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

Cis vs Trans

Organic Chemistry

4. Alkanes and Cycloalkanes

Cis vs Trans

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5:53 minutes

Problem 40i

Textbook Question

Draw a structure for each compound (includes old and new names).
i. (3Z,6E)-1,3,6-octatriene

Verified step by step guidance

Start by understanding the nomenclature: (3Z,6E)-1,3,6-octatriene. This name indicates a compound with eight carbon atoms (octa-) and three double bonds (triene). The numbers 1, 3, and 6 indicate the positions of the double bonds in the carbon chain.

The stereochemistry is specified by (3Z,6E). 'Z' (from German 'zusammen') means the highest priority groups on the double bond are on the same side, while 'E' (from German 'entgegen') means they are on opposite sides. Apply this stereochemistry to the double bonds at positions 3 and 6.

Draw the carbon backbone: Start with a linear chain of eight carbon atoms. Number them from 1 to 8 to keep track of the positions for the double bonds.

Add the double bonds: Insert double bonds between carbons 1 and 2, 3 and 4, and 6 and 7. Ensure that the double bond between carbons 3 and 4 is 'Z' and the double bond between carbons 6 and 7 is 'E'.

Complete the structure by adding hydrogen atoms to satisfy the valency of carbon. Each carbon should have four bonds. Adjust the hydrogen atoms around the double bonds to reflect the stereochemistry ('Z' and 'E') as specified.

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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 so that chemists can communicate unambiguously. Understanding the rules of IUPAC nomenclature is essential for interpreting and drawing the structure of a compound from its name.

Alkene Isomerism

Alkene isomerism refers to the existence of compounds with the same molecular formula but different structural arrangements due to the presence of double bonds. The terms 'E' and 'Z' denote the stereochemistry of alkenes, where 'E' (entgegen) indicates opposite sides and 'Z' (zusammen) indicates the same side of the double bond. Recognizing these isomers is crucial for accurately drawing the structure of alkenes.

Conjugated Systems

A conjugated system in organic chemistry is a system of connected p-orbitals with delocalized electrons in a molecule, which in this case involves alternating single and double bonds. Conjugation can affect the stability and reactivity of a compound. Understanding conjugated systems is important for visualizing the structure and properties of compounds like 1,3,6-octatriene.

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