LOYOLA COLLEGE (AUTONOMOUS), CHENNAI – 600 034

M.Sc. DEGREE EXAMINATION – CHEMISTRY

FOURTH SEMESTER – APRIL 2012

CH 4955 – ORGANIC CHEMICAL TECHNOLOGY

 

 

 

Date : 20-04-2012              Dept. No.                                       Max. : 100 Marks

Time : 1.00 – 4.00

PART-A

Answer ALL questions:                                                                                                   (10 ´ 2 = 20 marks)

1. Mention any two rheological properties of fluids.
2. What is inclined manometer? Give its advantages.
3. Define the following.
4. a) extraction battery b) diffusion battery
5. Give the correlation between different temperature units.
6. What is Couette flow?
7. What are the factors affecting chemical process kinetics?
8. How is the DVS ratio of a mixed acid calculated?
9. What are mild hydrogenating catalysts? Why are they called so?
10. Write all the products obtained when cumene hydrogenperoxide is hydrolysed?
11. How is industrial bulk preparation different from fine chemicals?

 

PART-B

Answer any EIGHT questions:                                                                                        (8 ´ 5 = 40 marks)

11. Explain the total energy balance of steady flow process.
12. Derive barometric equation.
13. Explain the working principle of concurrent leaching experiment.
14. Write short notes on impellers.
15. Discuss about the Hydrostatic equilibrium in a centrifugal field.
16. Explain the various terminologies involved in the material balance diagram in plate column.
17. Write the complete classification of various chemical reactors.
18. Write detailed notes on parallel reactions and how is the product distribution affected due to back mixing?
19. Explain the industrial chlorination of benzene. How are byproducts managed?
20. Classify in detail the oxidizing agents used for industrial preparations.
21. How is moisture control done to maintain proper DVS ratio during the industrial nitration of benzene?
22. Explain the industrial preparation of a Hansa yellow dye.

 

PART-C

Answer any FOUR questions:                                                                                          (4 ´ 10 = 40 marks)

23. a) Derive Bernoulli’s equation of flow of liquid in potential flow.                                     (5)
24. b) How the types of fluid flow identified by Reynolds experiment? (5)
25. a) What is inclined manometer? Give its advantages.                                                 (4)
26. b) Write notes on types of agitators and mixers. (6)
27. a) Derive an expression for the overall material balance of distillation of two component system in a plate column.                                                             (5)
28. b) Explain the working principle of tray dryer.             (5)
29. a) What are complex series reactions? Explain their importance.                         (5)
30. b) How is nitration of benzene done using Biazzi nitrator? (5)
31. a) Compare the reactivity of liquid SO₃ and sulphuric acid towards sulphonation reactions. (4)
32. b) Explain the industrial preparation of penicillin. (6)
33. a) How is industrial scaling up done? (4)
34. b) Write the preparation of blue and red pigments. (6)

 

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LOYOLA COLLEGE (AUTONOMOUS), CHENNAI – 600 034

M.Sc. DEGREE EXAMINATION – CHEMISTRY

FIRST SEMESTER – NOVEMBER 2012

CH 1812 / 1806 – ORGANIC REACTION MECHANISM & STEREOCHEMISTRY

 

 

Date : 01/11/2012            Dept. No.                                        Max. : 100 Marks

Time : 1:00 – 4:00

PART – A

Answer ALL questions:                                                                                (10 x 2 = 20)

 

1. Write the mechanism of Chichibabin reaction.
2. What is primary kinetic isotope effect? Explain with suitable example.
3. “Diazotization of aniline follows second order with respect to nitrous acid” Propose a mechanism for this reaction.
4. What is para-Claisen rearrangement? Explain with mechanism.
5. How does indole prepared from phenyl hydrazine?
6. What is Birch reduction?
7. What happens when cyclohexene on ozonolysis?
8. In α, α’-dimethylsuccinic acid, the meso form predominates at equilibrium over the racemic form. Why?
9. State and explain Cram’s rule with suitable example.
10. What is atropisomerism? Give example.

 

PART-B

Answer ANY EIGHT questions:                                                                   (8 x5 = 40)

 

11. Draw the potential energy diagram of thermodynamic and kinetically controlled product formation of a reaction between 1,3-butadiene and HBr.Explain.
12. Explain the microscopic reversibility with suitable example.
13. Explain the following;
14. a) trapping of intermediate      b) isotope labeling study
15. Explain the mechanism of abnormal Claisen rearrangement.
16. How would you convert 1,7,7’-trimethyl bicycle[2,2,1^1-4]heptan-2-ol into 2,2’-dimethyl-3-methylidene bicycle [2,2,1^1-4]heptane?
17. When treated with p-CH₃C₆H₅SO₂Cl in pyridine, the α-benzilmonoximes undergo Beckmann rearrangement with fragmentation. Explain.
18. Explain any one application for each of the following reagents.
19. a) SeO₂ b) OsO₄
20. How does a carboxylic acid undergoes oxidative decarboxylation? Explain.
21. Explain mutarotation with any one example.
22. Give an example for a first order asymmetric transformation reaction and explain.

 

21. Predict the stereochemical change of acetolysis of 3-methoxy-2-bromobutane in the presence of silver acetate in acetic acid.
22. State Brett’s rule and explain the reactivity of bicyclic rings.

 

PART-C

Answer ANY  FOUR questions:                                                                  (4 x10 = 40)

 

23. a) “Radical bromination of isopentane is more selective than chlorination.” Explain with potential energy diagram.
24. b) How does a Raman spectroscopy is used to determine the mechanism of nitration of benzene? Explain.
25. a) Determine the reaction mechanism of base-catalysed iodination of  aniline in presence of excess of iodide ion from its experimental rate data.
26. b) Predict the products to be expected from acid-catalyzed rearrangement of cis- and trans-1,2-dimethylcyclohexane-1,2-diol and sketch mechanism for the formation.
27. a) “The lactones obtained by the Baeyer-Villiger oxidation of camphor and apocamphor contain 25% and 94% of the abnormal product” Why?
28. b) Explain memory effect with suitable example.

 

26. a) Give mechanism for the following conversions.

(i) Methane into methanol using aq.CrO₃

(ii)Acetaldehyde into acetic acid using O₂ and Ag.

1. b) Complete the following with mechanism.

 

27. a) What are the various products obtained on the acetolysis of 3-phenyl-2-pentyl tosylate?
28. b) Explain the process of separation of racemic alcohols with an example.
29. c) Asssign R,S configurations to the following:

 

28. a) State and explain curtin-Hammett principle with suitable example.
29. b) Explain the following with  applications; (i) cotton effect  (ii) axial haloketone rule.

 

 

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