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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2:41 minutes

Problem 35c

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.
(c)

Verified step by step guidance

Identify the molecule structure and determine the number of unique hydrogen environments. Equivalent hydrogens will give rise to the same NMR signal.

For each set of equivalent hydrogens, determine the chemical shift. Consider factors such as electronegativity of nearby atoms, hybridization, and aromaticity. Use reference tables or known chemical shift ranges for guidance.

Determine the multiplicity of each signal using the n+1 rule, where n is the number of neighboring hydrogens. This will help you identify if the signal is a singlet, doublet, triplet, etc.

Calculate the integration of each signal, which corresponds to the number of hydrogens in each equivalent set. This is typically represented as the area under the peak in the spectrum.

Draw the spectrum, labeling each peak with its chemical shift, multiplicity, and integration. Ensure that each signal is clearly associated with the corresponding set of equivalent hydrogens in the molecule.

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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 behavior of nuclei in a magnetic field. It provides information about the number of chemically distinct hydrogen environments (protons) in a molecule, their chemical shifts, multiplicity, and integration, which are crucial for identifying molecular structure.

Chemical Shift

Chemical shift in NMR refers to the resonant frequency of a nucleus relative to a standard in a magnetic field. It is measured in parts per million (ppm) and provides insight into the electronic environment surrounding a nucleus. Different functional groups and bonding environments cause shifts in the resonance frequency, allowing for the identification of different types of hydrogen atoms in a molecule.

Multiplicity and Integration

Multiplicity in NMR describes the splitting pattern of a signal, which results from spin-spin coupling between non-equivalent neighboring protons. It follows the n+1 rule, where n is the number of adjacent protons. Integration refers to the area under each NMR signal, which is proportional to the number of protons contributing to that signal, helping to determine the relative number of equivalent protons in different environments.

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06:46

1H NMR Integration

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Related Practice

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)

Textbook Question

Assign the peaks in the ¹H NMR spectrum for the molecule shown.

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Textbook Question

The spectrum shown here is for a molecule with a molecular formula of C₄H₉Cl. Suggest a structure for this molecule.

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Textbook Question

When a compound with molecular formula C₁₁H₁₄O₂ undergoes acid-catalyzed hydrolysis, one of the products that is isolated gives the following ¹H NMR spectrum. Identify the compound.

Textbook Question

How many signals would the product of the following reaction show in

a. its ¹H NMR spectrum?

b. its ¹³C NMR spectrum?

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