AC 27/2/13

Item no. 4.121

UNIVERSITY OF MUMBAI

Syllabus for Semester III and IV

Program: M.Sc. ( PSCHO)
Course: Organic Chemistry

Credit based semester and grading system with

effect from the academic year 2013-2014
UNIVERSITY OF MUMBAI
M.Sc. ORGANIC CHEMISTRY
Semester III and IV
Credit Based Semester and Grading System
To be implemented from the Academic year 2013-2014

SEMESTER III

Course Code Unit Topics Credits L/Week

I Organic reaction mechanisms 1

II Pericyclic reactions 1
PSCHO301 4
III Stereochemistry-I 1

IV Photochemistry 1

Name reactions with mechanism and

I 1
applications

Protection- deprotection, umpolung and

PSCHO302 II 4 1
electro-organic chemistry

III Enamines and ylides 1

IV Metals /Nonmetals in organic synthesis 1

I Heterocyclic Compounds-I 1

II Natural products – I 1
PSCHO303 4
III Natural products – II 1

IV Advanced spectroscopic techniques-I 1

I Drug discovery, design & development 1

II Biomolecules – I 1

III Biomolecules – II 1
PSCHO304 4
Biogenesis and biosynthesis of natural
products
IV 1

PSCHO3P1 Practicals 8 16
PSCHO3P2
PSCHO3P3
PSCHO3P4

SEMESTER IV

Course Code Unit Topics Credits L / Week

I Physical organic chemistry 1

II Supramolecular chemistry 1
PSCHO401 4
III Stereochemistry – II 1

IV Asymmetric synthesis 1

I Radicals in organic synthesis 1

II Designing organic synthesis 1

PSCHO402 III Newer methods in organic synthesis 4 1

Transition and rare earth metals in organic

IV 1
synthesis

I Heterocyclic compounds – II 1

II Natural products – III 1

PSCHO403 4
III Natural products – IV 1

IV Advanced spectroscopic techniques - II 1

I Drug design, development and synthesis 1

II Biomolecules – III 1
PSCHO404 III Biomolecules – IV 4 1

Green chemistry
IV 1

PSCHO4P1
PSCHO4P2
Practicals 8 16
PSCHO4P3
PSCHO4P4
M. Sc. Organic Chemistry

Semester III
Course Code PSCHO301
Theoretical organic chemistry-I

Unit 1: Organic reaction mechanisms [15L]

1.1 Organic reactive intermediates, methods of generation, structure, stability and important
reactions involving carbocations, nitrenes, carbenes, arynes and ketenes. [5L]
1.2 Neighbouring group participation: Mechanism and effects of anchimeric assistance, NGP
by unshared/ lone pair electrons, π-electrons, aromatic rings, σ-bonds with special reference to
bornyl and norbornyl systems (formation of non-classical carbocation) [3L]
1.3 Role of FMOs in organic reactivity: Reactions involving hard and soft electrophiles and
nucleophiles, ambident nucleophiles, ambident electrophiles, the α effect. [2L]
1.4 Pericyclic reactions: Classification of pericyclic reactions; thermal and photochemical
reactions. Three approaches: Conservation of orbital symmetry - Correlation diagram, Frontier
molecular orbital approach [FMO] and Aromatic transition state approach [Huckel and Mobius].
[5L]
Unit 2: Pericyclic reactions [15L]
2.1 Cycloaddition reactions: 4nπ and (4n+2)π electron systems. Diels-Alder reactions,
1, 3-Dipolar cycloaddition and cheletropic reactions, ene reaction, retro-Diels-Alder reaction,
regioselectivity, periselectivity, site selectivity and effect of substituents in Diels-Alder
reactions. [7L]
2.2 Electrocyclic reactions: Conrotatory and disrotatary motions, 4nπ and (4n+2)π electron
systems. [3L]
2.3 Sigmatropic rearrangements: H-shifts and C-shifts, supra and antarafacial migrations,
retention and inversion of configurations. Cope (including oxy-Cope and aza-Cope) and Claisen
rearrangements. Formation of Vitamin D from 7-dehydrocholestrol, synthesis of citral using
pericyclic reaction. [5L]

Unit 3: Stereochemistry-I [15L]

3.1 Classification of point groups based on symmetry elements with examples (non-
mathematical treatment). [2L]
3.2 Conformational analysis of medium rings: Eight and ten membered rings and their unusual
properties, I-strain, transannular reactions. [2L]
3.3 Stereochemistry of fused ring and bridged ring compounds: decalins, hydrindanes, steroids,
and Bredt’s rule. [4L]
3.4 Dynamic stereochemistry: Selection of substrate, Curtin-Hammett principle, Effect of
conformation on reactivity of cyclohexane derivatives in the following reactions (including
mechanism): electrophilic addition, nucleophilic substitution, elimination, molecular
rearrangements, reduction of cyclohexanones and oxidation of cyclohexanols. [7L]

Unit 4: Photochemistry [15L]

4.1 Principles of photochemistry: quantum yield, electronic states and transitions, selection rules,
modes of dissipation of energy (Jablonski diagram), electronic energy transfer:
photosensitization and quenching process. [3L]
4.2 Photochemistry of carbonyl compounds: π՜ π*, n՜ π* transitions, Norrish-I and Norrish-II
cleavages, Paterno-Buchi reaction. Photoreduction, calculation of quantum yield, photochemistry
of enones, photochemical rearrangements of α, β-unsaturated ketones and cyclohexadienones.
Photo Fries rearrangement, Barton reaction. [8L]
4.3 Photochemistry of olefins: cis-trans isomerizations, dimerizations, hydrogen abstraction,
addition and Di- π- methane rearrangement including aza-di- π -methane. [2L]
4.4 Photochemistry of arenes: 1, 2- , 1, 3- and 1, 4- additions. [1L]
4.5 Singlet oxygen and photooxygenation reactions. [1L]

Course Code-PSCHO302
Synthetic organic chemistry-I

Unit 1: Name reactions with mechanism and application [15L]

1.1 Mukaiyama esterification, Mitsunobu reaction, Baylis Hillman reaction, Suzuki coupling,
Wacker process, Heck reaction, Sonogashira reaction. [7L]
1.2 Multicomponent reactions: Strecker synthesis, Hantszch pyridine synthesis, Biginelli
synthesis, Multicomponent reactions using alkyl isocyanides: Passerini and Ugi-4-component
synthesis. [6L]
1.3 Domino/cascade reactions: Introduction with one example. [2L]

Unit 2: Protection-deprotection, umpolung and electro-organic chemistry [15L]

