JAWAHARLAL NEHRU TECHNOLOGICAL UNIVERSITY HYDERABAD

Course Objectives

The chemistry of highly complicated organic compounds like

polynuclear hydrocarbons and heterocyclic compounds are discussed along with their stereochemical aspects

Course Outcome

As the structural and stereochemical aspects and chemistry of organic

compounds are discussed, it would help the students to have a good command over structural composition of organic compounds to evaluate and analyze the chemistry of these compounds

Note

Definition, nomenclature, structure, aromaticity, reactivity, acidity-basicity and

characteristic reactions of the following heterocyclic compounds.of Unit I and II Few Examples of Drugs which contain the cited ring system.

UNIT - I

Five membered and six membered ring systems with one hetero atom: Furan, pyrrole, thiophene and pyridine. Fused ring systems with one hetero atom: Indole, quinoline, iso-quinoline, and acridine.

UNIT - II

Five membered and six membered ring systems with two heteroatoms: Pyrazole, imidazole, oxazole, isoxazole, thiazole, pyrazine, pyrimidine and pyridazine. Fused ring systems with two heteroatoms: Benzimidazole and phenothiazine, Cinnoline, Quinazoline and Quinoxaline.

UNIT - III

Stereochemistry of Carbon compounds: Optical rotation, plane polarized light, optical activity, chirality, notations (assignment of configuration), relative configuration (Fischer DL configuration), absolute configuration (R & S), sequence rules (with examples), enantiomers, meso compounds, racemic mixture, resolution. Stereochemistry of alkenes: Concept of E & Z configurations.Elements of symmetry.

UNIT - IV

• a) Polynuclear aromatic hydrocarbons: Nomenclature, structure and aromatic character of naphthalene, anthracene, phenanthrene and naphthacene resonance structures, electron density and reactivity. Electrophilic substitution, oxidation and reduction reactions.
• b) Purine derivatives (xanthine bases): Chemical structures of uric acid and methylated xanthines (caffeine, theophylline and theobromine) of physiological/ pharmaceutical significance.
• c) Definitions of nucleic Acids, nucleotides, nucleosides, A brief account on structure of DNA & RNA.

UNIT - V

A study of the mechanism and application in synthesis of the following named reactions:

• 1. Beckmann rearrangement
• 2. Birch reduction
• 3. Mannich reaction
• 4. Michael addition reaction
• 5. Wittig reaction
• 6. Lossen rearrangement
• 7. Curtius rearrangement
• 8. Schmidt reaction

TEXT BOOKS:

• 1. R Morrison and R. Boyd, organic chemistry, Pub by Printice Hall of India, New Delhi.
• 2. I L Finar, Organic Chemistry, Vol. I. & II, 6th Pearson education
• 3. Reagents & reaction by O.P Agarwal

REFERENCES

• 1. Jerry March, Advanced Organic Chemistry 4th Ed.
• 2. Solomons, Organic Chemistry