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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7:09 minutes

Problem 26a,b,c

Textbook Question

Write structural formulas for the following compounds (includes both old- and new-style names).
(a) 2-octyne
(b) ethylisopentylacetylene
(c) ethynylbenzene

Verified step by step guidance

Identify the main chain and functional group for each compound. For 2-octyne, the main chain is an 8-carbon chain with a triple bond starting at the second carbon.

Draw the structure for 2-octyne: Start with a linear chain of 8 carbon atoms. Place a triple bond between the second and third carbon atoms. Complete the structure by adding hydrogen atoms to satisfy the tetravalency of carbon.

For ethylisopentylacetylene, recognize that 'acetylene' refers to a terminal alkyne group (C≡CH). The 'ethyl' group (C₂H₅) and 'isopentyl' group (a branched 5-carbon chain) are substituents attached to the acetylene.

Draw the structure for ethylisopentylacetylene: Start with the acetylene group (C≡CH). Attach the ethyl group to one side of the acetylene and the isopentyl group to the other side. Ensure all carbons have four bonds by adding hydrogen atoms as needed.

For ethynylbenzene, recognize that 'ethynyl' refers to a C≡CH group attached to a benzene ring. Draw a benzene ring and attach the ethynyl group to one of the carbon atoms on the ring.

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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 of naming organic chemical compounds as recommended by the International Union of Pure and Applied Chemistry. It provides a standard way to name compounds, ensuring that each name is unique and descriptive of the compound's structure. Understanding this system is crucial for interpreting and writing chemical names and formulas.

Alkynes

Alkynes are hydrocarbons that contain at least one carbon-carbon triple bond, characterized by the general formula CnH2n-2. The presence of the triple bond gives alkynes unique chemical properties, such as linear geometry around the triple-bonded carbons and the ability to undergo addition reactions. Recognizing the structure and reactivity of alkynes is essential for drawing and understanding compounds like 2-octyne and ethylisopentylacetylene.

Aromatic Compounds

Aromatic compounds, such as benzene, are characterized by their stable ring structure and delocalized pi electrons, which follow Huckel's rule. These compounds exhibit unique chemical properties, including resonance stability and specific reactivity patterns. Understanding the structure and behavior of aromatic compounds is crucial for drawing and interpreting compounds like ethynylbenzene, which involves a benzene ring bonded to an alkyne group.

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