2.1 Protection and deprotection of the following functional groups: hydroxyl, carbonyl, amino
and carboxyl with applications. [5L]
2.2 Concept of umpolung, generation of acyl anion equivalent using 1,3- dithianes, methyl
thiomethyl sulfoxides, cyanide ions, cyanohydrin ethers, nitro compounds and vinylated ethers.
[5L]
2.3 Electro-organic chemistry: Introduction, electrode potential, cell parameters, electrolyte,
working electrode, choice of solvents, supporting electrolytes. Cathodic reductions of alkyl
halides, aldehydes, ketones, nitro compounds, olefins, arenes; electro-dimerizations.
Anodic oxidation: Kolbe type reactions, oxidation of alkylbenzenes. [5L]

Unit 3: Enamines and ylides [15L]

3.1 Methods of preparation of enamines: condensation of secondary amine and aldehyde or
ketone, reaction between alkynes and secondary amines. Comparison of reactivity of enamines
and enolates. Synthetic reactions of enamines including asymmetric reactions of chiral enamines
derived from chiral secondary amines. [3L]
3.2 Phosphorus, sulfur and nitrogen ylides: Preparation, structure and comparison of reactivity.
Reactions of phosphorus, sulfur and nitrogen ylides with carbonyl compounds, including
mechanism and stereochemistry. Wittig reaction, Wittig-Horner reaction. [6L]
3.3 α C-H activation by nitro, sulfoxide, sulfone and phosphonate groups: generation of
carbanions by strong bases (LDA/n-butyl lithium) and applications in C-C bond formation.
Bamford-Stevens Reaction, Julia olefination and its modification, Bestmann-Ohira Reagent,
Barton-Kellogg olefination, Steven’s rearrangement.                                                           [6L]
                         
Unit 4: Metals / Nonmetals in organic synthesis [15 L]
4.1 Mercury in organic synthesis: oxymercuration and demercuration of alkenes, mechanism
and regiochemistry, solvomercuration, mercuration of aromatics and transformation of aryl-
mercurials to aryl halides. [2L]
4.2 Organoboron compounds: applications of organo-boranes, generation of diboranes,
hydroboration of alkenes and alkynes: mechanism, regiochemistry, stereochemistry, asymmetric
hydroboration using chiral boron reagents and functional group reduction by diborane. [3L]
4.3 Organosilicons: Important features of silicon governing the reactivity of C-Si compounds:
preparation and important bond forming reactions of alkyl silanes, alkenyl silanes, aryl silanes
and allyl silanes. β-silyl cations as intermediates. [3L]
4.4 Silyl enol ethers as enolate precursors, iodotrimethylsilane in organic synthesis. [2L]
4.5 Organotin compounds: preparation of alkenyl and allyl tin compounds and their applications
in C-C bond formation. [3L]
4.6 Selenium in organic synthesis: Preparation of selenols/selenoxide, selenoxide elimination to
create unsaturation, selenoxide and seleno acetals as α- C-H activating groups. [2L]

Course code - PSCHO303

Natural products and spectroscopy-I

Unit 1: Heterocyclic compounds-I [15L]

1.1 Heterocyclic compounds: Introduction, classification, common, systematic (Hantzsch-
Widman ) and replacement nomenclature of monocyclic (3-6 membered) and bicyclic (5-6
Membered) fused heterocycles (up to three hetero atoms). [5L]
1.2 Small ring heterocycles (3-4 membered): Introduction, nucleophilic ring opening reactions of
oxiranes, aziridines, oxetanes and azetidines. [3L]
1.3 Reactivity and important methods of synthesis and general reactions of the following
heterocycles: pyrazoles, imidazoles, oxazoles, isoxazoles, thiazoles, benzimidazoles,
benzoxazoles, benzothiazoles. [7L]

Unit 2: Natural products-I [15L]

2.1 Carbohydrates: Introduction to naturally occurring sugars: Deoxysugars, aminosugars,
branched sugars. Structure elucidation of lactose, D-glucosamine and mesoinositol (synthesis not
expected).Structural features and applications of inositol, starch, cellulose, chitin and heparin.
[5L]
2.2 Natural pigments: General structural features, occurrence, biological importance and
applications of: carotenoids, anthocyanins, quinones, flavones, pterins and porphyrins
(chlorophyll). Structure elucidation of β-carotene. Synthesis of ubiquinone from 3,4,5-
trimethoxyacetophenone. [5L]
2.3 Insect pheromones: General structural features and importance. Synthesis of bombykol
from acetylene, disparlure from 6-methylhept-1-ene, grandisol from 2-methyl-1,3-butadiene.
[3L]
2.4 Alkaloids: Occurrence and physiological importance of morphine, coniine and papaverine.
Structure elucidation of papaverine. [2L]
Unit 3: Natural products- II [15L]
3.1 Multi-step synthesis of natural products: Synthesis of the following natural products with
special reference to reagents used, stereochemistry and functional group transformations:
a) Woodward synthesis of Reserpine from benzoquinone
b) Corey synthesis of Longifoline from resorcinol
c) Gilbert-Stork synthesis of Griseofulvin from phloroglucinol
d) E. Wenkert’s synthesis of β-vetivone from acetone
e) A.V.Ramarao synthesis of 4-demethoxydaunomycin from ethyl acetoacetate. [9L]
3.2 Prostaglandins: Classification, general structure and biological importance. Structure
elucidation of PGE1 and PGF1α (synthesis not expected). [3L]
3.3 Insect growth regulators: General idea, structures of JH2 and JH3. [1L]
3.4 Plant growth regulators: Structural features and applications of arylacetic acids, gibberelic
acids and triacontanol. Synthesis of triacontanol (synthesis of stearyl magnesium bromide and
12-bromo-1-tetrahydropyranyloxydodecane expected). [2L]

Unit 4: Advanced spectroscopic techniques-I [15L]

4.1 IR spectroscopy: Application in structure elucidation. Principle and applications of FT-IR.
[2L]
4.2 NMR spectroscopy: Application in structure elucidation. Relaxation phenomenon and
relaxation time. First order, second order and higher order spectra. Methods of simplification of
complex spectra. Double resonance, NOE, NOE difference spectroscopy and chemical shift
reagents.
Spin system notations, AB, AX, AB2-AX2, AMX and A2B2-A2X2 spin systems with suitable
examples. Coupling in aromatic and heteroaromatic systems, long range coupling.
Spectra of diastereotopic systems. FT-NMR spectroscopy: Pulse sequences, pulse widths, spins
and magnetization vectors. [7L]
19 31
4.3 F- NMR and P- NMR spectroscopy: Principles and applications. [2L]
4.4 Problems based on combined use of IR and PMR spectroscopic techniques. [4L]

Course code – PSCHO304

Medicinal and bioorganic chemistry

Unit 1: Drug discovery, design & development [15L]

