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 Alkenes

Organic Chemistry

4. Alkanes and Cycloalkanes

Naming Alkenes

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4:34 minutes

Problem 7e

Textbook Question

The following names are all incorrect. Draw the structure represented by the incorrect name (or a consistent structure if the name is ambiguous), and give your drawing the correct name.
e. 2,5-dimethylcyclohexene

Verified step by step guidance

Identify the given name: 2,5-dimethylcyclohexene. This suggests a cyclohexene ring with methyl groups at positions 2 and 5.

Draw a cyclohexene ring, which is a six-membered carbon ring with one double bond. The double bond should be between two adjacent carbon atoms.

Number the carbon atoms in the cyclohexene ring starting from one of the carbons in the double bond, ensuring the lowest possible numbers for substituents.

Place methyl groups on the cyclohexene ring at the specified positions (2 and 5) according to the given name.

Check the structure for the correct IUPAC naming: Ensure the double bond has the lowest possible locant and adjust the numbering if necessary. Provide the correct name based on the structure drawn.

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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 standardized system for naming chemical compounds. It ensures that each compound has a unique name, which reflects its structure. Understanding the rules of IUPAC nomenclature is crucial for identifying errors in chemical names and correcting them, such as ensuring the correct numbering of carbon atoms in a cycloalkene.

Cycloalkenes

Cycloalkenes are cyclic hydrocarbons containing one or more double bonds within the ring structure. The presence of a double bond affects the numbering of the carbon atoms, as the double bond should receive the lowest possible numbers. Recognizing the structure of cycloalkenes is essential for correctly naming and drawing them.

Substituent Positioning

Substituent positioning involves identifying and numbering the location of groups attached to the main carbon chain or ring. In cycloalkenes, substituents should be numbered to give the lowest possible numbers, considering the position of the double bond. Correctly identifying substituent positions is key to correcting the name of a compound like 2,5-dimethylcyclohexene.

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