University of Madras - BSc Syllabus - Semester VI - Paper X

UNIVERSITY OF MADRAS
B.Sc. DEGREE COURSE IN CHEMISTRY
SEMESTER SYSTEM WITH CREDITS
(Effective from the Academic Year 2003-2004)

Semester VI - Paper X - Organic Chemistry-II

Duration: 3 hrs
Maximum Marks: 100
Credits: 4

(60 hrs)

Unit - I

(15 Hrs)

1.1 Diazomethane and diazoacetic ester - preparation, structure and synthetic uses. Preparation and properties of - Phenylene diamines, sulphanilic acid, sulphauila mide, saccharin and chloramine-T.

1.2 Dyes - Theory of colour and constitution. Calssification - according to structure and method of application. Preparation and uses of 1) Azo dye-methyl orange and Bismark brown 2) Triphenyl methane dye Malachite green. 3) Phthalein dye - phenolphthalein and fluroescein 4) Vat dye - indigo 5) Anthraquinone dye - alizarin.

Unit - II

(25 hrs)

2.1 Aminoacids and proteins - Classification of aminoacids. Essential and nonessential amino acids, preparation of alpha aminoacids, properties and reactions. Zwitter ions, isoelectric points - Peptide synthesis - structure determination of polypeptides - end group analysis.

2.2 Proteins - Classification based on physical and chemical properties and on physiological functions. Primary and secondary structure of proteins, helical and sheet structures (elementary treatment only) Denaturation of proteins. Nucleic acids. Types of nucleic acids - RNA and DNA, polynucleotide chain components - biological functions.

2.3 Carbohydrates - Classification - constitution of glucose and fructose. Reactions of glucose and fructose - osazone formation. Mutarotation and its mechanism. Cyclic structure. Pyranose and furanose forms. Determination of ring size. Haworth projection formula, configuration of monosaccharides epimenrisation, chain lengthening and chain shortening of aldoses. Inter conversion of aldoses and ketoses.

2.4 Disaccharides - Reactions and structure of sucrose. Structure and properties of starch and cellulose.

Unit - III

(20 hrs)

3.1 Natural Products - Terpenses - isoprene rule. Structural elucidations of - Geraniol, menthol and alpha terpineol.

3.2 Alkaloids - General methods of isolation and general methods of structure detennination of conine, piperine and nicotine.

3.3 Vitamins - Classification - Structural elucidations of- pyridoxine and ascorbic acid.

3.4 Molecular rearrangements - Classification as anionotropic - cationotropic and intra molecular. Pinacol - pinacolone rearrangement (mechanism, evidence for carbonium ion intermediate formation - migratory attitude) Beckmann, Hoffinann, Curtius, Benzilic acid rearrangements (mechanisms only) Claisen rearrangement (sigmatropic) - Evidence for intermolecular nature and allylic carbon attachment,) - para claisen, Cope and oxycope rearrangements. Fries rearrangement (two mechanisms).