IV SEMESTER

ORGANICCHEMISTRY-V
Sub.Code: CHT4100 TotalHours: 60 hours
Credits: 4+0+0=4

organometallic
Course Outcome
preparation and reaction mechanism of ylides and
CO-I To understand the
reagents. organometallic compounds.
To understand the chemistry of
designing of simple organic molecules.
CO-2
CO-3 Gives broad knowledge about
CO-4 To develop the broad concept of green synthesis.
UNIT I
structure and comparison of
Ylides: Phosphorus, sulfur and nitrogen ylides: Preparation,
ylides with carbonyl compounds,
reactivity. Reactions of phosphorus sulfur and nitrogenWittig-Horner reaction.
including mechanism and stereochemistry. Wittig reaction, compounds: Organoboranes,
Preparation, Reactions and applications of organometallic
Organolithium reagent, Organolithium, Organomagnesium and Organocopper Reagent. 15Hrs
Shapinolo
UNIT II
Chemistry of organometallic compounds: stereoselctive additions of
Organoaluminium reagents: Preparation, site selective and chlorides, allyl vinyi
nucleophiles mediated by organoaluminum reagents, reaction with acid
products.
ethers. 1.2-addition to imines and application in the synthesis of natural
Organopalladium compounds:(Suzuki coupling, Heck reactior genation reaction, Stille
Organotin reagents: Barton decarboxylation reaction, BartoD deoxy Keck stereoselective
couDling) Stille-Kelley coupling reactions, (Barton McCombie reaction,
allylatioD and other applications. addition reactions of
transmetallation,
Organozinc reagents: Preparation - oxidative addition and
and enantioselective addition
kyl, aryl, allylic and propargylic zinc reagents, diastereoselective 15Hrs
teaction with aldehydes, Reformatsky reaction.

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JSS Science and Technology University M.ScChemistry
Syllabus 2021-22
UNIT III
Designing of organic synthesis:
Synthesis of simple organic molecules:
Conversion of benzene to benzoic acíd, conversion ofnitro benzene to chloro benzene, conversie.
of benzene to cresois, conversion of benzene to methoxybenzene, conversion of toluene tomOn
toluene, conversion of acetone to acetophenone,tonversion of
acetophenone to
methoxyacetophenone, eonversion of benzene to m-methylbenzoic acid, conversion of aniline tep-
m-nitro aniline, benzoic acid to bromo benzene, benzaldehyde to o-xylene, conversion of indole t
3-ethylindole, conversion of furan to 2-methyl furan.)conversion of furan to benzofuran
conversion of thiophene to 3-bromo 2-nitro thiophene.
15Hrs
UNIT IV
Reagents in organic synthesis: Use of following reagents in organic synthesis and functional
group transformations:( Lithium disopropylamide (LDA),) Gilmann reagent.
dicyclohexylcarbodimide (DC), dichlorodicyanoquinone (DDQ), trialkylsilyl halides, phas
transfer catalyst, crown ethers, Fenton's reagent, Ziegler-Natta catalyst, diazomethane.
tributyltinhydride, stannous chloride, triphenyl phosphine, cyclodextrins, Woodward and Prevost
hydroxylation, Peterson reaction, sharpless epoxidation, Lawson reagent, NBS, chlorannine-T.
15Hrs

References:
1. J. March, Advanced Organic Chemistry, Willey Interscience. Plenum
2. F. A. Carey and Sundberg, Advanced Organic Chemistry - Part A & B, 3rd edition,
Press, New York.
Vol 1.
3. Comprehensive OrganicChemistry, Pergamon Press, New York,Mac
4. H. Pine, Hendrickson, Cram and Hammond, Organic Chemistry, Grow Hill, New York.
S.I. I. Finar, Organic Chemistry, ELBS Longmann, Vol. I& II.
6. Comprehensive Organic Synthesis B. M. Trost and I. Fleming series, Pergamon Press. New
York.
8. S. K. Ghosh, Advanced General Organic Chemistry, Book and Alleied (P) Lid.
9.Heterocyclic Chemistry -Joule &Smith
10. Heterocyclic chemistry - Achaeson
11. Basic Principles of heterocyclicchemistry - L. A. Pacquette
12. Comprehensive heterocyclic chemistry -Kartritzky series, Pergamon Press, New YorK.

