Table of contents

1. A Review of General Chemistry5h 5m
2. Molecular Representations1h 14m
3. Acids and Bases2h 46m
4. Alkanes and Cycloalkanes4h 17m
5. Chirality3h 39m
6. Thermodynamics and Kinetics1h 22m
7. Substitution Reactions1h 48m
8. Elimination Reactions2h 30m
9. Alkenes and Alkynes2h 9m
10. Addition Reactions3h 19m
11. Radical Reactions1h 58m
12. Alcohols, Ethers, Epoxides and Thiols2h 42m
13. Alcohols and Carbonyl Compounds2h 17m
14. Synthetic Techniques1h 26m
15. Analytical Techniques:IR, NMR, Mass Spect7h 3m
16. Conjugated Systems6h 13m
17. Ultraviolet Spectroscopy51m
18. Aromaticity2h 34m
19. Reactions of Aromatics: EAS and Beyond5h 1m
20. Phenols55m
21. Aldehydes and Ketones: Nucleophilic Addition4h 56m
22. Carboxylic Acid Derivatives: NAS2h 51m
23. The Chemistry of Thioesters, Phophate Ester and Phosphate Anhydrides1h 10m
24. Enolate Chemistry: Reactions at the Alpha-Carbon1h 53m
25. Condensation Chemistry2h 9m
26. Amines1h 43m
27. Heterocycles2h 0m
28. Carbohydrates5h 53m
29. Amino Acids4h 20m
30. Peptides and Proteins2h 42m
31. Catalysis in Organic Reactions1h 30m
32. Lipids 2h 50m
33. The Organic Chemistry of Metabolic Pathways2h 52m
34. Nucleic Acids1h 32m
35. Transition Metals6h 14m
36. Synthetic Polymers1h 49m

15. Analytical Techniques:IR, NMR, Mass Spect

NMR Practice

Organic Chemistry

15. Analytical Techniques:IR, NMR, Mass Spect

NMR Practice

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Problem 20

Textbook Question

Without worrying about the relative location of the signals (i.e., the chemical shift) or the splitting patterns, draw a spectrum of the following molecule, being sure to indicate the integration of each peak. Label each signal based on the set of equivalent hydrogens to which it corresponds. [We expand on this question in future assessments.]

Verified step by step guidance

Identify all the unique sets of equivalent hydrogens in the molecule. Equivalent hydrogens are those that are in the same chemical environment and will produce the same NMR signal.

Determine the number of hydrogens in each set of equivalent hydrogens. This will help in assigning the integration of each peak in the NMR spectrum.

For each set of equivalent hydrogens, assign a signal in the NMR spectrum. The integration of each signal should correspond to the number of hydrogens in that set.

Label each signal in the spectrum with the corresponding set of equivalent hydrogens. This helps in identifying which part of the molecule each signal represents.

Ensure that the total integration of all signals matches the total number of hydrogens in the molecule, confirming that all hydrogens have been accounted for in the spectrum.

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Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

NMR Spectroscopy

Nuclear Magnetic Resonance (NMR) Spectroscopy is a technique used to determine the structure of organic compounds by observing the magnetic properties of certain atomic nuclei. In NMR, the environment of hydrogen atoms (protons) in a molecule is analyzed, providing information about the number of chemically equivalent hydrogens and their connectivity within the molecule.

Chemical Equivalence

Chemical equivalence refers to the condition where hydrogen atoms in a molecule are in identical environments, leading them to produce the same NMR signal. Equivalent hydrogens are indistinguishable by NMR and contribute to the same peak in the spectrum. Identifying sets of equivalent hydrogens is crucial for interpreting NMR spectra and understanding molecular structure.

Integration of NMR Peaks

Integration in NMR spectroscopy refers to the measurement of the area under each peak in the spectrum, which is proportional to the number of hydrogens contributing to that signal. This allows chemists to determine the relative number of equivalent hydrogens in different environments within the molecule, aiding in the structural elucidation of the compound.

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Guided course

06:46

1H NMR Integration

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Related Practice

Textbook Question

Identify each of the following compounds from its molecular formula and its IR and ¹H NMR spectra:

d. C₁₁H₁₄O₂

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Textbook Question

In the lab, ¹H NMR is often used to verify that a reaction has worked as expected by comparing the product spectrum with what is expected. Given the ¹H NMR of the reactant shown, draw the spectrum you'd expect to see of the product that results.

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Textbook Question

(a) Using the ¹H NMR spectra, identify the reactants and product for this reaction.

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Textbook Question

(b) Provide an arrow-pushing mechanism for the reaction.

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Textbook Question

Draw the ¹H NMR spectrum you would expect to see for each of the molecules in Assessment 15.63.

(b)

Textbook Question

Draw the ¹H NMR spectrum you would expect to see for each of the molecules in Assessment 15.63.

(c)

Textbook Question

Draw the ¹H NMR spectrum you would expect to see for each of the molecules in Assessment 15.63.

(d)

Textbook Question

Draw a spectrum for each of the following molecules, being sure to indicate the multiplicity, integration, and chemical shift of each peak. Label each signal based on the set of equivalent hydrogens to which it corresponds.

(b)

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