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

35. Transition Metals

Suzuki Reaction

Organic Chemistry

35. Transition Metals

Suzuki Reaction

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6:52 minutes

Problem 36a

Textbook Question

Using ethynylcyclohexane as a starting material and any other needed reagents, how can the following compounds be synthesized?
a.

Verified step by step guidance

Analyze the structure of ethynylcyclohexane. It consists of a cyclohexane ring with an ethynyl group (-C≡CH) attached. The triple bond in the ethynyl group is a key functional group that can undergo various reactions.

Determine the target compound's structure (not provided in the problem). Identify the functional groups and connectivity in the target molecule to understand the transformations required.

Plan the retrosynthetic analysis. Break down the target compound into simpler precursors, considering the reactivity of the ethynyl group. For example, the triple bond can undergo reactions such as nucleophilic addition, reduction, or substitution.

Select appropriate reagents and conditions for each step of the synthesis. For example, if the target compound requires a double bond, partial reduction of the triple bond using Lindlar's catalyst can be employed. If a longer carbon chain is needed, alkylation of the terminal alkyne using a strong base (e.g., NaNH₂) followed by an alkyl halide can be performed.

Outline the step-by-step synthetic pathway, ensuring that each intermediate is stable and the reagents used are compatible with the functional groups present. Verify that the final product matches the target compound.

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Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Alkyne Reactivity

Ethynylcyclohexane contains a terminal alkyne, which is highly reactive and can undergo various reactions such as nucleophilic addition, hydrogenation, and coupling reactions. Understanding the reactivity of alkynes is crucial for determining the pathways to synthesize desired compounds from this starting material.

Cyclohexane Derivatives

Cyclohexane derivatives, like ethynylcyclohexane, can participate in reactions that modify their ring structure or functional groups. Familiarity with the properties and reactivity of cyclohexane derivatives helps in predicting how to manipulate the starting material to achieve the target compounds.

Synthetic Pathways

Synthetic pathways refer to the series of chemical reactions and transformations used to convert a starting material into a desired product. Knowledge of various synthetic strategies, including functional group transformations and coupling reactions, is essential for designing an effective synthesis route from ethynylcyclohexane to the target compounds.

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