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

IUPAC Naming

Organic Chemistry

4. Alkanes and Cycloalkanes

IUPAC Naming

Previous problemNext problem

9:32 minutes

Problem 5d,e,f

Textbook Question

All of the following names are incorrect or incomplete. In each case, draw the structure (or a possible structure) and name it correctly.
d. 4-isobutylheptane
e. 2-bromo-3-ethylbutane
f. 2,3-diethyl-5-isopropylheptane

Verified step by step guidance

Step 1: Understand the IUPAC naming conventions for alkanes. The longest continuous chain of carbon atoms is identified as the parent chain, and substituents are named and numbered based on their position on this chain.

Step 2: For 4-isobutylheptane, identify the longest chain. 'Heptane' suggests a 7-carbon chain. 'Isobutyl' is a common name for a branched group, which should be correctly positioned and named according to IUPAC rules.

Step 3: For 2-bromo-3-ethylbutane, recognize that 'butane' indicates a 4-carbon chain. The substituents 'bromo' and 'ethyl' need to be correctly positioned and numbered on this chain, ensuring the lowest possible numbers for substituents.

Step 4: For 2,3-diethyl-5-isopropylheptane, identify the longest chain, which should be 7 carbons as indicated by 'heptane'. The substituents 'diethyl' and 'isopropyl' need to be correctly positioned and numbered, ensuring the lowest possible numbers for substituents.

Step 5: Draw the structures based on the corrected names and verify that each substituent is correctly positioned according to IUPAC rules. Ensure that the names reflect the correct structure and substituent positions.

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.

IUPAC Nomenclature

IUPAC nomenclature is a systematic method of naming organic chemical compounds as recommended by the International Union of Pure and Applied Chemistry. It ensures that each compound has a unique name, which reflects its structure. Understanding the rules of IUPAC nomenclature, such as identifying the longest carbon chain and correctly numbering substituents, is crucial for naming organic compounds accurately.

Substituent Identification

Substituent identification involves recognizing and naming groups attached to the main carbon chain in an organic molecule. Common substituents include alkyl groups like methyl, ethyl, and isopropyl. Correctly identifying and naming these groups is essential for constructing the full name of a compound according to IUPAC rules, ensuring clarity and precision in chemical communication.

Structural Drawing

Structural drawing is the process of visually representing the molecular structure of a compound, showing the arrangement of atoms and bonds. This skill is vital for understanding the spatial configuration and connectivity of atoms within a molecule, which directly influences its chemical properties and reactivity. Accurate structural drawings are necessary for verifying the correctness of a compound's name and for solving nomenclature problems.

Watch next

Master The different parts of an IUPAC name with a bite sized video explanation from Johnny

Start learning

Related Videos

Related Practice

Textbook Question

Give the IUPAC names of the following alkanes.

(a) CH₃C(CH₃)₂CH(CH₂CH₃)CH₂CH₂CH(CH₃)₂

(b)

Textbook Question

Name the following alkanes and haloalkanes. When two or more substituents are present, list them in alphabetical order.

(c)

(d)

Textbook Question

The following names are all incorrect or incomplete, but they represent real structures. Draw each structure and name it correctly.

e. 2-cyclohexylbutane

f. 2,3-diethylcyclopentane

Textbook Question

The following names are all incorrect or incomplete, but they represent real structures. Draw each structure and name it correctly.

c. 5-chloro-4-methylhexane

d. 2-dimethylbutane

Textbook Question

Draw the structures of the following compounds.

c. 3,3-diethyl-4-(2,2-dimethylpropyl)octane

Textbook Question

Draw the structures of the following compounds.

b. 5-(1,2,2-trimethylpropyl)nonane

Textbook Question

Provide IUPAC names for the following compounds.

(d)

(e)

(f)

Textbook Question

A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did the student name correctly? Correct those that are misnamed.

h. 5-ethyl-2-methylhexane

Show more practices

Download the Mobile app

Privacy

Do not sell my personal information

Accessibility

Patent notice

Sitemap

All of the following names are incorrect or incomplete. In each case, draw the structure (or a possible structure) and name it correctly. d. 4-isobutylheptane e. 2-bromo-3-ethylbutanef. 2,3-diethyl-5-isopropylheptane

Key Concepts

IUPAC Nomenclature

Substituent Identification

Structural Drawing

Watch next

All of the following names are incorrect or incomplete. In each case, draw the structure (or a possible structure) and name it correctly.
d. 4-isobutylheptane
e. 2-bromo-3-ethylbutane
f. 2,3-diethyl-5-isopropylheptane