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Annexure ‘CD-01’ Course Title: ORGANIC CHEMISTRY – V Course Code: CHEM Credit Units: 6 Level: Under Graduate L T P/S SW/F W TOTAL CREDIT UNITS 3 1 4 0 6 Course Objectives: The objective of this course is to develop an understanding of various nitrogen derivatives of organic molecules, dyes and biomolecules like carbohydrates and proteins by focusing on preparation, properties and reactions. Prerequisites: Fundamental understanding and knowledge of all functional groups in organic chemistry Course Title Weightage (%) Module 1 Nitrogen Containing Functional Groups Amines: Structure and nomenclature of amines, physical properties. Separation of a mixture of primary, secondary and tertiary amines. Structural features affecting basicity of amines. Preparation of alkyl and aryl amines (reduction of nitro compounds, nitriles, reductive amination of aldehydic and ketonic compounds). Gabrielphthalimide reaction, Hofmann bromamide reaction. Electrophilic aromatic substitution in aryl amines, reactions of amines with nitrous acid. Diazonium Salts: Mechanism of diazotisation, structure of benzene diazonium chloride, Replacement of diazo group by H, OH, F, Cl, Br, I, NO2 and CN groups, reduction of diazonium salts to hyrazines, coupling reaction and its synthetic application. Nitro Compounds: Preparation of nitro alkanes and nitro arenes and their chemical reactions. Mechanism of electrophilic substitution reactions in nitro arenes and their reductions in acidic, neutral and alkaline medium. 30 Module II Carbohydrates 30 Occurrence, classification and biological importance of Carbohydrates Monosaccharides: Constitution and absolute configuration of glucose and fructose, epimers and anomers, mutarotation, determination of ring size of glucose and fructose, Haworth projections and conformational structures; Interconversions of aldoses and ketoses; Killiani-Fischer synthesis and Ruff degradation; Disaccharides –maltose, lactose and sucrose Polysaccharides –starch, cellulose and glycogen. Module III Dyes Synthetic Dyes Colour and constitution (electronic Concept), Classification of dyes, Chemistry and synthesis of Methyl orange, Congo red, Malachite green, phenolphthalein, fluorescein, Alizarin and Indigo. Module IV Amino acids, Peptides and Proteins 15 25 Amino Acids: Classification, structure and stereochemistry of amino acids, Acid-base behavior, isoelectric point and electrophoresis, Preparation and reactions of α- amino acids. Peptides: determination of their primary structures-end group analysis, methods of peptide synthesis. Synthesis of peptides using N-protecting, C-protecting and C-activating groups - Solid-phase synthesis Protein: Structures of proteins, Protein denaturation/ renaturation; Student Learning Outcomes: On completion of the course the student will be able to: 1. Analyze the structures, properties of various derivatives of organic molecules 2. Students will be able to demonstrate mechanistic pathways of derivatives of organic molecules. The experiments will focus on the skills of forming nitrogen derivatives of parent compound as well as analyzing the properties of given carbohydrates and amino acids/proteins. Pedagogy for Course Delivery: The course pedagogy will include lectures, tutorial, practicals, seminar and group discussions on applications of the topics covered. List of Experiments: 1. Determination of concentration of a given sucrose solution using a Polarimeter. 2. Estimation of reducing and non-reducing sugars by Fehling’s method. 3. Estimation of carbohydrate by anthrone method spectrometrically. 4. Derivatization of Glucose and fructose to osazone 5. Estimation of amino acids using ninhydrin reaction colorimetrically. 6. Estimation of amino acid (Glycine) by Sorenson’s Formal Titration Method. 7. Estimation of proteins in egg albumin by biuret method. 8. Estimation of protein by Folin-Lowry method. 9. Diazotization coupling: Preparation of Methyl Orange and Methyl red 10. Nitration: p-nitroacetanilide from acetanilide; picric acid from phenol 11. Quantitative estimation of ascorbic acid in plant tissue by colorimetry. 12. Separation of carbohydrates and amino acid mixtures by radial and ascending paper chromatography Assessment/ Examination Scheme: Theory L/T (%) Lab/Practical/Studio (%) 67 End Term Examination (%) 33 100 Continuous Assessment/Internal Assessment End Term Examination Components (Drop down) CT S/V/Q HA AT Weightage (%) 67 10 8 7 5 70 End Term Examination Lab/ Practical/ Studio Assessment: Continuous Assessment/Internal Assessment Components (Drop down) Weightage (%) 33 Text: LR P V/Q AT 5 10 10 5 EX Viva 35 35 Organic Chemistry, Morrison and Boyd, Prentice Hall. Organic Chemistry, L.G. Wade Jr. Prentice Hall Fundamentals of Organic Chemistry Solomons and Fryle, John Wilev. Organic Chemistry, Vol. I, II and III S.M. Mukherji, S.P. Singh and R.P. Kapoor Organic Chemistry: Morrison and Boyd, Prentice Hall of India Pvt. Ltd. New Delhi Organic Chemistry, ArunBahl&B.S.Bahl, S.Chand& Co. New Delhi Standard Methods of Chemical Analysis, W.W. Scott, The Technical Press. Experimental Organic Chemistry, Vol.Iand II, P.R. Singh, D.S. Gupta and K.S. Bajpai, Tata McGraw Hill. Laboratory Manual in Organic Chemistry, R.K. Bansal, Wiley Eastern.