Set No.

Code No: NR210802 II B.Tech. I-Semester Regular Examinations, November-2003 ORGANIC CHEMISTRY (Chemical Engineering) Time: 3 hours Max. Marks: 80 Answer any FIVE questions All questions carry equal marks --1. a) b) 2. 3. a) b) 4. a) b) 5. a)

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Explain the following applications of Inductive effect (i) Effect of bond lengths (ii) Dipole moment (iii) reactivity of alkyl halide. Discuss the strength of carboxylic acid based upon Inductive effect. Write a detailed note on Perkin reaction with mechanism. Discuss the synthetic use of Sandmeyer’s reaction with mechanism. What is Fries migration? Write reaction mechanism of Fries migration. Give an account of isomerism exhibited by lactic acid. What is meant by Resolution? Describe a method for resolution of mixture of optically active acids. Which of the following compounds exhibit geometrical isomerism? i) Propylene ii) 1- Butene iii) 2- Butene iv) isobutylene Describe a method to determine the configuration of geometrical isomens. How will you elucidate the open chain aldehydic structure of glucose? How will you prepare Thiophene? What are its chief uses? What will happen when Quinoline and Isoquinoline are treated with alkaline KMnO4 solution? Explain what are: (a) Direct dyes (b) Mordant dyes (c) Vat dyes. (d) Ingrain dyes with examples. ###

b) 6. 7. a) b) 8.

Set No.
Code No: NR210802 II B.Tech. I-Semester Regular Examinations, November-2003 ORGANIC CHEMISTRY (Chemical Engineering) Time: 3 hours Max. Marks: 80 Answer any FIVE questions All questions carry equal marks --1. 2. 3. a) b) 4. 5. a) b) 6. a) b) 7. a) b) 8. Discuss about Electrometric effect. Show the reaction mechanism of aldol condensation and describe its uses. Explain the synthetic importance of Knoevengal reaction with its mechanism. Discuss the applications of Knoevengal reaction. Write short note on optical isomerism and explain it with reference to tartaric Acid. How does it give two optically active forms? Which types of compounds exhibit geometrical isomerism? Give examples Draw the structures of maleic acid and fumaric acid and assign configuration on the basis of E-Z rotation. What are reducing sugars? Give examples. Explain the ring structure of glucose. How does Pyridine react with the following? (i) Sodamide in liquid ammonia (ii) Fuming sulphuric acid in the presence of mercuric sulphate. With suitable chemical equations, explain the reduction reaction of Quinoline. Explain the following terms: (a) Chromophore (b) Auxochrome (c) Chromogen (d) Batho chromic shift (e) Hypo chromic shift.

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Set No.
Code No: NR210802 II B.Tech. I-Semester Regular Examinations, November-2003 ORGANIC CHEMISTRY (Chemical Engineering) Time: 3 hours Max. Marks: 80 Answer any FIVE questions All questions carry equal marks --1. a) b) 2. 3. a) b) 4. a) Explain hyper conjugation. Explain why chloroacetic acid is stronger than acetic acid? What is alkylation and acylation? Give at least three different examples of each. How is phenol converted into salicylaldehyde and identify the name of the reaction and show its reaction mechanism. What happens in Reimer-Tieman reaction if CCl4 is used instead of CHCl3? Assign R and S configurations to the enantiomers of glyceraldehyde with the help of sequence rules.

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b) Write a note on sequence rules for R.S notation 5. 6. How does will you assign E-Z notations to geometrical isomers? Explain with suitable examples. How glucose reacts with the following reagents? a) Tollen’s reagent. b) Phenyl hydrazine c) Hydrogen cyanide d) Sodium Forohyduide Explain the aromatic character of the five membered Heterocyclic compounds. Write a note on Skraup synthesis. Give a brief account of the chemistry of Diphenylamine and Triphenylamine dyes? ###

7. a) b) 8.

Set No.
Code No: NR210802 II B.Tech. I-Semester Regular Examinations, November-2003 ORGANIC CHEMISTRY (Chemical Engineering) Time: 3 hours Max. Marks: 80 Answer any FIVE questions All questions carry equal marks --1. a) b) 2. a) b) 3. a) b) 4. a) b) 5. a) b) 6. a) b) c) 7. a) b) Explain the difference between resonance and hyper conjugation effects. Differentiate the inductive and electromeric effects. Discuss about hydroboration with reaction mechanism. Describe the Clemenson’s reduction. Explain the reaction mechanism of the following (i) Gattermann reaction (ii) Libermann’s nitroso reaction Hell volhard Zelinsky reaction. Explain Waldon inversion with a suitable example How will you distinguish between enantioners and diastereomers? What is geometrican isomerism? Explain with examples. How is the configuration of geometrical isomens determined? What are reducing sugars and non-reducing sugars? Give examples. How will you establish the structure of fructose? What will happen when glucose is treated with hydroxylamine? How will you prepare Thiophene? Mention any two methods. How does Quinoline react with the following reagents? (i) Sodamide in liquid ammonia. (ii) Fuming nitric acid in the presence of fuming sulphuric acid. (iii) Alkaline KMnO4. Give the preparation and uses of the following dye: a) Bismark brown b) Fluoroscien c) Congo Red

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8.

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