Code No: RR210802

Set No. 1

II B.Tech I Semester Supplementary Examinations, February 2007 ORGANIC CHEMISTRY (Chemical Engineering) Time: 3 hours Max Marks: 80 Answer any FIVE Questions All Questions carry equal marks ⋆⋆⋆⋆⋆ 1. Discuss about Electrometric effect. 2. Show the following reaction mechanism (a) H | CH3 .CH3 -C=O + CH3 — CH — CHO CH3 | (b) CH3 — C=O + CH3 — C — CH3 O [8+8] 3. (a) What are free-radicals ? How are they formed? (b) Describe the free-radical type halogenation of alkanes. [10+6]
OH − /H + OH − /H +

[16]

−→

−→

4. Write short note on optical isomerism and explain it with reference to tartaric Acid. How does it give two optically active forms? [16] 5. Write a note on conformational analysis of cyclothexane. [16]

6. (a) Describe the manufacture, properties and uses of Teflon. How is tetrafluoroethylene prepared? (b) Discuss the preparation, properties and uses of bakelite. 7. (a) How pyridine can act as a stronger base than pyrrole? (b) How will you get isoquinoline? [8+8] [8+8]

8. What makes an organic compound coloured? Give the method of preparation and uses of Malachite Green and Congo Red. [16] ⋆⋆⋆⋆⋆

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Code No: RR210802

Set No. 2

II B.Tech I Semester Supplementary Examinations, February 2007 ORGANIC CHEMISTRY (Chemical Engineering) Time: 3 hours Max Marks: 80 Answer any FIVE Questions All Questions carry equal marks ⋆⋆⋆⋆⋆ 1. Discuss about polar effects briefly such as inductive, hyperconjugation and resonance effects. [16] 2. Write a detailed note on Perkin reaction with mechanism. [16]

3. (a) Give the reaction and mechanism for the diborane addition to styrene followed by treatment with H2 O2 . (b) Explain the addition of HBr to styrene in the absence of any peroxides. [8+8] 4. (a) Write the structural formulae of the stereo isomers of 2-bromo-3-chlorobutane. Which of them are enantiomers and diastereomers? (b) Which one of the following compounds is not optically active? i. ii. iii. iv. Isoamyl alcohol Lactic acid Cyclohexanol Tartaric acid

[8+8] [16]

5. Write a note on conformational analysis of cyclothexane.

6. (a) Describe the manufacture, properties and uses of Teflon. How is tetrafluoroethylene prepared? (b) Discuss the preparation, properties and uses of bakelite. [8+8]

7. (a) Pyrrole is not only a weak base but also a very weak acid. Justify this statement. (b) How does furan react with the following reagents? i. HNO3 acid in the presence of acetic anhydride ii. Maleic anhydride. 8. Give the preparation and uses of the following dyes? (a) Bismark brown (b) Fluoroscien (c) Congo Red ⋆⋆⋆⋆⋆ [6+5+5] [8+8]

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Code No: RR210802

Set No. 3

II B.Tech I Semester Supplementary Examinations, February 2007 ORGANIC CHEMISTRY (Chemical Engineering) Time: 3 hours Max Marks: 80 Answer any FIVE Questions All Questions carry equal marks ⋆⋆⋆⋆⋆ 1. (a) Explain the following applications of Inductive effect i. Effect of bond lengths ii. Dipole moment iii. reactivity of alkyl halide (b) Discuss the strength of carboxylic acid based upon Inductive effect. 2. Show the reaction mechanism of aldol condensation and describe its uses. 3. (a) Explain the terms “free-radicals”. (b) Describe methods to generate them in the laboratory. (c) Write briefly on thermal halogenation of alkanes. 4. Explain the following (a) Chiral center (b) Plane polarised light (c) Meso compound (d) Conformational isomers 5. Write a note on conformational analysis of cyclothexane. [4×4] [16] [5+5+6] [9+7] [16]

6. (a) What is “ionic addition polymerization” ? Explain the difference between anionic and cationic addition polymerizations with suitable examples. (b) Discuss the manufacture of nylon(6,6) giving details of raw-material preparation. What are its important properties and uses. [10+6] 7. Complete the following reactions. (a) Pyridine is treated with sodamide. (b) Pyridine is treated with phenyl lithium. (c) Pyridine is heated with concentrated sulphuric acid (d) Catalytic reduction of pyridine. [16]

8. What makes an organic compound coloured? Give the method of preparation and uses of Malachite Green and Congo Red. [16] ⋆⋆⋆⋆⋆ 1 of 1

Code No: RR210802

Set No. 4

II B.Tech I Semester Supplementary Examinations, February 2007 ORGANIC CHEMISTRY (Chemical Engineering) Time: 3 hours Max Marks: 80 Answer any FIVE Questions All Questions carry equal marks ⋆⋆⋆⋆⋆ 1. Discuss about polar effects briefly such as inductive, hyperconjugation and resonance effects. [16] 2. Show the reaction mechanism of aldol condensation and describe its uses. 3. (a) Describe the BH3 catalyzed addition of water to alkenes. (b) Write the structure of NBS. How is it prepared? [8+8] [16]

4. Using sequence rule assign R and S configurations to enantiomers of the Following: (a) Lactic acid (b) Glyceraldehyde (c) 1- Bromo - 1-chloromethane. 5. Write a note on conformational analysis of cyclothexane. 6. Write about the structure, preparation, properties and uses of (a) Bakelite (b) Nylons. [8+8] [5+5+6] [16]

7. (a) How will you isolate pyrrole from bone oil? Indicate how it reacts with the following. i. HI /P ii. NH2 OH / C2 H5 OH (b) Compare the oxidation reactions of quinoline and isoquinoline by alkaline KMnO4 . [8+8] 8. How are the following conversions effected? (a) Tetrozotised benzidine (b) Benzaldehyde → → ⋆⋆⋆⋆⋆ Congo red Malachite Green [8+8]

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