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

1H NMR:Spin-Splitting Patterns

Organic Chemistry

15. Analytical Techniques:IR, NMR, Mass Spect

1H NMR:Spin-Splitting Patterns

Previous problemNext problem

4:51 minutes

Problem 11a

Textbook Question

Propose a structure that corresponds to each spectrum.
(a) <IMAGE>

Verified step by step guidance

Step 1: Analyze the molecular formula provided in the spectrum (C₃H₇Cl). This indicates the compound contains three carbons, seven hydrogens, and one chlorine atom. The presence of chlorine suggests the molecule is likely an alkyl halide.

Step 2: Examine the chemical shifts (δ values) in the spectrum. The peaks are observed at approximately 3.6 ppm, 1.9 ppm, and 1.1 ppm. These shifts correspond to protons in different chemical environments.

Step 3: Interpret the splitting patterns (multiplets) for each peak. The peak at 3.6 ppm is a triplet, indicating it is adjacent to two equivalent protons. The peak at 1.9 ppm is a multiplet, suggesting it is adjacent to multiple non-equivalent protons. The peak at 1.1 ppm is a doublet, indicating it is adjacent to one equivalent proton.

Step 4: Assign the chemical environments based on the shifts and splitting patterns. The peak at 3.6 ppm corresponds to the CH₂ group bonded to chlorine (Cl-CH₂-). The peak at 1.9 ppm corresponds to the CH group in the middle of the chain (-CH-). The peak at 1.1 ppm corresponds to the CH₃ group at the end of the chain (-CH₃).

Step 5: Propose the structure based on the analysis. The molecule is likely 1-chloropropane (CH₃-CH₂-CH₂Cl), as this structure matches the molecular formula and the observed NMR data.

Verified video answer for a similar problem:

This video solution was recommended by our tutors as helpful for the problem above

Video duration:

Play a video:

Was this helpful?

Key Concepts

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

Spectroscopy

Spectroscopy is a technique used to measure the interaction between matter and electromagnetic radiation. It provides valuable information about the structure, composition, and properties of molecules. Different types of spectroscopy, such as NMR, IR, and UV-Vis, can reveal specific details about molecular structure, functional groups, and electronic transitions.

Molecular Structure

Molecular structure refers to the arrangement of atoms within a molecule, including the types of bonds and the spatial orientation of atoms. Understanding molecular structure is crucial for interpreting spectra, as the specific arrangement of atoms influences how a molecule interacts with light and other forms of radiation, leading to characteristic spectral features.

Functional Groups

Functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules. Identifying functional groups is essential for predicting how a molecule will behave in a spectrum, as different groups absorb and emit energy at distinct wavelengths, providing clues to the overall structure of the compound.

Watch next

Master Common Splitting Patterns with a bite sized video explanation from Johnny

Start learning