Organic Chemistry I MU BPH_C_301_T

Organic Chemistry I

No. Details Hours
1 Structure
1.1 Nomenclature of mono/polyfunctional compounds (trivial and IUPAC) (Heterocycles to be 4
1.2 Hybridization states of C, O and N. 1
1.3 Atomic orbitals, Molecular orbitals of sp3 (ethane), sp2 (ethene), and sp (acetylene) and C 2
attached to heteroatoms with lone pairs.
HOMO and LUMO of ethene and the C=O group.
1.4 Basic concepts of electronegativity, hydrogen bonding, inductive effect, dipole moment, log 2
P with examples of monofunctional compounds.
1.5 Concept of aromaticity: Huckel’s rule, identification of aromatic, non-aromatic and anti- 2
aromatic systems based on planarity, conjugation and Huckel’s rule.
1.6 Resonance in aliphatic and aromatic systems: Rules of resonance and stability of the 2
resonance structures.
Tautomerism of keto-enol and imine-enamine systems.
1.7 Stereochemistry: 6
Concept of configuration and chirality, axes of symmetry, plane of symmetry, center of
Representation of molecules using projection formulae – Fischer, Wedge, Sawhorse and
Geometric Isomerism: Methods of determination of configuration of geometric isomers.
Optical isomerism: Enantiomers and diastereomers.
Nomenclature of stereoisomers including E and Z, D and L and R and S designations.
Conformations of ethane, butane, cyclohexane with their energy profile diagrams.
Conformational analysis of mono- and di-substituted cyclohexanes.
Types of strains: Angle strain (Baeyer Strain), transannular strain (Prelog Strain), torsional
strain (Pitzer strain).
2 Ionization, acidity, basicity and pKa (excluding heterocyclic compounds). 6
3 Geometry, stability and properties of the following reactive intermediates: carbocations, 6
carbanions, carbenes and carbon radicals.
Electrophiles and nucleophiles (including charged and neutral species).
Concept of leaving groups, alkyl shifts and migratory aptitude.
4 Equilibria, rates and mechanisms. 7
5 Mechanism of SN1, SN2, E1 and E2 reactions. 4
Factors affecting substitution and elimination reactions.
Comparison of substitution and elimination reactions.
6 Reactivity of the following functional groups: 4
Alkenes, alkynes, alcohols, phenols, alkyl halides, ethers, aldehydes, ketones, carboxylic


acid and derivatives, amines.
(Molecular orbital diagrams for nucleophilic addition to carbonyl group and electrophilic
addition to alkene).
7 Influence of the physicochemical properties of the above mentioned functional groups on 2
the following aspects: receptor binding, formulation and degradation.


  1. Organic Chemistry, Jonathan Clayden, Nick Greeves, and Stuart Warren, Oxford University Press.
  2. Organic Chemistry, Stanley H. Pine, James B. Hendrickson, Donald J. Cram, and George S. Hammond, McGraw-Hill Book Co.
  3. Organic Chemistry, John E McMurry, Brooks/Cole Cengage Learning.
  4. Textbook of Organic Chemistry, P. S. Kalsi, MacMillan India Limited.
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