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 Spectrometry

Organic Chemistry

15. Analytical Techniques:IR, NMR, Mass Spect

Mass Spectrometry

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3:43 minutes

Problem 74c

Textbook Question

The IR and mass spectra for three different compounds are shown below. Identify each compound.
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Verified step by step guidance

Step 1: Analyze the IR spectrum for each compound. Look for key absorption bands that indicate the presence of functional groups. For example, a broad peak around 3200-3600 cm⁻¹ suggests an -OH group, while a sharp peak near 1700 cm⁻¹ indicates a carbonyl group (C=O).

Step 2: Examine the mass spectrum for each compound. Identify the molecular ion peak (M⁺) to determine the molecular weight of the compound. Look for fragmentation patterns that can provide clues about the structure of the molecule.

Step 3: Correlate the functional groups identified in the IR spectrum with the molecular weight and fragmentation patterns observed in the mass spectrum. This will help narrow down the possible structures of the compounds.

Step 4: Consider the chemical context or any additional information provided in the problem (e.g., molecular formula, degree of unsaturation). Use this to further refine your identification of each compound.

Step 5: Propose a structure for each compound based on the combined analysis of the IR and mass spectra. Verify that the proposed structures are consistent with all the spectral data provided.

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Key Concepts

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

Infrared Spectroscopy (IR)

Infrared spectroscopy is a technique used to identify functional groups in organic compounds by measuring the absorption of infrared light. Different bonds absorb characteristic frequencies of IR radiation, resulting in a spectrum that displays peaks corresponding to these absorptions. By analyzing the positions and intensities of these peaks, one can deduce the presence of specific functional groups, aiding in compound identification.

Mass Spectrometry (MS)

Mass spectrometry is an analytical technique that measures the mass-to-charge ratio of ions to identify and quantify molecules in a sample. In this process, compounds are ionized and fragmented, producing a spectrum that displays the mass of the parent ion and its fragments. The resulting mass spectrum provides information about the molecular weight and structure of the compound, which is crucial for identification.

Compound Identification

Compound identification involves using analytical techniques like IR and MS to determine the identity of unknown substances. By comparing the obtained spectra with known reference data, chemists can deduce the structure and functional groups present in the compounds. This process is essential in organic chemistry for characterizing new compounds and confirming their identities in research and industry.

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