Table of contents

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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

20. Phenols

Kolbe-Schmidt Reaction

Organic Chemistry

20. Phenols

Kolbe-Schmidt Reaction

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Multiple Choice

Supply the reagents necessary to accomplish the following transformation.

1. CH₃CH₂NHCH₃ xs

2. NaBH₄/H₃O⁺

1. SOCl₂

2. CH₃CH₂NHCH₃ xs

3. LiAlH₄ xs/H₃O⁺

1. LiAlH₄ xs/H₃O⁺

2. PCC/CH₂Cl₂

3. CH₃CH₂NHCH₃ xs

1. CH₃OH/H₃O⁺

2. CH₃CH₂NHCH₃ xs

3. DIBAH/H₂O

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Verified step by step guidance

Identify the functional groups in the starting material and the product. The starting material is a carboxylic acid, and the product is an amine with an alcohol group.

Recognize that the transformation involves converting a carboxylic acid to an amine. This typically requires reduction of the carboxylic acid to an aldehyde or alcohol, followed by amination.

Consider using SOCl2 to convert the carboxylic acid to an acyl chloride, which is more reactive and can be reduced more easily.

Use LiAlH4, a strong reducing agent, to reduce the acyl chloride to an aldehyde or directly to an alcohol.

Finally, perform reductive amination using CH3CH2NHCH3 in excess to introduce the ethylmethylamine group, completing the transformation to the desired product.