This course (Spectroscopic Methods in Organic Chemistry) focuses on the physical methods of characterization of isolated natural products (animal, fungal, marine and terrestrial sources), derivatives of natural products, bio/synthetic polymers and synthetic organic molecules of pharmacological importance. The new molecular entities isolated / synthesized are studied by these methods, which require only 5-10 mg quantity of the analyte as compare to chemical methods of analyses, to elucidate their molecular structure. This course does not cover the medical aspects of spectroscopy (commonly called Radiology) in broader spectrum. In fact, this course is a foundation course for Advance NMR (CHEM-741) and advance MS (CHEM-751) courses of MPhil with organic chemistry specialization.
The practical work involves the synthesis of a few small molecules in the laboratory by a reported protocol followed by workup, purification (involving crystallization, partitioning, chromatography) and comparative study of IR, UV, NMR and MS spectra of substrate and product(s).
READINGS
1. Williams, D. and Fleming, I. Spectroscopic Methods in Organic Chemistry, McGraw-Hill, New York (2009).
2. Anderson, R. J., Bendell, D. and Groundwater, P. Organic Spectroscopic Analysis – A Tutorial Chemistry Texts (serial-22), R. S. C. Publisher, Cambridge (2004).
3. Silverstein, R. M., Bassler, G. C. and Morrill, T. C. Spectrometric Identification of Organic Compounds, Wiley, New York (2005).
4. Kemp, W. Organic Spectroscopy, Macmillan, London (1990).
5. Younas, M. Organic Spectroscopy, A. H. Publisher, Lahore (2005).
6. Vogel, A. I. Practical Organic Chemistry, 5th Edition, Longman Publisher, London (1989).
COURSE SCHEDULE
Week |
Topics and Readings |
Dates |
1. |
Introduction to spectroscopy & spectrometry, EMR, Spectral bands, transitions |
October 12-14, 2020 |
2. |
Physical aspects of MW & IR spectroscopy |
October 19-21, 2020 |
3. |
Factors affecting IR absorbance |
October 26-28, 2020 |
4. |
Beer-Lambert’s Law, UV/Visible spectroscopy and its applications |
November 2-4, 2020 |
5. |
Chromophores, ε, λmax & factors affecting UV/Vis absorbance |
November 9-11, 2020 |
6. |
Introduction & instrumentation of mass spectrometry |
November 16-18, 2020 |
7. |
Fragmentation patterns of different FGs |
November 23-25, 2020 |
8. |
Different low / high resolution techniques (EIMS, APMS, CIMS, FAB, ESI, MALDI etc.) involved in mass spectrometry |
November 30-December 2, 2020 |
9. |
Nuclear / electronic spin (I), NMR vs ESR, NMR instrumentation |
December 7-9, 2020 |
10. |
Mid-Term Examination (December 14-18, 2020) |
|
11. |
Winter Break |
December 21-24, 2020 |
12. |
Chemical shift (δ), coupling constant (J) and factors affecting them |
December 28-30, 2020 |
13. |
Practice involving estimation / prediction of δ and J |
January 4-6, 2021 |
14. |
Spin-spin splitting; splitting patterns of 1Hs in different chemical environment; diastereotopy |
January 11-13, 2021 |
15. |
Introductory 13C-NMR (BB, DEPT-45°, DEPT-90° and DEPT-135°) |
January 18-20, 2021 |
16. |
Joint application of IR, UV/Vis, MS & 1H-NMR in solving small organic molecules |
January 25-27, 2021 |
17. |
February 1-3, 2021 |
|
18. |
Final-Term Examination (February 8-12, 2021) |
ASSESSMENT
Mid Term Examination: 15% (Assigned assignment submitted in due time)
Sessional: 15% (Attendance = 5%, Assignments = 5%, class participation / conduct = 5%)
Project / Practical work: 25% (Attendance = 5%, Viva voce = 10%, quiz = 10%)
Presentation: included in sessional marks
Participation: 5% (already included in sessional marks)
Final examination: 45% (Subjective type=60%; Objective = 40%; premid : postmid course = 3:7,
2½ hours duration)