Organic Chemistry II 310-ERS-CHOR2E
Wykład (WYK) Rok akademicki 2022/23

Literature:

McMurry J., Fundamentals of Organic Chemistry, Pacific Grove, CA: Brooks/Cole Pub. Co., 1998.

Morrison R.T., Boyd R.N., Organic Chemistry, 7th edition, Pearson, 2008.

Hallas G. Organic Stereochemistry, McGraw-Hill. London, New York 1965.

Complementary literature:

Smith, M. B., March J., March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, Wiley-Interscience, 2001.

1. Aldehydes and Ketones- Nucleophilic Addition Reactions; Nucleophilic Addition of Water- Hydration; Nucleophilic Addition of HCN - Cyanohydrin Formation; Nucleophilic Addition of Hydride and Grignard Reagents - Alcohol Formation; Nucleophilic Addition of Amines - Imine and Enamine Formation; Nucleophilic Addition of Hydrazine - The Wolff-Kishner Reaction; Nucleophilic Addition of Alcohols - Acetal Formation; Conjugate Nucleophilic Addition to alpha, beta-unsaturated Aldehydes and Ketones; Preparing Aldehydes and Ketones, Oxidation of Aldehydes and Ketones.

2. Carboxylic Acids and Nitriles; Structure and Properties of Carboxylic Acids; Substituent Effects on Acidity; Preparing Carboxylic Acids.

3. Carboxylic Acid Derivatives- Nucleophilic Acyl Substitution Reactions; Chemistry of Acyl Halides, Acid Anhydrides and Esters.

4. Carbonyl Alpha-Substitution Reactions; Keto-Enol Tautomerism; Alpha Halogenation of Aldehydes and Ketones - Haloform Reaction.

5. Carbonyl Condensation Reactions - The Aldol Reaction; Dehydration of Aldol Products - Synthesis of Enones; Mixed Aldol Reactions; The Claisen Condensation Reaction; Intramolecular Claisen Condensations - The Dieckmann Cyclization; Conjugate Carbonyl Additions - The Michael Reaction; The Robinson Annulation Reaction.

6. Aliphatic and Aromatic Amines; Structure and Basicity of Amines; Reactions of Amines and Arylamines.

7. Amides; Preparing Amides; Beckmann rearrangement, Hofmann degradation of amides; Curtius Rearrangement; Gabriel Synthesis; Peptides.

8. Heteroaromatic Compounds; The Structure of Furan, Pyrrole, thiophene, and Pyridine; Synthesis of Heterocyclic Rings; Electrophilic substitution reactions of heteroaromatic compounds; Nucleophilic Substitution of Pyridine - Chichibarin Reaction.

9. Biomolecules - carbohydrates, proteins, lipids, Nucleic Acids.