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

4. Alkanes and Cycloalkanes

Chair Flip

Organic Chemistry

4. Alkanes and Cycloalkanes

Chair Flip

Previous problemNext problem

5:10 minutes

Problem 34e

Textbook Question

Which of the following structures represent the same compound? Which ones represent different compounds?
(e)

Verified step by step guidance

Examine each structure carefully, focusing on the arrangement of substituents around the cyclohexane ring or bicyclic system. Pay attention to the stereochemistry indicated by the wedge and dash bonds.

Identify the stereochemistry of each compound. The wedge bond indicates a substituent coming out of the plane towards you, while the dash bond indicates a substituent going behind the plane. Compare these configurations across the structures.

Look for any symmetry or identical configurations in the structures. Compounds with identical configurations are the same, while those with different configurations are different compounds.

Consider the possibility of enantiomers or diastereomers. Enantiomers are non-superimposable mirror images, while diastereomers are not mirror images but differ in stereochemistry at one or more chiral centers.

Determine which structures are identical by matching the stereochemistry and connectivity of substituents. Structures with the same connectivity and stereochemistry represent the same compound.

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.

Stereoisomerism

Stereoisomerism refers to the phenomenon where compounds have the same molecular formula and connectivity of atoms but differ in the spatial arrangement of their atoms. This can lead to different physical and chemical properties. In organic chemistry, stereoisomers include enantiomers and diastereomers, which are crucial for understanding the behavior of molecules in biological systems.

Conformational Analysis

Conformational analysis is the study of the different spatial arrangements of atoms in a molecule that can be interconverted by rotation around single bonds. This concept is essential for understanding the stability and reactivity of different conformers, as some arrangements may be more stable than others due to steric hindrance or torsional strain.

Cycloalkanes

Cycloalkanes are saturated hydrocarbons that contain carbon atoms arranged in a ring structure. They can exhibit different conformations and stereoisomerism due to the cyclic nature of their structure. Understanding the properties and behaviors of cycloalkanes is important for identifying whether different structural representations correspond to the same compound or different ones.

Watch next

Master The 3 important factors when drawing chairs with a bite sized video explanation from Johnny

Start learning

Related Videos

Related Practice

Textbook Question

What is the mistake that was made in drawing each of the flipped chairs on the right from the chair on the left? [In these, assume that the angle through which you view the chair conformations doesn't change.]

(a)

Textbook Question

Using the numbers shown in the chair conformation on the left, label the carbons of the flipped chair on the right. [Assume that the angle through which you view the chair conformation doesn't change.]

Textbook Question

For each chair on the left, place the substituents on the flipped chair. [Recall that the axial/equatorial designation changes from one chair to the next, but the carbon to which the substituent is attached does not.]

(c)

Textbook Question

(e)

Textbook Question

Use your models to do a chair–chair interconversion on each ring of the conformation of cis-decalin shown in Figure 3-27. Draw the conformation that results.

Multiple Choice

Determine if the following pairof chairs are identical, conformers or different.

Multiple Choice

Determine if the following pairof chairs are identical, conformers or different.

Multiple Choice

Determine if the following pairof chairs are identical, conformers or different.

Show more practices

Download the Mobile app

Privacy

Do not sell my personal information

Accessibility

Patent notice

Sitemap

Which of the following structures represent the same compound? Which ones represent different compounds?(e)

Key Concepts

Stereoisomerism

Conformational Analysis

Cycloalkanes

Watch next

Which of the following structures represent the same compound? Which ones represent different compounds?
(e)