Organic Chemistry I: Basics Of Hydrocarbons

Paper Code: 
24CCHY 211
Credits: 
4
Contact Hours: 
60.00
Max. Marks: 
100.00
Objective: 

This course will enable the students to

acquire in-depth knowledge of structure, bonding, reactivity and reaction mechanisms of aliphatic and aromatic hydrocarbons including their stereochemistry.

 

Course outcomes (COs):

Course

Learning Outcome

(at course level)

Learning and Teaching Strategies

Assessment Strategies

Course Code

Course

title

 

24CCHY 211

 

 

Organic Chemistry I: Basics Of Hydrocarbons

(Theory)

 

 

 

CO24: Identify and apply the knowledge of different electronic effects to solve the mechanistic problems.

CO25: Apply the concepts of configurational and conformational isomerism in different organic compounds.

CO26: Describe the structure, stability, reactivity and mechanistic ability of various saturated and unsaturated hydrocarbons.

CO27: Predict the stability & reactivity of the conformational isomers of cycloalkanes.

CO28: Identify the different aromatic, nonaromatic, homoaromatic and antiaromatic compounds and interpret their properties.

CO29: Contribute effectively in course-specific interaction.

Approach in teaching:

Interactive lectures, tutorials, group discussions and e-learning.

 

 

Learning activities for the students:

Peer learning, e-learning, problem solving through tutorials and group discussions.

 

Written examinations, assignments and quiz.

 

 

12.00
Unit I: 
Basics of Organic Chemistry

Organic Compounds: classification, and nomenclature, hybridization, shapes of molecules,influence of hybridization on bond properties.

Electronic Displacements: inductive, electromeric, resonance and mesomeric effects, hyperconjugation and their applications, dipole moment, organic acids and bases, their relative strength.

Homolytic and heterolytic fission with suitable examples, curly arrow rules, formal charges, electrophiles and nucleophiles, nucleophlicity and basicity, types, shape and their relative stability of carbocations, carbanions, free radicals and carbenes.

Introduction to types of organic reactions and their mechanism: addition, elimination and substitution reactions.

12.00
Unit II: 
Stereochemistry

Fischer projection, Newmann and Sawhorse projection formulae and their interconversions. Geometrical isomerism: cis–trans and, syn-anti isomerism E/Z notations with C.I.P rules.

Optical Isomerism: optical activity, specific rotation, chirality/asymmetry, enantiomers, molecules with two or more chiral-centres, distereoisomers, meso structures, racemic mixture and resolution, relative and absolute configuration: D/L and R/S designations.

12.00
Unit III: 
Chemistry of Aliphatic Hydrocarbons-I

A. Carbon-Carbon sigma bonds: Chemistry of alkanes- formation of alkanes, Wurtz reaction, Wurtz-Fittig reactions, free radical substitutions: halogenation (relative reactivity and selectivity).

B. Carbon-Carbon pi bonds: Formation of alkenes and alkynes by elimination reactions, mechanism of E1, E2, E1cB reactions, Saytzeff and Hofmann eliminations.

Reactions of alkenes: Electrophilic additions their mechanisms (Markownikoff/ AntiMarkownikoff addition), mechanism of oxymercuration-demercuration, hydroboration-oxidation, ozonolysis, reduction (catalytic and chemical), syn and anti-hydroxylation (oxidation), 1,2-and 1,4-addition reactions in conjugated dienes and, Diels-Alder reaction, allylic and benzylic bromination and mechanism, e.g. propene, 1-butene, toluene, ethyl benzene.

Reactions of alkynes: Acidity, electrophilic and nucleophilic additions, hydration to form carbonyl compounds, alkylation of terminal alkynes.

 

12.00
Unit IV: 
Chemistry of Aliphatic Hydrocarbons-II

Cycloalkanes and Conformational Analysis: Types of cycloalkanes and their relative stability, Baeyer strain theory, conformation analysis of alkanes: relative stability, energy diagrams of cyclohexane: chair, boat and twist boat forms, relative stability with energy diagrams.

 

12.00
Unit V: 
Aromatic Hydrocarbons

Aromaticity: Hückel’s rule, aromatic character of arenes, cyclic carbocations/carbanions andheterocyclic compounds with suitable examples.

Electrophilic aromatic substitution: halogenation, nitration, sulphonation and Friedel-Craft’s alkylation/acylation with their mechanism, directing effects of the groups.

 

Essential Readings: 
  1. Organic Chemistry, Sixth Edition; R. T. Morrison, R. N. Boyd; Pearson Education India, New Delhi, 2017.

 

References: 
  1. Stereochemistry of Organic Compounds, First Edition; Eliel, E. L. & Wilen, S. H., Wiley,New Delhi, 2008.
  2. Organic Chemistry, Vol. I, Sixth Edition; I.L. Finar; Pearson Education, New Delhi, 2002.
  3. Organic Chemistry, Sixth Edition; G. Marc Loudon, J. Parise; W.H. Freeman, New York, 2015.
  4. Stereochemistry Conformation and Mechanism, Sixth Edition; Kalsi, P. S., New Age International, New Delhi, 2005.

 

e-Resources:

  1. https://www.youtube.com/watch?v=Bw_cetheReo (Unit II & IV)
  2. https://www.youtube.com/watch?v=ofFEFywbJKA (Unit II & IV)
  3. https://as.vanderbilt.edu/chemistry/Rizzo/Chem220b/Chapter_15.pdf ( Unit V)

 

Academic Year: