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

Mass Spect:Fragmentation

Organic Chemistry

15. Analytical Techniques:IR, NMR, Mass Spect

Mass Spect:Fragmentation

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6:37 minutes

Problem 45

Textbook Question

Assign the structure based on the mass spectrum and IR spectrum shown.
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Verified step by step guidance

Examine the mass spectrum to identify the molecular ion peak, which is the peak with the highest m/z value. This peak represents the molecular weight of the compound.

Look for significant peaks in the mass spectrum that could indicate common fragmentations. For example, a peak at m/z 15 could suggest a methyl group, while a peak at m/z 29 could indicate an ethyl group.

Analyze the IR spectrum for characteristic absorption bands. A broad peak around 3300 cm^-1 could indicate an O-H or N-H bond, while a sharp peak around 1700 cm^-1 could suggest a C=O bond.

Combine the information from both spectra. Use the molecular ion peak to determine the possible molecular formula and the IR spectrum to identify functional groups present in the molecule.

Propose a structure that fits both the mass spectrum and IR spectrum data. Ensure that the proposed structure accounts for all significant peaks and functional groups identified in the spectra.

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Key Concepts

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

Mass Spectrometry

Mass spectrometry is an analytical technique used to measure the mass-to-charge ratio (m/z) of ions. It helps identify the molecular weight and structure of a compound by analyzing the fragmentation pattern. Peaks in the mass spectrum represent different fragments, with the highest m/z peak often corresponding to the molecular ion, indicating the molecular weight of the compound.

Infrared (IR) Spectroscopy

IR spectroscopy is a technique used to identify functional groups in a molecule by measuring the absorption of infrared light at different wavenumbers. Each functional group absorbs IR radiation at characteristic frequencies, producing a spectrum with peaks that correspond to specific bond vibrations. The presence of peaks at certain wavenumbers can help deduce the functional groups present in the compound.

Functional Group Identification

Identifying functional groups is crucial for determining the structure of an organic compound. By analyzing the IR spectrum, one can identify specific functional groups based on characteristic absorption peaks. For example, a broad peak around 3300 cm⁻¹ suggests an O-H bond, while a sharp peak near 1700 cm⁻¹ indicates a C=O bond, aiding in piecing together the compound's structure.

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