1.1 Introduction, Important terms used in medicinal chemistry: receptor, therapeutic index,
bioavailability, drug assay and drug potency. General idea of factors affecting bioactivity:
Resonance, inductive effect, bioisosterism, spatial considerations. Basic pharmacokinetics: drug
absorption, distribution, metabolism (biotransformation) and elimination. Physical and chemical
parameters like solubility, lipophilicity, ionization, pH, redox potential, H-bonding, partition
coefficient and isomerism in drug distribution and drug –receptor binding. [7L]
1.2 Procedures in drug design: Drug discovery without a lead: Penicillin, Librium. Lead
discovery: random screening, non-random (or targeted) screening. Lead modification:
Identification of the pharmacophore, Functional group modification, Structure-activity
relationship, Structure modification to increase potency and therapeutic index: Homologation,
chain branching, ring-chain transformation, bioisosterism, combinatorial synthesis (basic idea).
             [8L]
Unit 2: Biomolecules-I     [15L]
2.1 Amino acids, peptides and proteins: Chemical and enzymatic hydrolysis of proteins to
peptides, amino acid sequencing. Secondary structure of proteins, forces responsible for holding
of secondary structures, α- helix, β-sheets, super secondary structure.Tertiary structure of
protein: folding and domain structure. Quaternary structure. [4L] 
2.2 Nucleic acids: Structure and function of physiologically important nucleotides (c-AMP,
ADP, ATP) and nucleic acids (DNA and RNA), replication, genetic code, protein biosynthesis,
mutation. [6L]
2.3 Chemical synthesis of oligonucleotides: Phosphodiester, Phosphotriester, Phosphoramidite
and H- phosphonate methods including solid phase approach. [5L]

Unit 3: Biomolecules-II [15L]

3.1 Chemistry of enzymes: Introduction, nomenclature, classes and general types of reactions
catalyzed by enzymes. Properties of enzymes: i) Enzyme efficiency/catalytic power ii) Enzyme
specificity; Fischer’s ‘lock and key’ and Koshland ‘induced fit’ hypothesis. Concept and
identification of active site. [6L]
3.2 Factors affecting enzyme kinetics: Substrate concentration, enzyme concentration,
temperature, pH, product concentration etc. Reversible and irreversible inhibition.
[4L]
3.3 Mechanism of enzyme action: transition-state theory, orientation and steric effect, acid-base
catalysis, covalent catalysis, strain or distortion. Mechanism of chymotrypsin catalyzed
hydrolysis of a peptide bond. [5L]

Unit 4: Biogenesis and biosynthesis of natural products [15L]

4.1 Biogenesis: Precursors, primary and secondary metabolites. Acetate hypothesis. Mevalonate
and Shikimic acid pathways. [7L]
4.2 General principles involved in the biosynthesis of amino acids, alkaloids, steroids and
terpenoids. [3L]
4.3 Biosynthesis of selected natural products: L-tryptophan, cholesterol, ephedrine, citronellol.
[5L]

Semester III: Practicals

Course Code: PSCHO3P1

Separation of a solid ternary mixture using micro-scale technique

1. Separation of solid components of a ternary mixture (water insoluble/soluble including
carbohydrates) based upon differences in the physical and the chemical properties of the
components.
2. Purification of the three components, measurement of their mass and determination of
their physical constants.
3. Calculation of percentage yields of the individual components.
(Identification of the components is not expected).
Course Code:PSCHO3P2

Estimation of drugs

1. Estimation of penicillin by iodometric titrations.

2. Estimation of streptomycin using uv-visible spectrophotometer.
3. Estimation of paracetamol by hydrolysis.
4. Estimation of aspirin in the given tablet using uv-visible spectrophotometer.
5. Estimation of diazepam by non-aqueous titrations.
6. Estimation of vitamin C by iodometric titrations.

Course Code: PSCHO3P3

Organic preparations (1.0 g scale)

1. Benzilic acid rearrangement: Benzilic acid from benzil

2. Sandmeyer reaction: p-Nitroiodobenzene from p-nitroaniline
3. Heterocyclic compound: 7-Hydroxy-4-methylcoumarin from resorcinol
4. Acetylation: Mannitol hexaacetate from mannitol
5. Claisen-Schmidt reaction: Dibenzalacetone from benzaldehyde
6. Oxidation: Fluorenone from fluorene
7. Acetylation: Acetylferrocene from ferrocene

Learning points:
1. Students are expected to know (i) the planning of synthesis, effect of reaction parameters
including stoichiometry, and safety aspects including MSDS (ii) the possible mechanism,
expected spectral data (IR and NMR) of the starting material and final product.
2. Students are expected to purify the product by recrystallization, measure its mass, check
the purity by TLC, determine physical constant and calculate percentage yield.

Course Code: PSCHO3P4

Techniques of purification and green methods of synthesis

Set I: Techniques of purification:

1. Steam distillation
2. Vacuum distillation
3. Column chromatography

Set II: Green methods of synthesis (microwave induced)

1. Synthesis of Schiff’s base from aniline and p-anisaldehyde in the presence of lime juice
2. Synthesis of coumarin by Knoevenagel reaction using salicylaldehyde, and ethyl acetate
in presence of a base.
3. Synthesis of dihydropyrimidones- Biginelli reaction: acid-catalyzed three component
reaction between vanillin, ethyl acetoacetate and thiourea.
4. Synthesis of acetanilide from aniline.

Learning points:
Set I: Techniques of purification
1. Students are expected to perform a purification technique using a known mass or volume
of the given substance.
2. Check the purity of the purified compound by TLC, measure its mass and physical
constant.
Set II: Green methods of synthesis (Microwave induced)
Students are expected to purify the product by recrystallization, measure its mass,
determine physical constant and calculate percentage yield.

