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

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1:57 minutes

Problem 67k

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.
k. 2-methyl-2-isopropylheptane

Verified step by step guidance

Step 1: Analyze the structure provided in the image. The compound consists of a heptane backbone (7 carbon atoms in the longest continuous chain) with substituents attached.

Step 2: Identify the substituents and their positions on the main chain. The structure has a methyl group (-CH3) and an isopropyl group (-CH(CH3)2) attached to the second carbon of the heptane chain.

Step 3: Apply IUPAC naming rules. The substituents should be listed in alphabetical order, and the numbering of the main chain should minimize the locants (positions) of the substituents.

Step 4: Correct the name if necessary. The name '2-methyl-2-isopropylheptane' is incorrect because it does not follow the alphabetical order rule for substituents. The correct name should be '2-isopropyl-2-methylheptane'.

Step 5: Verify the corrected name by ensuring it adheres to all IUPAC rules, including proper locants, alphabetical order, and correct identification of the longest chain.

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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 for naming organic chemical compounds. It provides rules for naming based on the structure of the molecule, including the longest carbon chain, the position of substituents, and functional groups. Understanding these rules is essential for accurately naming compounds and communicating their structures in a standardized way.

Structural Isomers

Structural isomers are compounds that have the same molecular formula but different structural arrangements of atoms. This concept is crucial in organic chemistry as it affects the properties and reactivity of the compounds. Recognizing structural isomers helps in understanding how different arrangements can lead to different names and classifications.

Substituent Naming

Substituents are atoms or groups of atoms that replace hydrogen atoms in a hydrocarbon chain. In IUPAC naming, substituents are identified and named based on their structure and position on the main carbon chain. Correctly identifying and naming substituents is vital for deriving the systematic name of a compound, as it influences the overall nomenclature.

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Related Practice

Textbook Question

Draw skeletal structures for the following:

e. 2-methyl-4-(1-methylethyl)octane

Textbook Question

Give the systematic names for all alkanes with molecular formula C₇H₁₆ that do not have any secondary hydrogens.

Textbook Question

Draw the structure for each of the following:

e. 2,5-dimethyl-4-(2-methylpropyl)octane

Textbook Question

Draw the structure for each of the following:

d. 2,4,5-trimethyl-4-(1-methylethyl)heptane

Textbook Question

Draw a condensed structure and a skeletal structure for each of the following:

g. 4-(1,1-dimethylethyl)heptane

Textbook Question

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

Textbook Question

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

(d) 4-butyldecane

Textbook Question

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

(b) 1,5-dimethylcyclohexane

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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. k. 2-methyl-2-isopropylheptane

Key Concepts

IUPAC Nomenclature

Structural Isomers

Substituent Naming

Watch next

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.
k. 2-methyl-2-isopropylheptane