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

Naming Cycloalkanes

Organic Chemistry

4. Alkanes and Cycloalkanes

Naming Cycloalkanes

Previous problemNext problem

4:35 minutes

Problem 37e

Textbook Question

Each of the following descriptions applies to more than one alkane. In each case, draw and name two structures that match the description.
e. a (2,3-dimethylpentyl)cycloalkane

Verified step by step guidance

Step 1: Understand the problem. The task is to draw and name two structures for each description that match the given criteria. For part (e), we need to create two structures of a (2,3-dimethylpentyl)cycloalkane. For part (f), we need to create two structures of a bicyclononane.

Step 2: For part (e), start by identifying the substituent group (2,3-dimethylpentyl). This group consists of a pentane chain with two methyl groups attached at positions 2 and 3. Attach this substituent to a cycloalkane ring. For the first structure, attach it to a cyclopentane ring. For the second structure, attach it to a cyclohexane ring. Ensure proper placement of the substituent to maintain the correct IUPAC naming.

Step 3: For part (f), understand the term 'bicyclononane.' A bicyclononane is a bicyclic compound with a total of nine carbon atoms in the structure. Use the general formula for bicyclic compounds: \( C_nH_{2n-2} \). For the first structure, create a bicyclo[4.2.1]nonane, which has bridge lengths of 4, 2, and 1 carbons. For the second structure, create a bicyclo[3.3.1]nonane, which has bridge lengths of 3, 3, and 1 carbons.

Step 4: Draw the structures for both parts. For part (e), ensure the (2,3-dimethylpentyl) group is correctly attached to the cycloalkane rings. For part (f), ensure the bicyclononane structures are drawn with the correct bridge lengths and connectivity. Verify that the total number of carbons in each structure matches the description.

Step 5: Name the structures using IUPAC nomenclature. For part (e), name the two (2,3-dimethylpentyl)cycloalkanes based on the size of the cycloalkane ring. For part (f), name the two bicyclononanes based on their bridge lengths. Double-check the names to ensure they are consistent with IUPAC rules.

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.

Alkane Structure

Alkanes are saturated hydrocarbons consisting only of carbon and hydrogen atoms, connected by single bonds. Their general formula is CnH2n+2, where 'n' is the number of carbon atoms. Understanding the structural representation of alkanes, including branched and cyclic forms, is essential for drawing and naming the compounds described in the question.

Cycloalkanes

Cycloalkanes are a class of alkanes that contain carbon atoms arranged in a ring structure. They can be represented by the formula CnH2n, indicating that they have two fewer hydrogen atoms than their linear counterparts. Recognizing how to identify and draw cycloalkanes is crucial for accurately depicting the requested (2,3-dimethylpentyl)cycloalkane.

Bicyclic Compounds

Bicyclic compounds are organic molecules that contain two interconnected rings. In the case of bicyclononane, it consists of nine carbon atoms arranged in two fused rings. Understanding the nomenclature and structural representation of bicyclic compounds is vital for correctly drawing and naming the bicyclononane as specified in the question.

Watch next

Master How to find the root name for cycloalkanes with a bite sized video explanation from Johnny

Start learning

Related Videos

Related Practice

Textbook Question

Classify each hydrogen atom in the following compounds as primary (1°), secondary (2°), or tertiary (3°).

e. norbornane (bicyclo[2.2.1]heptane)

Textbook Question

Label each hydrogen atom in the following compounds as primary (1°), secondary (2°), or tertiary (3°).

(d)

Textbook Question

Label each hydrogen atom in the following compounds as primary (1°), secondary (2°), or tertiary (3°).

(e)

(f)

Textbook Question

Correct the following incorrect names using standard IUPAC nomenclature. [Draw a compound that corresponds to the incorrect name, and then rename it.]

(e) 2,6-diethyl-1-methylcycloheptane

Textbook Question

(•••) Correct the following incorrect names using standard IUPAC nomenclature. [Draw a compound that corresponds to the incorrect name, and then rename it.](e) 2,6-diethyl-1-methylcycloheptane

Textbook Question

Draw the structure and give the molecular formula for each of the following compounds.

a. 1-ethyl-3-methylcycloheptane

b. isobutylcyclohexane

Textbook Question

Draw the structure and give the molecular formula for each of the following compounds.

e. 3-ethyl-2,4-dimethylhexane

f. 1,1-diethyl-4-(3,3-dimethylbutyl)cyclohexane

Textbook Question

Draw the structure and give the molecular formula for each of the following compounds.

c. cyclopropylcyclopentane

d. 3-ethyl-1,1-dimethylcyclohexane

Show more practices

Download the Mobile app

Privacy

Do not sell my personal information

Accessibility

Patent notice

Sitemap

Each of the following descriptions applies to more than one alkane. In each case, draw and name two structures that match the description.e. a (2,3-dimethylpentyl)cycloalkane

Key Concepts

Alkane Structure

Cycloalkanes

Bicyclic Compounds

Watch next

Each of the following descriptions applies to more than one alkane. In each case, draw and name two structures that match the description.
e. a (2,3-dimethylpentyl)cycloalkane