Semester IV
Course Code PSCHO 401

Theoretical organic chemistry-II

Unit 1: Physical organic chemistry [15L]

1.1 Structural effects and reactivity: Linear free energy relationship (LFER) in determination of
organic reaction mechanism, The Hammett equation, substituent constants, theories of
substituent effects, interpretation of σ-values, reaction constants ρ, Yukawa-Tsuno equation.[7L]
1.2 Uses of Hammett equation, deviations from Hammett equation. Dual parameter correlations,
Inductive substituent constants. The Taft model, σI and σR scales, steric parameters Es and β.
Solvent effects, Okamoto-Brown equation, Swain-Scott equation, Edward and Ritchie
correlations, Grunwald-Winstein equation, Dimroth’s ET parameter. [8L]

Unit 2: Supramolecular chemistry [15L]

2.1 Principles of molecular associations and organizations as exemplified in biological
macromolecules like nucleic acids, proteins and enzymes. [3L]
2.2 Synthetic molecular receptors: receptors with molecular cleft, molecular tweezers, receptors
with multiple hydrogen sites. [3L]
2.3 Structures and properties of crown ethers, cryptands, cyclophanes, calixarenes, rotaxanes
and cyclodextrins. Synthesis of crown ethers, cryptands and calixarenes [6L]
2.4 Molecular recognition and catalysis, molecular self assembly. [3L]

Unit 3: Stereochemistry- II [15L]

3.1 Racemisation and resolution: Mechanism of racemisation, methods of resolution: chemical,
kinetic and equilibrium asymmetric transformation and through inclusion compounds. [3L]
3.2 Determination of enantiomer and diastereomer composition: Isotope dilution method, enzymatic
method, chromatographic methods. Methods based on NMR spectroscopy: use of chiral derivatising
agents (CDA), chiral solvating agents (CSA) and Lanthanide shift reagents (LSR). [3L]
3.3 Correlative methods for configurational assignment: chemical, optical rotation, quasi-racemate
and NMR spectroscopy. [4L]
3.4 Molecular dissymmetry and chiroptical properties: Linearly and circularly polarized light. Circular
birefringence and circular dichroism. ORD and CD curves. Cotton effect and its applications. The
octant rule and the axial α–haloketone rule with applications. [5L]

Unit 4: Asymmetric synthesis [15L]

4.1 Principles of asymmetric synthesis: Introduction, the chiral pool in Nature, methods of
asymmetric induction – substrate, reagent and catalyst controlled reactions. [3L]
4.2 Synthesis of α-amino acids (Corey’s diastereoselective hydrogenation of cyclic hydrazones),
synthesis of L-DOPA [Knowles’s Mosanto process]. [1L]
4.3 Asymmetric reactions with mechanism: Aldol and related reactions including Cram’s rule,
Sharpless enantioselective epoxidation, hydroxylation, aminohydroxylation, Diels-Alder
reaction, reduction of prochiral carbonyl compounds and olefins. [8L]
4.4 Use of chiral auxiliaries in diastereoselective reductions, asymmetric amplification . Use of
chiral BINOLs, BINAPs and chiral oxazolines and oxazolidines in asymmetric transformations.
[3L]
Course Code PSCHO402
Synthetic organic chemistry-II

Unit 1: Radicals in organic synthesis [15 L]

1.1 General aspects: Electrophilic and nucleophilic radicals and their reactivity with π-
rich/deficient olefins. [1L]
1.2 Inter- and intramolecular aliphatic C-C bond formation using tin hydride, carbon hydride,
thio donor (Barton’s reaction). [2L]
1.3 Cleavage of C-X, C-Sn, C-Co and C-S bonds in the generation of radicals. [3L]
1.4 Trapping by electron transfer reactions using manganese triacetate. [1L]
1.5 Radical –radical processes: oxidative couplings, single electron oxidation of carbanions to
generate radicals, dehydrodimerization and reductive couplings. [3L]
1.6 C-C bond formation in aromatics: Introduction, electrophilic and nucleophilic radical
reactions on aromatics, radical reactions on heteroaromatics: alkylations and acylations. [3L]
1.7 Hunsdiecker halodecarboxylation, autooxidation [2L]

Unit 2: Designing organic synthesis [15L]

2.1 Methodology in organic synthesis: convergent and divergent synthesis, functional group
interconversions, general methods of synthesis of 4 -7 membered rings, disconnection approach
and retrosynthetic analysis, idea of synthons and synthetic equivalents . Retrosynthesis of acyclic
saturated and unsaturated systems, monocyclic, bicyclic and aromatic compounds. [11L]
2.2 Synthesis of some complex molecules: synthetic routes based on retrosynthetic analysis for
following molecules: prostaglandin A2, atropine and camphor. [4L]

Unit 3: Newer methods in organic synthesis [ 15L]

3.1 Basic principles and applications of the following in organic synthesis: Crown ethers,
cryptands, micelles, cyclodextrins, clay and zeolites and phase transfer catalysts. [9L]
3.2 Introduction to polymer supported reagents and organocatalysts. [3L]
3.3 Principles and applications of ultrasound and microwaves in organic synthesis. [3L]
.
Unit 4: Transition and rare earth metals in organic synthesis [15 L]
4.1 Introduction, basic concepts, 18 electron rule, bonding in transition metal complexes,
oxidative addition, reductive elimination, migratory insertion. [3L]
4.2 Palladium in organic synthesis: π-bonding of Pd with olefins, applications in C-C bond
formation, carbonylation, alkene isomerisation, cross coupling of organometallics and halides.
Catalysis of cycloaddition reactions and heteroatom coupling to produce bonds between
aryl/vinyl groups and N, S or P atoms. [3L]
4.3 Olefin metathesis using Grubb’s catalyst. [1L]
4.4 Applications of nickel, cobalt, iron, rhodium and chromium carbonyls in organic synthesis.
[4L]
4.5 Applications of samarium iodide including reduction of organic halides, aldehydes and
ketones, α-functionalised carbonyl compounds and nitro compounds. [1L]
4.6 Applications of Cerium (IV) in synthesis of heterocyclic quinoxaline derivatives and its role
as a deprotecting agent. [1L]
4.7 Sc(OTf)3 and Yb(OTf)3 as water tolerant Lewis acid catalysts in aldol condensation, Michael
reaction, Diels-Alder reaction, Friedel-Crafts reaction, oxidation reactions. [2L]

Course code: PSCHO403

Natural products and spectroscopy-II

Unit 1: Heterocyclic compounds-II [15L]

Reactivity, important methods of synthesis and general reactions of the following heterocycles:
pyridines, pyridine-N-oxide, pyridazines, pyrimidines, pyrazines, s-triazines, quinolines,
isoquinolines, indoles, purines, oxazines, coumarins. [15L]

Unit 2: Natural products-III [15L]

2.1 Steroids: General structure, classification. Occurrence, biological role, important structural
and stereochemical features of the following: corticosteroids, steroidal hormones, steroidal
alkaloids, sterols and bile acids. [5L]
2.2 Synthesis of 16-DPA from cholesterol and plant sapogenin. [2L]
2.3 Synthesis of the following from 16-DPA: androsterone, testosterone, oestrone, oestriol,
oestradiol and progesterone. [5L]
2.4 Synthesis of cinerolone, jasmolone, allethrolone, exaltone and muscone. [3L]

Unit 3: Natural products-IV [15L]

