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JNTU 2007-08 I Year B.Tech (B. Pharmacy) - PHARMACEUTICAL ORGANIC CHEMISTRY-I
Posted Date: 28 Dec 2007 Resource Type: Articles/Knowledge Sharing Category: Syllabus
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Posted By: India Member Level: Diamond Rating: Points: 1
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JAWAHARLAL NEHRU TECHNOLOGICAL UNIVERSITY HYDERABAD I Year B. Pharmacy T P C 3+1* 0 6 (R7104) PHARMACEUTICAL ORGANIC CHEMISTRY-I
UNIT – I Structure and Activity of Organic Molecules: Shapes of organic molecules, bond lengths, bond angles and bond dissociation energies. Electronic effects in organic molecules: inductive effect, electromeric or mesomeric effect, hyperconjugation, concept of resonance; types of organic reagents and reactions.
UNIT – II A Study of Hydrocarbons: Aliphatic/Alicyclic Hydrocarbons: Nomenclature, isomerism (chain, conformational and geometrical) relative stabilities (heats of combustion and hydrogenation), ring stabilities of cyclohexane, chair-boat conformation, Bayer’s strain theory and sachse-mohr theory. Free radical substitution reactions (halogenation) of alkanes, selectivity of halogen. Alkenes: Electrophilic addition reactions of alkenes, Markovnikov’s rule, Kharasch effect, Bayer’s oxidation (cis-hydroxylation, polymerisation). Alkadienes: Stability & 1,4 addition reactions of conjugated alkadienes. Alkynes: Acidity of 1-alkynes, formation of metal acetylides. Stereo specific reduction of alkynes. Addition of hydrogen halide (HCl) addition of water and keto-enol tautomerism.
UNIT – III Aromatic Hydrocarbons: Kekule’s structure of benzene, bond lengths, heats of hydrogenation and stability, molecular orbital picture of benzene, aromaticity, Huckel’s rule, nomenclature of benzene derivatives, characteristic reactions of benzene, theory of reactivity and orientation in monosubstituted benzenes, Birch reduction 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.
UNIT – IV Halogen Compounds-Aliphatic: Nomenclature, general methods of preparation, characteristic nucleophilic substitution reactions, factors that play role in SN1 and SN2, Walden inversion, elimination reaction and Saytzeff’s rule. Halogen Compounds-Aromatic: Nomenclature, low reactivity of halo benzenes towards nucleophilic substitution, benzyne concept.
UNIT – V Alcohols: Nomenclature, classification, general methods of preparation, physical properties, hydrogen bonding, characteristic nucleophilic substitution reactions (replacement of -OH by -Cl), elimination reactions, Reimer Tiemann reaction and relative reactivities of 1o, 2o and 3o alcohols, Meerwein Pondorff Verley reduction Ethers: Nomenclature, Williamson’s synthesis, action of hydro iodic acid on ethers (Ziesel’s method). Phenols: Nomenclature, general methods of preparation, physical properties, acidity of phenols, stability of phenoxide ion, reactions of phenols, Kolbe-schmidt reaction stability of conjugated dienes, and Fries rearrangement.
UNIT – VI Carbonyl Compounds: Nomenclature, two important methods of preparation, polarity of carbonyl group, relative reactivities of carbonyl compounds, nucleophilic addition and addition-elimination reactions, oxidation-reduction reactions, aldol condensation, Cannizzaro reaction, benzoin condensation, Perkins reactions, Reformatsky reaction, Oppenauer oxidation.
UNIT – VII Carboxylic acids and their derivatives: Carboxylic acids: Nomenclature, intermolecular association, stability of carboxylate anion, two important methods of preparation, decarboxylation, functional groups reactions, reduction of carboxylic acids. a note on dicarboxylic acids. Acid derivatives: (acid chlorides, anhydrides, esters and amides). Nomenclature, reactions like hydrolysis, reduction of esters and amides, Hofmann’s degradation of amides. Brief account of malonic and acetoacetic esters, their importance in synthesis.
UNIT – VIII Nitrogen Compounds: Nitro compounds: Nomenclature, acidity of nitro compounds containing ?- hydrogens, reductive reactions of aromatic nitro compounds. Amines: Nomenclature, basicity of amines, classification, relative reactivity, hinsberg method of separation, acylation reactions. Diazotisation and reactions of diazonium salts. Nitriles and isonitriles: Nomenclature, two methods of synthesis, reactivity and functional reactions.
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| Author: India 28 Dec 2007 | Member Level: Diamond Points : 5 | TEXT BOOKS
1. T.R.Morrison and R.N.Boyd, Organic chemistry, pentice hall of India private limited, New Delhi. 2. Ball & Ball, Advanced pharmaceutical organic chemistry. 3. Bruce, Organic chemistry. 4. Jerry March, Advanced Organic Chemistry.
REFERENCES
1. Jerry March, Reactions and Mechanism 4th ed. 2. I.L. Finar Vol.I. & Vol. II., The Fundamentals Principles of Organic Chemistry, ELBS/Longman.
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