Syllabus (CHEMISTRY)

Course Type: MAJ-18

Semester: 8

Course Code: BCEMMAJ18C

Course Title: Organic Chemistry – VI

(L-P-Tu): 3-1-0

Credit: 4

Practical/Theory: Combined

Course Objective: COURSE OBJECTIVE OF MAJOR - 18: The syllabus of Major -18 has been designed to provide the students with in-depth knowledge of Structure-reactivity relationship, application of spectroscopy including NMR and Mass spectroscopy, organic transformation and

Learning Outcome: COURSE OUTCOMES OF MAJOR – 18: CO - 18.1 : Thorough understanding ofStructure-reactivity relationship in the light of Hammett equation and Taft equation. CO - 18.2 : Detailed study of NMR and Mass spectroscopy. Determination of structure of organic mol

THEORY:

1. Structure-reactivity relationship: (5 L)

The Hammett equation and linear free energy relationship, equilibria and rates in organic reactions, substituent and reaction constants, Taft equation.

2. Application of Spectroscopy: (15 L)

a) NMR Spectroscopy:

Principle, instrumentation and different techniques (CW & FT) of NMR spectroscopy, classification of A4, A3, ABX, AMX, ABC, A2B2 in proton NMR. Introduction to ¹³C-NMR spectroscopy. Rules for carbon-13 calculations.

b) Mass Spectroscopy:

Instrumentation, methods of ionization: EI, CI, Electronimpact mass spectroscopy, low and high resolution, exact masses of nucleides, molecular ions, isotopeions, mass marking techniques, fragment ions of odd and even electron types, rearrangement of ions, base peak, nitrogen rule, metastable peaks, isotope peaks, isotope effects in chloro and bromo compounds, calculation of molecular formula, factors effecting cleavage patterns. Structure determination of organic compounds by IR, UV-Vis, 1H &¹³C NMR and Mass spectroscopy.

3. Organic Transformation: (10 L)

Multi-component reactions-early examples, Ugi reaction, Passerini reactions, Biginelli condensation; Baylis-Hillman reaction, Olefin metathesis, Remote functionalisation.

4. Photochemistry: (15 L)

Basic principles, Jablonski diagram, photosensitization and quenching, photochemistry of olefinic compounds, cis-trans isomerisation, Peterno-Buchi reaction, Norrish Type – I and II reactions, photoreduction of ketones, di-π methane rearrangement, photo-induced reactions in organic compounds.

READING REFERENCES:

1. Organic Photochemistry -J. W. Coxon & B. Halton.
2. Elements of Organic Photochemistry -D. O. Cowan & K. L. Drisco.
3. Spectrometric Identification of Organic Compounds – R. M. Silverstein & F. O. Webster; 6th edition.
4. Applications of Nuclear magnetic Resonance Spectroscopy in Organic Chemistry L. M. Jackman.
5. NMR and Chemistry – J. W. Akitt.
6. Organic Spectroscopy – W. Kemp, 3rd Edn.
7. Strategic Applications of Named Reactions in Organic Synthesis By Laszlo Kurti, Barbara Czako · 2005.

PRACTICALS:

Synthesis of organic compounds involving:

1. Nitration, diazotization.

2. Photochemical reaction

3. Sandmayer reaction

4. Pinacol-pinacolone rearrangement, Claisen rearrangement etc.

REFERENCES FOR PRACTICALS:

1. Frederick George Mann, ‎Bernard Charles Saunders - Practical Organic Chemistry.