NIT Srinagar Syllabus 3rd Sem Chemical Mechanistic Organic Chemistry

  NIT Srinagar Syllabus 3rd Sem Chemical

Mechanistic Organic Chemistry

Basic Concepts in Mechanistic Organic Chemistry

Electron displacement effects: Inductive, electromeric, mesomeric and hyper conjugative effects, and their applications. Tautomerism: Keto-enol, triad system and ring chain tautemerism. Stereoisomerism: Optical isomerism, configuration, chirality, R-S and D-L nomenclature. Geometrical Isomerism: Cis-trans and E-Z nomenclature. Bond Fission: Homolysis and heterolysis. Reaction Intermediates: Generation, fate and stability of carbonations, carbanions, free radicals, carbons.

Substitution and Addition Reactions

Substitution Reactions: Aliphatic nucleophilic substitution reactions, SN1 and SN2 mechanisms and their kinetics. Aromatic electrophilic substitution reactions, orientation in 2nd substitution. Halogenation, nitration, sulphonation, Fidel Crafts reactions, Roemer- Tiemann reactions.

Addition Reaction: Addition across carbon-carbon doublre bonds, examples halogenation and hydrohalogenation reactions (Markovnikov’s rule). Addition to carbon-oxygen double bonds, addition of cyanide ion, bisulphite ion and ammonia derivatives. Aldol condensation, Cannizaro’s reaction, Perkin’s reaction.

Elimination & Rearrangement Reaction

Mechanism of E1 & E2, stereospecificity and orientation in elimination reactions. Sytzev and Hoffman elimination. Rearrangement Reactions: Bechmann rearrangement, its stereospecificity and applications. Hoffmann Wolf and Wanger-Meerwein rearrangement.

Chemistry of Natural Products

Fats and Oils: Definition, occurrence, chemical nature, transesterification, autooxidation, hydrolysis, hydrogenation, hydrogenolysis, acid value, saponification value, iodine value, RM value.

Carbohydrates: Definition, classification, identification tests, Molisch test, Tollen’s test, Fehling’s test, Osazone formation.

Books Recommended

  1. Peter, S. “A Guidebook To Mechanism In Organic Chemistry, 6th Edn.”, Longman, 1986.
  2. Knipe, A. C. and Watts, W.E. (Eds.), “Organic Reaction Mechanisms”, John Wiley & Sons Ltd.,2003.
  3. Jackson, R.A. “Mechanisms in Organic Reactions”, Royal Society of Chemistry (RSC), UK, 2005.
  4. Jacobs, A. “Understanding Organic Reaction Mechanisms”, Cambridge University Press, 1997.
  5. Ahulwalia, V.K. and Prashar, R.K. “Organic Reaction Mechanisms”, CRC Press, 2002.
  6. Smith, M.B. and March, J. “March’s Advanced Organic Chemistry: Reaction, Mechanisms and Structure”, Wiley Interscience, 2001.
  7. Handrickson, J.B., Gram, D.J., Hammond, G.S. “Organic Chemistry”, McGraw-Hill, 1970.

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