in
Concept Introduction:
Homotopic: If the protons are interchangeable through rotational symmetry, then the protons are chemically equivalent and termed as homotopic.
Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.
Diastereotopic: If the protons are not interchangeable through either of the symmetry operations, then the protons are Diastereotopic; the protons are not chemically equivalent if a chiral center present in the molecule.
Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.
(d)
Interpretation: For a given set of molecules the number of signals expected in
Concept Introduction:
Homotopic: If the protons are interchangeable through rotational symmetry, then the protons are chemically equivalent and termed as homotopic.
Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.
Diastereotopic: If the protons are not interchangeable through either of the symmetry operations, then the protons are Diastereotopic; the protons are not chemically equivalent if a chiral center present in the molecule.
Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.
(e)
Interpretation: For a given set of molecules the number of signals expected in
Concept Introduction:
Homotopic: If the protons are interchangeable through rotational symmetry, then the protons are chemically equivalent and termed as homotopic.
Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.
Diastereotopic: If the protons are not interchangeable through either of the symmetry operations, then the protons are Diastereotopic; the protons are not chemically equivalent if a chiral center present in the molecule.
Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.
(f)
Interpretation: For a given set of molecules the number of signals expected in
Concept Introduction:
Homotopic: If the protons are interchangeable through rotational symmetry, then the protons are chemically equivalent and termed as homotopic.
Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.
Diastereotopic: If the protons are not interchangeable through either of the symmetry operations, then the protons are Diastereotopic; the protons are not chemically equivalent if a chiral center present in the molecule.
Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.
(g)
Interpretation: For a given set of molecules the number of signals expected in
Concept Introduction:
Homotopic: If the protons are interchangeable through rotational symmetry, then the protons are chemically equivalent and termed as homotopic.
Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.
Diastereotopic: If the protons are not interchangeable through either of the symmetry operations, then the protons are Diastereotopic; the protons are not chemically equivalent if a chiral center present in the molecule.
Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.
(h)
Interpretation: For a given set of molecules the number of signals expected in
Concept Introduction:
Homotopic: If the protons are interchangeable through rotational symmetry, then the protons are chemically equivalent and termed as homotopic.
Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.
Diastereotopic: If the protons are not interchangeable through either of the symmetry operations, then the protons are Diastereotopic; the protons are not chemically equivalent if a chiral center present in the molecule.
Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.
(i)
Interpretation: For a given set of molecules the number of signals expected in
Concept Introduction:
Homotopic: If the protons are interchangeable through rotational symmetry, then the protons are chemically equivalent and termed as homotopic.
Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.
Diastereotopic: If the protons are not interchangeable through either of the symmetry operations, then the protons are Diastereotopic; the protons are not chemically equivalent if a chiral center present in the molecule.
Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.
(j)
Interpretation: For a given set of molecules the number of signals expected in
Concept Introduction:
Homotopic: If the protons are interchangeable through rotational symmetry, then the protons are chemically equivalent and termed as homotopic.
Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.
Diastereotopic: If the protons are not interchangeable through either of the symmetry operations, then the protons are Diastereotopic; the protons are not chemically equivalent if a chiral center present in the molecule.
Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.
(k)
Interpretation: For a given set of molecules the number of signals expected in
Concept Introduction:
Homotopic: If the protons are interchangeable through rotational symmetry, then the protons are chemically equivalent and termed as homotopic.
Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.
Diastereotopic: If the protons are not interchangeable through either of the symmetry operations, then the protons are Diastereotopic; the protons are not chemically equivalent if a chiral center present in the molecule.
Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.
(l)
Interpretation: For a given set of molecules the number of signals expected in
Concept Introduction:
Homotopic: If the protons are interchangeable through rotational symmetry, then the protons are chemically equivalent and termed as homotopic.
Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.
Diastereotopic: If the protons are not interchangeable through either of the symmetry operations, then the protons are Diastereotopic; the protons are not chemically equivalent if a chiral center present in the molecule.
Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.
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Chapter 15 Solutions
Organic Chemistry, Third Edition Binder Ready Version
- 2. 200 LOD For an unknown compound with a molecular ion of 101 m/z: a. Use the molecular ion to propose at least two molecular formulas. (show your work) b. What is the DU for each of your possible formulas? (show your work) C. Solve the structure and assign each of the following spectra. 8 6 4 2 (ppm) 150 100 50 ō (ppm) 4000 3000 2000 1500 1000 500 HAVENUMBERI-11arrow_forwardComplete the spectroscopy with structurearrow_forwardComplete the spectroscopy with structurearrow_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
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