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CHEMISTRY LABORATORY XIX
Course Objective(s) :
This course will enable the students to –
record and interpret the UV, IR spectra, NMR and Mass spectra by synthesizing organic compounds.
Course Outcomes (COs):
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Course Outcomes |
Teaching Learning |
Assessment |
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On completion of this course, students will be able to- CO175: characterize organic molecules by physical and spectroscopic methods including m.p., b.p., IR, NMR and chromatography. CO176: demonstrate and apply common laboratory techniques, including refluxing, distillation, steam distillation, recrystallization, vacuum filtration, extraction, thin layer chromatography, column chromatography in the specific synthesis etc. CO177: employ spectrophotometric techniques for the estimations of prescribed biomolecules. |
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Synthesis and characterization of given organic compounds-
- To record the IR spectrum of the synthesized compound and interpret the vibrational frequencies
- To determine the absorption maxima of the synthesized compound spectrophotometrically in different solvents.
- To interpret the NMR spectra of the synthesized compounds
- To observe the mass spectral fragmentation pattern in the synthesized compound and predict the base peak and molecular ion peak.
One step synthesis (any two)
- Aldol condensation (Synthesis of dibenzal propanone)
- Acetylation (synthesis of acetanilide from aniline)
- Pechmann condensation for coumarin synthesis (clay catalyzed solid state synthesis of 7- hydroxy -4-methyl coumarin)
Two step synthesis (any three)
- Benzoin → benzil → benzilic acid
- Benzophenone → benzopinacol → benzopinacolone
- Acetanilide → p-bromoacetanilide → p-bromoaniline
- Acetanilide → p-nitroacetanilide → p-nitroaniline
- Resorcinol → fluorescein → eosin
Extraction of Organic Compounds from Natural Resources (any one)
- Isolation of caffeine from tea leaves.
- Isolation of casein from milk.
- Isolation of lactose from milk.
- Vogel’s Textbook of Practical Organic Chemistry; Fifth Edition, B.S. Furniss, A.J. Hanna ford, P.W.G. Smith, A.R. Tatchell; Addison – Wesley Publishing Company, 2014.
- Practical Organic Chemistry; Fourth Edition; F.C.Mannand B.C. Saunders; Pearson Education, New Delhi,2013.
SUGGESTED READINGS:
- Advanced Practical Organic Chemistry; J. Leonard, B. Lygo and G. Procter; Third Edition; CRC Press,2013.
e-RESOURCES:
- https://chem.libretexts.org/Bookshelves/Ancillary_Materials/Laboratory_Experiments/Wet_Lab_Experiments/Organic_Chemistry_Labs/Experiments/3%3A_Extraction_of_Caffeine_(Experiment) (Isolation of caffeine from tea leaves)
- https://youtu.be/sPhJWBL17OQ(Isolation of caffeine from tea leaves)
- https://vlab.amrita.edu/?sub=3&brch=63&sim=158&cnt=1( Isolation of casein from milk-
- https://studylib.net/doc/5885894/experiment-5--isolation-of-casein-and-lactose-from-milk(Isolation of lactose from milk )
- https://ccnsb06-iiith.vlabs.ac.in/List%20of%20experiments.html (spectral characterization)
Scheme of Examination
The duration of examination will be 5 hrs.
The following exercises will be set in the examination
Organic Synthesis 20 marks
Spectral Characterization 35 marks
Viva 15 marks
Total 70 marks
Organic synthesis
This exercise carries 20 marks. Synthesis will be allotted to the candidates by lot. The yield, purity, crystallization and recording of m.p. will be given due consideration while awarding marks.
Spectral Characterization
This exercise carries 35 marks. The organic compound synthesised in the laboratory will be characterized on the basis of various spectroscopic techniques. The distribution of marks will be as follows.
Recording and interpretation of IR spectrum 7 marks
Determination of absorption maxima 14 marks
Interpretation of the NMR and Mass spectrum 14 marks
Viva
Oral questions shall generally be asked over the work assigned to the candidate. The purpose is to find out as to what extent the candidate has an understanding of the basic principles.