3.1 Vitamins: Classification, sources and biological importance of vitamin B1, B2, B6, folic acid,
B12, C, D1, E (α-tocopherol), K1, K2, H (β- biotin). Synthesis of the following:
Vitamin B1 including synthesis of pyrimidine and thiazole moieties
Vitamin B2 from 3, 4-dimethylaniline and D(-)ribose
Vitamin B6 from: 1) ethoxyacetylacetone and cyanoacetamide
2) ethyl ester of N-formyl-DL-alanine( Harris synthesis)
Vitamin E (α-tocopherol) from trimethylquinol and phytyl bromide
Vitamin K1 from 2-methyl-1, 4-naphthaquinone and phytol. [7L]
3.2 Antibiotics: Classification on the basis of activity. Structure elucidation of penicillin-G and
cephalosporin-C. Synthesis of penicillin-G and phenoxymethylpenicillin from D-penicillamine
and t-butyl phthalimide malonaldehyde (synthesis of D-penicillamine and t-butyl phthalimide
malonaldehyde expected). [6L]
3.3 Naturally occurring insecticides: Sources, structure and biological properties of pyrethrums
(pyrethrin I), rotenoids (rotenone), azadirachtin. Synthesis of pyrethrin I. [2L]

Unit 4: Advanced spectroscopic techniques [15L]

4.1 C –NMR spectroscopy: Introduction, C- chemical shifts, calculation of 13C- chemical
13 13

shifts, proton coupled 13C - spectra, proton decoupled 13C- spectra. Off- resonance decoupling,
DEPT technique, heteronuclear coupling of carbon to 19F and 31P. [4L]
4.2 Two-dimensional NMR spectroscopy: Introduction, COSY and HETCOR techniques,
(including interpretation of COSY and HETCOR spectra). NOESY and ROESY techniques.
. [4L]
4.3 Problems based on combined use of spectroscopic techniques/ advanced techniques. [3L]
4.4 ESR and Fluorescence spectroscopy: Principles and applications. [3L]
4.5 Applications of NMR in medicine. [1L]

Course code: PSCHO404

Medicinal, bioorganic and green chemistry
Unit 1: Drug design, development and synthesis: [15L]
1.1 Introduction to Quantitative Structure Activity Relationship studies. QSAR parameters -
Steric effects: The Taft and other equations; Methods used to correlate regression parameters
with biological activity: Hansch analysis - A linear multiple regression analysis.[5L]
1.2 Introduction to modern methods of drug design and synthesis - computer-aided molecular
graphics based drug design, drug design via enzyme inhibition (reversible and irreversible),
biotechnology and drug design. [3L]
1.3 Concept of prodrugs and soft drugs: a) Prodrugs: Prodrug design, types of prodrugs,
functional groups in prodrugs, advantages of prodrug use. b) Soft drugs: Concept and properties
[3L]
1.4 Synthesis and application of the following drugs: Fluoxetine, oxyphenbutazone, cetrizine,
esomeprazole, fluconazole, zidovudine, methotrexate, diclofenac, labetalol, fenofibrate. [4L]

Unit 2: Biomolecules - III [15L]

2.1 Chemistry of coenzymes. Structure, mechanism of action and bio-modeling studies of the
following coenzymes: nicotinamide adenine dinucleotide, flavin adenine dinucleotide, thiamine
pyrophosphate, pyridoxal phosphate, Vitamin B12, biotin, lipoic acid, Coenzyme A. [12L]
2.2 Oxygen activation in biological systems with reference to cytochromes. [3L]

Unit 3: Biomolecules – IV [15L]

3.1 Role of main enzymes involved in the synthesis and breakdown of glycogen. [2L]
3.2 Enzyme catalyzed organic reactions: Hydrolysis, hydroxylation, oxidation and reduction.
[6L]
3.3 Enzymes in organic synthesis. Fermentation: Production of drugs/ drug intermediates by
fermentation. Production of chiral hydroxy acids, vitamins, amino acids, β-lactam antibiotics.
Synthesis of chemicals via microbial transformation, synthesis of L-ephedrine. Chemical
processes with isolated enzymes in free form (hydrocyanation of m-phenoxybenzaldehyde) /
immobilized form (production of 6-aminopenicillanic acid). [7L]

Unit 4: Green chemistry [15L]

4.1 Introduction, basic principles of green chemistry. Designing a green synthesis: Green
starting materials, green reagents, green solvents and reaction conditions, green catalysts. [1L]
4.2 Use of the following in green synthesis with suitable examples:
a) Green reagents: dimethylcarbonate, polymer supported reagents.
b) Green catalysts: Acid catalysts, oxidation catalysts, basic catalysts, phase transfer
catalysts [Aliquat 336, benzyltrimethyl ammonium chloride (TMBA), Tetra-n-butyl
ammonium chloride, crown ethers], biocatalysts.
c) Green solvents: water, ionic liquids, deep eutectic solvents, supercritical carbon dioxide.
d) Solid state reactions: solid phase synthesis, solid supported synthesis.
e) Microwave assisted synthesis: reactions in water, reactions in organic solvents, solvent
free reactions.
f) Ultrasound assisted reactions. [10L]
4.3 Comparison of traditional processes versus green processes in the syntheses of ibuprofen,
adipic acid, 4-aminodiphenylamine, p-bromotoluene and benzimidazole. [4L]

Semester IV: Practicals

Course Code: PSCHO4P1

Paper I: Separation of solid-liquid/ liquid-liquid ternary mixture using micro-scale

technique
1. Separation of components of ternary mixtures (solid-liquid or liquid-liquid) based upon
differences in the physical and the chemical properties of the components.
2. Purification of the three components, measurement of their mass and determination of
their physical constants.
3. Calculation of percentage yield of the individual components.
(Identification of the components is not expected).
(Minimum 6 experiments)

Course Code: PSCHO4P2

Paper II: Identification of any unknown organic compound with preparation, purification
and physical constant of derivative.
(Minimum 8 organic compounds)

Course Code: PSCHO4P3

Isolation / Estimation of natural products

1. Extraction of clove oil from cloves.

2. Extraction of nicotine dipicrate from tobacco.
3. Estimation of proteins by Biuret method using spectrophotometer.
4. Estimation of glucose by Folin Wu method.
5. Estimation of citral using hydroxylamine hydrochloride.
6. Estimation of saponification value of oil.

