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B. Pharmacy I Year PHARMACEUTICAL ORGANIC CHEMISTRY-I(JNTUA)


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JAWAHARLAL NEHRU TECHNOLOGICAL UNIVERSITY ANANTAPUR
B. Pharmacy I Year T C
3+1 6
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
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 halogens.
Alkenes: Electrophilic addition reactions of alkenes, Markovnikov’s rule, Anti-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.
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, arenas, Benzyne ion 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, 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, Reamer-Tiemann Reaction.
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.
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
preparation and properties of malonic and acetoacetic esters, their importance in organic syntheses.
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.
TEXT BOOKS
1. Advanced pharmaceutical organic chemistry, Bahl & Bahl, S.Chand
2. Organic chemistry, T.R.Morrison and R.N.Boyd, Pearson Education India , New Delhi.
REFERENCES
1. Organic chemistry, Bruce,
2. Reactions and Mechanism, Jerry March, 4th ed
3. oragranic chemistry, Carey
4. oraganic chemistry, Pillai
5. The Fundamentals Principles of Organic Chemistry Vol.I & Vol. II, I.L. Finar, ELBS/Longman.


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