Course Name: Course Number: Credit Hours: Pharmaceutical Organic Chemistry-I 700128 3 Hrs. ( 2 Lect. + 1 Pract. ) Course Objectives and Description The pharmaceutical organic chemistry course is aimed to present the highlights of organic chemistry and its applications in a brief and suitable manner relation to the pharmaceutical field of study. Furthermore, this course provides basic knowledge in general organic chemistry covering mainly the pharmaceutical organic compounds. It deals with the physical aspects such as atomic structure, isomerism, hybridization etc., the chemical reactivity, aliphatic and aromatic hydrocarbons, organic compounds of important functional groups then the heterocycilic compounds. Course Contents 1. 2. 3. 4. 5. 6. Structure and Properties: (6 Hrs.) Chemical bonding, atomic and molecular orbitals, Covalent bond formation, hybridization of orbitals, bond dissociation energy, polarity of bonds and molecules, structure and physical properties, energy changes in chemical reactions. Alkanes and Cycloalkanes: (5 Hrs.) Classification, structure, conformations, nomenclature, physical properties, preparation, reactions : free radical substitution. Alicyclic hydrocarbons: Nomenclature, preparation, reactions of small-ring compounds, conformations of cycloalkanes. Alkenes and Conjugated Dienes: (4 Hrs.) Structure, geometric isomerism, nomenclature, physical properties, preparation : E1 and E2 reactions, reactions : electrophilic addition. Conjugated Dienes: Structure and properties, resonance, electrophilic addition, free - radical addition. Alkynes: (1 Hr.) Structure, nomenclature, physical properties, preparation, reactions: acidity of alkynes. Alkyl halides: (3 Hrs.) Classification and nomenclature, physical properties, preparation, reactions: SN1 and SN2 reactions. Alcohols, Ethers and Epoxides: (4 Hrs.) Classification and nomenclature, physical properties, preparation, reactions, synthesis using Grignard reagents. Ethers and Epoxides: Structure and nomenclature, physical properties, preparation, reactions: cleavage of epoxides. 7. Aromatic Compounds and Aryl halides: (7 Hrs.) Structure, stability and resonance, aromaticity: Huckel rule, nomenclature, electrophilic aromatic substitution: nitration, sulfonation, halogenation, FriedelCrafts alkylation and acylation. Aryl halides: Structure and nomenclature, physical properties, preparation, reactions: nucleophilic aromatic substitution. Text Books For Further Readings: 1) Morrison and Boyd: Organic Chemistry, New York University, Allyn and Bacon, Inc. Boston, London, Sydney, Toronto ISBN 0-205-05838-8 2) T.W. Solomons: Organic Chemistry, University of South Florida, John Wiley & Sons, Inc. New York, Chichester, Brisbane, Toronto, Singapore 3) Zimmerman and Zimmerman: Elements of Organic Chemistry, The City University of New York, Macmillan Publishing Co. Inc. New York, Collier Macmillan Publishers, London, ISBN 0-02-479910-6 4) Hart, Craine and Hart: Organic Chemistry, A short Course, Houghton Mifflin Company, Boston Toronto ISBN 0-395-70838-9 Course Name: Course Number: Credit Hours: Pharmaceutical Organic Chemistry-II 700129 3 Hrs. ( 2 Lect. + 1 Pract. ) Course Objectives and Description Continuation of Pharmaceutical Organic Chemistry I. Course Contents 1. 2. 3. 4. 5. 6. Stereochemistry: (6 Hrs.) Stereoisomers, enantiomers and optical activity, specific rotation, racemic mixture, diastereomers and meso compounds, chirality and enontiomerism, specification of configuration: R, S and D, L systems, reactions involving stereoisomers, generation of chiral centres, resolution, racemisation, stereochemistry of addition reactions, stereochemistry of E2 reactions, stereochemistry of nucleophilic substitution reactions. Phenols: (3 Hrs.) Structure and nomenclature, physical properties, preparation, reactions: acidity of phenols. Aldehydes and Ketones: (5 Hrs.) Structure and nomenclature, physical properties, preparation, reactions: nucleophilic addition, Aldol and Claisen condensations. Amines: (4 Hrs.) Structure and classification, nomenclature, physical properties, preparation, reactions: basicity, rig substitution, diazonium salts, synthesis using diazonium salts. Carboxylic Acids and Derivatives of Carboxylic Acids: (5 Hrs.) Structure and nomenclature, physical properties, preparation, reactions : acidity of carboxylic acids. Derivatives of carboxylic acids: Acid chlorides, acid anhydrides, amides, esters, malonic ester and acetoacetic ester synthesis Heterocyclic Compounds: (7 Hrs.) Nomenclature, five - membered rings : structure and properties, six - membered rings : structure and properties, fused rings : quinoline and isoquinoline. Text Books For Further Readings: 1) Morrison and Boyd: Organic Chemistry, New York University, Allyn and Bacon, Inc. Boston, London, Sydney, Toronto ISBN 0-205-05838-8 2) T.W. Solomons: Organic Chemistry, University of South Florida, John Wiley & Sons, Inc. New York, Chichester, Brisbane, Toronto, Singapore 3) I.L. Finar: Organic Chemistry, Longman, Scientific & Technical, Copublished in USA with John Wiley & Sons, Inc. New York. ISBN 0-582-44257-5 Web Sites: SITE ADDRESS 1. http://homework.chem.uic.e du/IEMDL.HTM OBJECTIVES Web site for organic chemistry on-line, a tutorial consists of a series of short reviews, followed by problems and exercise on that topic. 2. A very useful web site. It contains short reviews, followed by questions with model answers in the various sections of organic chemistry. http://www.scientia.org/ cadonlinx/Organic_Chem/ 3. http://www.chem.pitt.edu/ ~grabowski/Chem0320/ links0320.html 4. http://www.acdlabs.com/ This web site contains links for generally useful organic chemistry sites from the University of Pittsburgh. Web site to download useful software: ChemSketch and I-Lab 5. http://www.acdlabs.com/iup ac/nomenclature/ Web site of the International Union of Pure and Applied Chemistry. It details the 1979 and 1993 recommendations for nomenclature of organic chemistry 6. http://www.lib.utexas.edu/Li bs/Chem/ Chemistry library at University of Texas at Austin, with a link to Chemical Abstracts and other useful web sites.