Course Code: PSCHO4P4

Interpretation of spectral data of organic compounds

(UV, IR, PMR, CMR and Mass spectra).
A student will be given UV, IR, PMR, CMR, and Mass spectra of a compound from which
preliminary information should be reported within first half an hour of the examination without
referring to any book/reference material. The complete structure of the compound may then be
elucidated by referring to any standard text-book/reference material etc
(Minimum 8 spectral analysis)

References for Course Code PSCHO 301 and 401: Paper I

 
1 March’s Advanced Organic Chemistry, Jerry March, sixth edition, 2007, John Wiley and
sons.
2 A guide to mechanism in Organic Chemistry, 6th edition, 2009, Peter Sykes, Pearson
education, New Delhi.
3 Advanced Organic Chemistry: Reaction Mechanisms, R. Bruckner, Academic Press
(2002).
4 Mechanism and theory in Organic Chemistry, T. H. Lowry and K. C. Richardson, Harper
and Row.
5 Organic Reaction Mechanism, 4th edition, V. K. Ahluvalia, R. K. Parashar, Narosa
Publication.
6 Reaction Mechanism in Organic Chemistry, S.M. Mukherji, S.P. Singh, Macmillan
Publishers, India.
7 Organic Chemistry, Part A and B, Fifth edition,2007, Francis A. Carey and Richard J.
Sundberg, Springer.
8 Carbenes, Nitrenes and Arynes. Von T. L. Gilchrist, C. W. Rees. Th. Nelson and Sons
Ltd., London 1969.
9 Organic reactive intermediates, Samuel P. MacManus, Academic Press.
10 Organic Chemistry, J. Clayden, S. Warren, N. Greeves, P. Wothers, 1st Edition, Oxford
University Press ( 2001).
11 Organic Chemistry, Seventh Edition, R.T. Morrison, R. N. Boyd & S. K. Bhattacharjee,
Pearson.
12 Advanced Organic Chemistry: Reactions & Mechanisms, second edition, B. Miller and
R. Prasad, Pearson.
13 Organic reactions & their mechanisms, third revised edition, P.S. Kalsi, New Age
International Publishers.
14 Organic Chemistry: Structure and Function, P. Volhardt and N. Schore, 5th Edition,
2012
15 Organic Chemistry, W. G. Solomons, C. B. Fryhle, , 9th Edition, Wiley India Pvt.
Ltd.,2009.
16 Pericyclic Reactions, S. Sankararaman, Wiley VCH, 2005.
17 Advanced organic chemistry, Jagdamba Singh L. D. S. Yadav, Pragati Prakashan, 2011
18 Pericyclic reactions, Ian Fleming, Oxford university press, 1999.
19 Pericyclic reactions-A mechanistic approach, S. M. Mukherji, Macmillan Co. of India
1979.
20 Organic chemistry, 8th edition, John McMurry
21 Modern methods of Organic Synthesis, 4th Edition W. Carruthers and Iain Coldham,
Cambridge University Press 2004
22 Modern physical chemistry, Eric V Anslyn, Dennis A. Dougherty, University science
books,2006
23 Physical Organic Chemistry, N. S. Isaacs, ELBS/Longman
24 Stereochemistry of Carbon Compounds: Principles and Applications, D, Nasipuri,
3rd edition, New Age International Ltd.
25 Stereochemistry of Organic Compounds, Ernest L. Eliel and Samuel H. Wilen, Wiley-
India edit
26 Stereochemistry, P. S. Kalsi, 4th edition, New Age International Ltd
27 Organic Stereochemistry, M. J. T. Robinson, Oxford University Press, New Delhi, India
edition, 2005
28 Bioorganic, Bioinorganic and Supramolecular chemistry, P.S. Kalsi and J.P. Kalsi. New
Age International Publishers
29 Supramolecular Chemistry; Concepts and Perspectives, J. M. Lehn, VCH.
30 Crown ethers and analogous compounds, M. Hiraoka, Elsevier, 1992.
31 Large ring compounds, J.A.Semlyen, Wiley-VCH, 1997.
32 Fundamentals of Photochemistry, K. K. Rohtagi-Mukherji, Wiley- Eastern
33 Essentials of Molecular Photochemistry, A. Gilbert and J. Baggott, Blackwell Sciertific
Publication.
34 Molecular Photochemistry, N. J. Turro, W. A. Benjamin.
35 Introductory Photochemistry, A. Cox and T. Camp, McGraw-Hill
36 Photochemistry, R. P. Kundall and A. Gilbert, Thomson Nelson.
37 Organic Photochemistry, J. Coxon and B. Halton, Cambridge University Press.
References for Course Code PSCHO 302 and 402: Paper II

1. Advanced Organic Chemistry Part A and Part B: Reaction and Synthesis, Francis A
Carey, Richard J Sundberg, 5th edition Springer Verlag.
2. Modern methods of Organic Synthesis, Synthesis 4th Edition W.Carruthers and Iain
Coldham, Cambridge University Press 2004.
3. Chem. Rev. 2002, 102, 2227-2302, Rare Earth Metal Triflates in Organic Synthesis,
S.Kobayashi, M Sugiura, H.Kitagawa and W.WL Lam.
4. Organic Chemistry, Clayden, Greeves, Warren and Wothers, Oxford Press ( 2001).
5. Modern Organic Synthesis: An Introduction, G.S. Zweifel and M.H.Nantz , W.H.
Freeman & company,( 2007)
6. Advanced Organic Chemistry: Reaction Mechanisms, R. Bruckner, Academic Press
(2002)
7. Principles of Organic Synthesis, R.O.C.Norman & J.M.Coxon, IIIrd Edn., Nelson
Thornes
8. Organic Chemistry, Seventh Edn., R.T. Morrison, R.N.Boyd & S.K.Bhattacharjee,
Pearson
9. Strategic applications of named reactions in organic synthesis, L.Kurti & B.Czako,
(2005), Elsevier Academic Press.
10. Advanced Organic Chemistry: Reactions & Mechanisms, second edition, B. Miller and
R.Prasad, Pearson.
11. Organic reactions & their mechanisms, third revised edition, P.S.Kalsi, New Age
International Publishers
12. Organic synthesis: The Disconnection Approach, Stuart Warren, John Wiley & sons,
2004
13. Name reactions and reagents in organic synthesis, second edition, Bradford P. Mundy,
Michael G. Ellard and Frank Favoloro, Jr. Wiley-Interscience .
14. Name reactions, Jie Jack Li, 3rd Edition, Springer.
15. Organic electrochemistry, H. Lund and M. Baizer, 3rd edition, Marcel Dekker.

