Table of contents

1. A Review of General Chemistry(544)
2. Molecular Representations(96)
3. Acids and Bases(457)
4. Alkanes and Cycloalkanes(576)
5. Chirality(421)
6. Thermodynamics and Kinetics(221)
7. Substitution Reactions(277)
8. Elimination Reactions(307)
9. Alkenes and Alkynes(308)
10. Addition Reactions(768)
11. Radical Reactions(301)
12. Alcohols, Ethers, Epoxides and Thiols(479)
13. Alcohols and Carbonyl Compounds(449)
14. Synthetic Techniques(140)
15. Analytical Techniques:IR, NMR, Mass Spect(495)
16. Conjugated Systems(573)
17. Ultraviolet Spectroscopy(70)
18. Aromaticity(241)
19. Reactions of Aromatics: EAS and Beyond(587)
20. Phenols(78)
21. Aldehydes and Ketones: Nucleophilic Addition(552)
22. Carboxylic Acid Derivatives: NAS(463)
23. The Chemistry of Thioesters, Phophate Ester and Phosphate Anhydrides(99)
24. Enolate Chemistry: Reactions at the Alpha-Carbon(258)
25. Condensation Chemistry(233)
26. Amines(208)
27. Heterocycles(152)
28. Carbohydrates(496)
29. Amino Acids(300)
30. Peptides and Proteins(239)
31. Catalysis in Organic Reactions(158)
32. Lipids (194)
33. The Organic Chemistry of Metabolic Pathways(272)
34. Nucleic Acids(138)
35. Transition Metals(337)
36. Synthetic Polymers(250)

26. Amines

Gabriel Synthesis

26. Amines

Gabriel Synthesis: Videos & Practice Problems

Video Lessons Practice Worksheet

Gabriel Synthesis Practice Problems

20 problems

1PRACTICE PROBLEM

Determine the starting alkyl chloride needed, using Gabriel synthesis, to synthesize hexanamine.

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2PRACTICE PROBLEM

What is the starting alkyl iodide needed, using Gabriel synthesis, to synthesize 3-methylbutanamine?

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3PRACTICE PROBLEM

Show how the following compounds can be prepared using the Gabriel syntheses.

Structures of amines related to Gabriel synthesis in organic chemistry.

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4PRACTICE PROBLEM

Provide the alkyl bromide needed in a Gabriel synthesis to prepare 2-phenylethanamine.

5PRACTICE PROBLEM

Draw the alkyl bromide needed in a Gabriel synthesis to prepare cyclopentylmethanamine.

6PRACTICE PROBLEM

What product will be formed in the reaction shown below?

7PRACTICE PROBLEM

Why is the Gabriel synthesis more successful with 1-bromopropane compared to 2-bromopropane?

8PRACTICE PROBLEM

Multiple methods can be used to synthesize primary amines, such as by reduction of azide and nitro compounds, or using the Gabriel synthesis. Show how the following amine synthesis can be carried out.

9PRACTICE PROBLEM

What amino acid is obtained when 1-bromo-2-methylpropane is used in the third step of the N-phthalimidomalonic ester synthesis?

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10PRACTICE PROBLEM

What is the main advantage of Gabriel Synthesis over direct alkylation of ammonia for producing primary amines?

11PRACTICE PROBLEM

What is the role of potassium thalidomide in the Gabriel Synthesis?

12PRACTICE PROBLEM

In the Gabriel Synthesis, how does KOH interact with thalidomide?

13PRACTICE PROBLEM

Why is a primary alkyl halide preferred in the SN2 mechanism of Gabriel Synthesis?

14PRACTICE PROBLEM

How does hydrazine facilitate the release of the primary amine in the Gabriel Synthesis?

15PRACTICE PROBLEM

What is the significance of the nucleophilic substitution mechanism in the Gabriel Synthesis involving hydrazine?

16PRACTICE PROBLEM

During Gabriel Synthesis, what is the purpose of forming a tetrahedral intermediate?

17PRACTICE PROBLEM

Why is proton transfer crucial in the Gabriel Synthesis mechanism?

18PRACTICE PROBLEM

In a situation where polyalkylation is a significant concern, why would Gabriel Synthesis be preferred?

19PRACTICE PROBLEM

Which of the following correctly describes the sequence of steps in the Gabriel Synthesis mechanism?

20PRACTICE PROBLEM

Which real-world application best exemplifies the efficiency of Gabriel Synthesis in producing primary amines?

Previous Topic: Amine Alkylation Next Topic: Amines by Reduction

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