Symmetry, Stereochemistry and Applications

By Prof. Angshuman Roy Choudhury | IISER Mohali

Learners enrolled: 536

This course would highlight the concepts and applications of molecular symmetry, isomerism, chirality, applications of stereochemistry in simple organic reactions etc. The students will be introduced to various symmetry elements and symmetry operations observed in various organic molecules, how to identify the symmetry elements and then determine the point groups etc. Then the students would learn the difference between conformation and configuration, various aspects of stereochemistry and will learn to visualize molecules in 3D. Then the course will deal with various organic reactions where stereochemistry plays a major role. This course is suitable for 1st and 2nd year B. Sc students studying Chemistry as one of the subjects in their curriculum.

INTENDED AUDIENCE : 1st and 2nd year B.Sc. students

PREREQUISITES : Should have passed 10+2 with science

INDUSTRIES SUPPORT : R&D section of Chemical, Pharmaceutical industry

Summary

Course Status :	Completed
Course Type :	Core
Duration :	12 weeks
Category :	Chemistry
Credit Points :	3
Level :	Undergraduate
Start Date :	24 Jan 2022
End Date :	15 Apr 2022
Enrollment Ends :	07 Feb 2022
Exam Date :	24 Apr 2022 IST

Note: This exam date is subjected to change based on seat availability. You can check final exam date on your hall ticket.

Page Visits

Course layout

Week 1:Introduction, IUPAC nomenclature of organic compounds, Conformation and Configuration, Molecular symmetry elements

Week 2:Molecular point groups, Conformational analysis of alkanes and substituted alkanes, Newman and Saw-horse projection

Week 3: Conformation of cyclic molecules: cyclohexane, mono and disubstituted cyclohexane, cyclohexene, cis- and trans- decalene etc

Week 4:Isomerism: Stereoisomerism, topicity of ligands and faces, Enantiomers and Diastereomers, asymmetry and dissymmetry, Fisher Projection

Week 5:Stereoisomerism in chiral molecules- optical isomerism, Circular Dichroism (CD) and Optical Rotatory Dispersion (ORD) and their applications, racemization, D/L and R/S nomenclature, meso-compounds etc.

Week 6:Pseudoasymmetry, Stereochemistry of Allenes, substituted Allenes, Atropeisomerism in Biphenyl and Spiro compounds, Geometrical isomerism (cis-/trans- and E/Z notations)

Week 7: Diastereoisomerism in cyclic system- cyclopropane, cyclobutane, cyclohexane, compounds containing C=O, C=N, fused ring compounds

Week 8:Application of stereochemistry in chemical reactions: Stereoselectivity, Stereospecificity, Regiospecific, Regioselective, Chemoselective reactions Introduction to rate of a reaction, rate determining step etc.

Week 9:Stereochemical aspects of basic organic reactions: SN1, SN2, SNi, NGP, E1 and E2 reaction mechanism, reactions of cyclohexane derivatives

Week 10:Cycloaddition reactions: Diels-Alder reactions, Hydroboration-Oxidation of alkenes,, Baeyer-Villiger Oxidation. Stereochemistry of Aldol condensation, Wittig reaction, Carbonyl addition reaction

Week 11: Stereochemistry of Molecular rearrangements: Pinacol rearrangement, Hoffman, Curtius, Schmidt and Lossen rearrangemnet, Beckmann, Wolff Rearrangement, Cope, Claisen rearrangement

Week 12:Introduction to crystallographic symmetry: 1D symmetry, Concept of 2D symmetry and lattices, notations of symmetry elements, space groups in 2D, 3D lattices, 32 point groups and their notations, crystal systems and Bravais lattices

Books and references

1. Stereochemistry of Organic Compounds Principles and Applications by D. Nasipuri, 3rd Edition, New Age International (P) Ltd Publishers

2. Basic Stereochemistry of Organic Molecules, 2nd Edition, Book Syndicate Pvt. Ltd

3. Guidebook to Mechanism in Organic Chemistry by Peter Sykes, 6th Edition, Pearson Publication.

4. Basic Organic Stereochemistry by Ernest L. Eliel, Samuel H. Wilen and Michael P. Doyle, 2001 edition, Wiley Interscience.

Instructor bio

Prof. Angshuman Roy Choudhury

IISER Mohali

Prof. Angshuman Roy Choudhury. The instructor has obtained his Ph. D. in 2005 from Indian Institute of Science, Bangalore working in the area of small molecule X-ray crystallography. Following that he has worked in the University of Liverpool as a post-doctoral fellow from October, 2004 to September, 2007. Then he moved to BITS, Pilani as Assistant Professor in Chemistry. From there, he moved to IISER Mohali in December, 2009 as Assistant Professor in chemistry. He has more than 100 publications in various international journals, guided two PhD students and a few masters students at IISER Mohali. He offers the same course at IISER Mohali in the August Semester.

Course certificate

The course is free to enroll and learn from. But if you want a certificate, you have to register and write the proctored exam conducted by us in person at any of the designated exam centres.
The exam is optional for a fee of Rs 1000/- (Rupees one thousand only).
Date and Time of Exams: 24 April 2022 Morning session 9am to 12 noon; Afternoon Session 2pm to 5pm.
Registration url: Announcements will be made when the registration form is open for registrations.
The online registration form has to be filled and the certification exam fee needs to be paid. More details will be made available when the exam registration form is published. If there are any changes, it will be mentioned then.
Please check the form for more details on the cities where the exams will be held, the conditions you agree to when you fill the form etc.

CRITERIA TO GET A CERTIFICATE

Average assignment score = 25% of average of best 8 assignments out of the total 12 assignments given in the course.
Exam score = 75% of the proctored certification exam score out of 100

Final score = Average assignment score + Exam score

YOU WILL BE ELIGIBLE FOR A CERTIFICATE ONLY IF AVERAGE ASSIGNMENT SCORE >=10/25 AND EXAM SCORE >= 30/75. If one of the 2 criteria is not met, you will not get the certificate even if the Final score >= 40/100.

Certificate will have your name, photograph and the score in the final exam with the breakup.It will have the logos of NPTEL and IIT Madras .It will be e-verifiable at nptel.ac.in/noc.

Only the e-certificate will be made available. Hard copies will not be dispatched.

Once again, thanks for your interest in our online courses and certification. Happy learning.

- NPTEL team

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