References for Course Code PSCHO 303 and 403: Paper III

1. Natural product chemistry, A mechanistic, biosynthetic and ecological approach, Kurt

B.G. Torssell, Apotekarsocieteten – Swedish Pharmaceutical Press.
2. Natural products chemistry and applications, Sujata V. Bhat, B.A. Nagasampagi and S.
Meenakshi, Narosa Publishing House, 2011.
3. Organic Chemistry Natural Products Volume-II, O. P. Agarwal, Krishna Prakashan,
2011.
4. Chemistry of natural products, F. F. Bentley and F. R. Dollish, 1974
5. Natural Product Chemistry Vol.1 and 2, K. Nakanishi J. Goto. S.Ito Majori and S. Nozoo,
Academic Press, 1974.
6. Chemistry of natural products, V.K. Ahluwalia, Vishal Publishing Co. 2008.
7. Heterocyclic chemistry, 3rd edition, Thomas L. Gilchrist, Pearson Education, 2007.
8. Heterocyclic Chemistry, Synthesis, Reactions and Mechanisms, R. K. Bansal, Wiley
Eastern Ltd., 1990.
9. Heterocyclic Chemistry, J. A. Joule and G. F. Smith, ELBS, 2nd edition, 1982.
10. The Conformational Analysis of Heterocyclic Compounds, F.G. Riddell, Academic
Press,1980.
11. Principles of Modern Heterocyclic Chemistry, L.A. Paquette, W.B. Benjamin, Inc., 1978.
12. An Introduction to the Chemistry of Heterocyclic Compounds, 2nd edition, B.M.
Acheson, 1975.
13. Natural Products: Chemistry and Biological Significance Interscience, J. Mann,
R.S.Davidson, J.B.Hobbs, D.V. Banthrope and J. B. Harborne, Longman,Essex, 1994.
14. Organic Chemistry, Vol 2, I.L. Finar, ELBS, 6th edition, Pearson.
15. Stereoselective Synthesis: A Practical Approach, M. Nogradi, Wiley-VCH, 1995.
16. Rodd’s Chemistry of Carbon Compounds, Ed. S. Coffey, Elsevier.
17. Chemistry, Biological and Pharmacological Properties of Medicinal Plants from the
Americas, Ed. Kurt Hostettmann, M.P. Gupta and A. Marston, Harwood Academic
Publishers.
18. Introduction to Flavonoids, B.A. Bohm, Harwood Academic Publishers, 1998.
19. New Trends in Natural Product Chemistry, Atta-ur-Rahman and M.I. Choudhary,
Harwood Academic Publishers, 1998.
20. Insecticides of Natural Origin, Sukh Dev, Harwood Academic Publishers.
21. Total. Synthesis of Longifolene, J. Am. Chem. Soc., E. J. Corey, M. Ohno, R. B. Mitra,
and P. A. Vatakencherry. 1964, 86, 478.
22. Total. Synthesis of Longifolene, J. Am. Chem. Soc. 1961, 83, 1251.
23. The structure and total synthesis of 5-Vetivone, J. A. Marshall and P. C. Johnson, J. Org.
Chem., 35, 192 (1970).
24. Total synthesis of spirovetivanes, J. Am. Chem. Soc. 1967, 89, 2750.
25. The Total Synthesis of Reserpine, Woodward, R. B.; Bader, F. E.; Bickel, H., Frey, A. J.;
Kierstead, R. W. Tetrahedron 1958, 2, 1-57.
26. Total synthesis of Griseofulvin, Stork, G.; Tomasz, M. J. Am. Chem. Soc. 1962, 84, 310.
27. Synthesis of (±)-4-demethoxydaunomycinone,A. V. Rama Rao , G. Venkatswamy , S. M.
Javeed M. , V. H. Deshpande, B. Ramamohan Rao, J. Org. Chem., 1983, 48 (9), 1552.
28. The Alkaloids, The fundamental Chemistry A biogenetic approach, Marcel Dekker Inc.
New York, 1979.
29. Comprehensive Organic Chemistry by Barton and Olis, Pergamon Press, Oxford, 1979.
30. Medicinal Natural Products, a Biosynthetic Approach, Derick Paul, John Wiley and Sons,
2002.
31. Biosynthesis of Natural Products, Mannitto Paolo, Ellis Horwoocl Limited, 1981.
32. Selected Organic synthesis, Ian Fleming, John Wiley and Sons, 1973.
33. Total synthesis of Natural Products, J. ApSimon, John Wiley and Sons.
34. The Logic of Chemical Synthesis, E. J. Corey and Xue-Min Cheng, Wiley Interscience.
35. Classics in Total Synthesis , K. C. Nicolaou and E. J. Sorensen, Weinhem: VCH, 1996.
36. Spectroscopy of Organic compounds, P.S. Kalsi, New Age International Pub. Ltd. and
Wiley Eastern Ltd., Second edition, 1995.
37. Applications of Absorption Spectroscopy of Organic compounds, J. R. Dyer, Prentice
Hall of India, 1987.
38. Spectrometric Identification of Organic compounds, R.M. Silverstein and others,
John Wiley and Sons Inc., 5th ed., 1991
39. Absorption spectroscopy of organic Molecules, V.M. Parikh, 1974.
40. Spectroscopic methods in organic chemistry, Williams and Fleming, Tata McGraw
Hill, 4th ed, 1989.
41. Organic spectroscopy, William Kemp, ELBS, 3rd ed., 1987.
42. Organic structures from spectra, L. D. Field, S. Sternhell, John R. Kalman, Wiley, 4th
ed., 2011.
43. Introduction to spectroscopy, Donald L. Pavia, Gary M. Lampman, George S. Kriz,
James R. Vyvyan, 4th ed., 2009.
44. Organic spectroscopic structure determination: a problem-based learning approach
Douglass F. Taber, Oxford University Press, 17-Sep-2007.
45. Organic Spectroscopy: Principles And Applications, Jag Mohan, Alpha Science
International Ltd., 30-Mar-2004
46. Alkaloids,V.K. Ahuluwalia,Ane Books Pvt.Ltd.
47. Biotransformations in Organic Chemistry, 5thEdition, Kurt Faber, Springer
48. Structure Determination of Organic Compounds, EPretsch, P. Buhlmann, C.Affolter,
Springer
References for Course Code PSCHO 304 and 404: Paper IV