Page54
SScience and Technology University M.Sc Chemistry
Syllabus 2021-22
IV SEMESTER
Credits: 4+0+0=4 ORGANICCHEMISTRY-VI
Sub.Code: CHT4200 Total Hours: 60 hours
Course Outcome
CO-lTo understand the concept of alkaloids and
CO-2
Understands the importance, synthesis of Flavonoid.
CO-3 |To understand the
fundamentals carbohydrates, aminoacids and peptides,
and structural elucidation
Porphyrins and Terpenoids of different kinds of
CO-4 To understand the
steroids
fundamentals, structure and structural elucidation of Vitamins and

UNIT I
Alkaloids: Definition, nomenclature and physiological action,
Deternination of carbon skeleton of alkaloids (Hofmann, Emde and Von occurrence, . isolation.
methods). Structure elucidation and synthesis of the following: Ephedrine, Braun.degradation
Atropine and Morphine Coniine, Nicotine,
Flavonoid: Occurrence, nomenclature and general methods of structure
and Biological importance of flavonoids determination. Isolation
15Hrs
UNIT II
Carbohydrates: Introduction. Kiliani-Fischer synthesis, Determination of configuration of the
monosaccharides, conformational analysis of monosaccharides.(Synthesis of amino sugars (B-D
Glucosamine, galactosamine, N-acetyImuramic acid (NAMA), N-acetyl neuraminic acidNANA).
C- and N-glycosides. Synthesis of a!donic, uronic, aldaric acids and alditols. Structure elucidation
of sucrose, galactose and maltose. Photosynthesis of carbohydrates)
Amino acids, peptides and proteins: Chemical and enzymatic hydrolysis of proteins to peptides,
amino acid sequencing. Synthesis of tyrosine, serine, lysine, tryptophan, phenylalanine.
Peptides: Solid phase peptide synthesis, synthesis of dipeptides.
15Hrs
UNIT-III
Porphyrins: Introduction, structure and biological functions of haemin. Vitamin B12: structure
and as coenzyme in molecular rearrangement reactions; Chlorophyll: structure and biological
importance
Terpenoids: Classification, nomenclature, occurrence, isolation, isoprene rule. Structure
determination, biosynthesis and syntliesis of the following representative molecules:
Monoterpenoids: geraniol (acyclic), menthol (monocyclic). Sesquiterpenoids: zingiberene
(monocyclic), santonin (bicyclic), Diterpenoids: Phytol and abietic acid.
1SHrs
UNIT-1V
(Vitamins: Classification, sources and biological importance of vitamin B1, B2, B6, folicCacid,
of vitamin Aand
l,C, DI, E(a-tocopherol), KI, K2, H(B- biotin). Structure elucidation
Synthesis of the following:
Vitamin B1 including synthesis of pyrimidine and thiazole moieties
Vitamin B2 from 3, 4-dimethylanilineand D(-)ribose )
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JSS Science and Technology University M.ScChemistry Syllabus 202 1-22

Vitamin B6 from: 1)ethoxyacetylacetone and cyanoacetamide.

Steroids: General structure, classification, Occurrence, biological role, important structural and
alkaloids.
stereochemical features of the following: corticosteroids, steroidal hormones, steroidal
sterols and bile acids. 15Hrs

Referen ces
1. L. Finar, Organic Chemistry, ELBS Longmann, Vol. I& II, 1984.
Principles of Biochemistry, CBZ
2. K. Albert, L. Lehninger, D.L. Nelson, M.M. Cox,
publishers, 1st edition, New Delhi, 1993 edition, Prentice Hall Press, New York.
3. Harper's Biochemistry, Ed. R.Harper, 22nd
S. Introduction to alkaloids G. A. Swan.
6. The alkaloids- K. W. Bently
and design, D. Lednicer, John Wiley.
7. Strategies for organic drug synthesis
Wiley.
8. Medicinal Chemistry, A Kar, Himalaya, New Delhi.
9. Synthetic drugs, G. R. Chatwal, Vol. 5 (Antibiotics), D.H.R. Barton, W. D. Ollis.
10. Comprehensive organic chemistry,
Pergamon Press, NY.
Graham, Viva, New Delhi.
11. Instant Notes Medicinal Chemistry, P