BP301T. PHARMACEUTICAL ORGANIC CHEMISTRY –II (Theory)
Scope: This
subject deals with general methods of preparation and reactions of some organic
compounds. Reactivity of organic compounds are also studied here. The syllabus
emphasizes on mechanisms and orientation of reactions. Chemistry of fats and
oils are also included in the syllabus.
Objectives: Upon
completion of the course the student shall be able to
1. write the
structure, name and the type of isomerism of the organic compound
2. write the
reaction, name the reaction and orientation of reactions
3. account for reactivity/stability
of compounds,
4. prepare organic
compounds
Course
Content:
General methods of preparation and reactions of compounds
superscripted with asterisk (*) to be explained
To emphasize on definition, types, classification,
principles/mechanisms, applications, examples and differences
UNIT I
Benzene and its
derivatives
A. Analytical, synthetic
and other evidences in the derivation of structure of benzene, Orbital
picture, resonance in benzene, aromatic
characters, Huckel’s rule
B. Reactions of
benzene - nitration, sulphonation, halogenation- reactivity, Friedelcrafts
alkylation- reactivity, limitations, Friedelcrafts acylation.
C. Substituents, effect
of substituents on reactivity and orientation of mono substituted benzene compounds
towards electrophilic substitution reaction
D. Structure and uses
of DDT, Saccharin, BHC and Chloramine
UNIT II
Phenols* -
Acidity of phenols, effect of substituents on acidity, qualitative tests,
Structure and uses of phenol, cresols, resorcinol, naphthols
Aromatic Amines* -
Basicity of amines, effect of substituents on basicity, and synthetic uses of
aryl diazonium salts
Aromatic Acids* –
Acidity, effect of substituents on acidity and important reactions of benzoic
acid.
UNIT III
Fats and Oils
a. Fatty acids –
reactions.
b. Hydrolysis,
Hydrogenation, Saponification and Rancidity of oils, Drying oils.
c. Analytical constants
– Acid value, Saponification value, Ester value, Iodine value, Acetyl value,
Reichert Meissl (RM) value – significance and principle involved in their
determination.
UNIT IV
Polynuclear
hydrocarbons:
a. Synthesis,
reactions
b. Structure and
medicinal uses of Naphthalene, Phenanthrene, Anthracene, Diphenylmethane,
Triphenylmethane and their derivatives
UNIT V
Cyclo alkanes*
Stabilities – Baeyer’s strain theory, limitation of Baeyer’s
strain theory, Coulson and Moffitt’s modification, Sachse Mohr’s theory (Theory
of strainless rings), reactions of cyclopropane and cyclobutane only
BP305P.
PHARMACEUTICAL ORGANIC CHEMISTRY -II (Practical)
I. Experiments involving
laboratory techniques
Recrystallization
Steam distillation
II Determination of following oil values
(including standardization of reagents)
Acid value
Saponification
value
Iodine value
III Preparation of compounds
Benzanilide/Phenyl benzoate/Acetanilide from Aniline/ Phenol/Aniline
by acylation reaction.
2,4,6-Tribromo aniline/Para bromo acetanilide from Aniline/
Acetanilide by halogenation (Bromination) reaction.
5-Nitro salicylic acid/Meta di nitro benzene from Salicylic
acid / Nitro benzene by nitration
reaction.
Benzoic acid from Benzyl chloride by oxidation reaction.
Benzoic acid/ Salicylic acid from alkyl benzoate/ alkyl
salicylate by hydrolysis reaction.
1-Phenyl azo-2-napthol from Aniline by diazotization and
coupling reactions.
Benzil from Benzoin by oxidation reaction.
Dibenzal acetone from Benzaldehyde by Claison Schmidt
reaction
Cinnammic acid from Benzaldehyde by Perkin reaction
P-Iodo benzoic acid from P-amino benzoic acid
Recommended Books (Latest
Editions)
1. Organic Chemistry
by Morrison and Boyd
2. Organic Chemistry
by I.L. Finar , Volume-I
3. Textbook of
Organic Chemistry by B.S. Bahl & Arun Bahl.
4. Organic Chemistry
by P.L.Soni
5. Practical Organic
Chemistry by Mann and Saunders.
6. Vogel’s text book
of Practical Organic Chemistry
7. Advanced Practical
organic chemistry by N.K.Vishnoi.
8. Introduction to
Organic Laboratory techniques by Pavia, Lampman and Kriz.
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