1. The organic chemistry of drug design and drug action, Richard B. Silverman, 2nd edition,
Academic Press
2. Medicinal chemistry, D.Sriram and P. Yogeeswari, 2nd edition, Pearson
3. An introduction to drug design-S. S. Pandeya and J. R. Dimmock (New age international)
4. Burger’s medicinal chemistry and drug discovery. by Manfred E. Wolf
5. Introduction to Medicinal chemistry. by Graham Patrick.
6. Medicinal chemistry-William O. Foye
7. T. B. of Organic medicinal and pharmaceutical chemistry-Wilson and Gisvold’s (Ed.
Robert F. Dorge)
8. An introduction to medicinal chemistry-Graham L. Patrick, OUP Oxford, 2009.
9. Principles of medicinal chemistry (Vol. I and II)-S. S. Kadam, K. R. Mahadik and K.G.
Bothara , Nirali prakashan.
10. Medicinal chemistry (Vol. I and II)-Burger
11. Strategies for organic drug synthesis and design - D. Lednicer Wiley
12. Pharmacological basis of therapeutics-Goodman and Gilman’s (McGraw Hill)
13. Enzyme catalysis in organic synthesis, 3rd edition. Edited by Karlheinz Drauz, Harold
Groger, and Oliver May, Wiley-VCH Verlag GmbH & Co KgaA, 2012.
14. Biochemistry, Dr U Satyanarayan and Dr U Chakrapani, Books and Allied (P) Ltd.
15. Bioorganic, Bioinorganic and Supramolecular chemistry, P.S. Kalsi and J.P. Kalsi. New
Age International Publishers
16. The Organic Chemistry of Enzyme-Catalysed Reactions, Academic Press, By Richard B.
Silverman
17. Enzymes: Practical Introduction to structure, mechanism and data analysis, By Robert A.
Copeland, Wiley-VCH, Inc.
18. The Organic Chemistry of Biological Pathways By John McMurry, Tadhg Begley by
Robert and company publishers
19. Biochemistry By Lehninger
20. Bioorganic Chemistry- A practical approach to Enzyme action, H. Dugas and C. Penny.
Springer Verlag, 1931
21. Biochemistry: The chemical reactions in living cells,By E. Metzler. Academic Press.
22. Concepts in biotechnology by D. Balasubrarnanian & others
23. Principals of biochemistry by Horton & others.
24. Bioorganic chemistry - A chemical approach to enzyme action by Herman Dugas and
Christopher Penney.
25. Natural product chemistry, A mechanistic, biosynthetic and ecological approach, Kurt
B.G. Torssell, Apotekarsocieteten – Swedish pharmaceutical press.
26. Natural products Chemistry and applications, Sujata V Bhat, B.A. Nagasampagi and S.
Meenakshi, Narosa Publishing House
27. Natural Products Volume- 2, By O. P. Agarwal
28. Chemistry of Natural Products, F. F. Bentley and F. R. Dollish, 1974
29. Natural Product Chemistry Vol.1 and 2, K. Nakanishi J. Goto. S.Ito Majori and S. Nozoo,
Academic Press, 1974.
30. Chemistry of natural products, V.K. Ahluwalia, Vishal Publishing Co.
31. Green Chemistry: An Introductory Text, 2nd Edition, Published by Royal Society of
Chemistry, Authored by Mike Lancater
32. Organic synthesis in water. By Paul A. Grieco, Blackie.
33. Green chemistry, Theory and Practical, Paul T.Anastas and John C.Warner.
34. New trends in green chemistry By V.K.Ahulwalia and M.Kidwai, 2nd edition, Anamaya
Publishers, New Delhi
35. An introduction to green chemistry, V.Kumar, Vishal Publishing Co
36. Organic synthesis: Special techniques. V.K.Ahulwalia and Renu Aggarwal.
Course Codes: PSCHO3P1 TO PSCHO4P4

References for Practicals

1. Comprehensive Practical Organic Chemistry: Preparation and Quantitative Analysis- V.

K. Ahluwalia and Renu Aggarwal, Universities Press India Ltd., 2000
2. Advanced Practical Organic Chemistry – N. K. Vishnoi, Third Addition, Vikas
Publishing House PVT Ltd
3. Systematic Laboratory Experiments in Organic Synthesis- A. Sethi, New Age
International Publications
4. Systematic Identification of Organic compounds, 6th edition, R. L. Shriner, R. C. Fuson
and D.Y. Curtin Wiley, New York.
5. Vogel's Textbook of Quantitative Analysis, revised, J. Bassett, R. C. Denney, G. H.
Jeffery and J. Mendham, ELBS
6. Experiments and Techniques in Organic Chemistry, D. Pasto, C. Johnson and M. Miller,
Prentice Hall
7. Macro-scale and Micro-scale Organic Experiments, K. L. Williamson, D. C. Heath.
8. Systematic Qualitative Organic Analysis, H. Middleton, Adward Arnold.
9. Handbook of Organic Analysis- Qualitative and Quantitative, H. Clark, Adward Arnold.
10. Vogel's Textbook of Practical Organic Chemistry, Fifth edition,2008, B.S.Furniss, A. J.
Hannaford, P. W. G. Smith, A. R. Tatchell, Pearson Education.
11. Laboratory Manual of Organic Chemistry, Fifth edition, R K Bansal, New Age
Publishers.
12. Organic structures from spectra, L. D. Field, S. Sternhell, John R. Kalman, Wiley, 4th
ed., 2011.

1. The candidate is expected to submit a journal certified by the Head of the Department
/institution at the time of the practical examination.
2. A candidate will not be allowed to appear for the practical examination unless he/she
produces a certified journal or a certificate from the Head of the institution/department
stating that the journal is lost and the candidate has performed the required number of
experiments satisfactorily. The list of the experiments performed by the candidate should
be attached with such certificate.
3. Use of non-programmable calculator is allowed both at the theory and the practical
examination.

Scheme of examination for M.Sc. Organic Chemistry Semester III and IV.
Internal Theory examination (40 Marks)
1. One seminar based on curriculum / publication of a research paper/ presentation of a
research paper in seminar or conference (to be assessed by teacher of the institution
teaching PG learners).
a) Selection of the topic, introduction, write up, references. 15 marks
b) Presentation. 15 marks
2. Active participation in routine class instructional deliveries. 05 Marks
3. Overall conduct as a responsible learner, communication and leadership
qualities in organizing related academic activities. 05 Marks

There will not be any internal examination for practical.

External Theory Examination (60 Marks)

Paper Time allotted in hours Maximum marks

Paper- I 2.5 60

Paper-II 2.5 60

Paper-III 2.5 60

Paper-IV 2.5 60

It is recommended that a total of five questions be set, based on the syllabus with due weightage
to the number of lectures allotted per topic. The candidates are expected to answer all five
questions. Question 5 will be based on all four units and the remaining questions will be based
on the units as indicated below

Semester- III Semester-IV

Q.1 Unit-I Unit-I
Q.2 Unit-II Unit-II
Q.3 Unit-III Unit-III
Q.4 Unit-IV Unit-IV
Q.5 From all four units From all four units

Semester End Practical Examination (50 Marks)

Laboratory Work 40 Marks

Journal 05 Marks
Viva 05 Marks

The practical examination will be held for two days as described below. The candidates will be
examined practically and orally on each day.
Papers Day Experiments Time duration in hours Maximum marks

Paper I Day -1 M 1 3.5 50

Paper I Day-1 E 1 3.5 50

Paper I Day-II M 1 3.5 50

Paper I Day-II E 1 3.5 50