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12th Chemistry Organic - Sectionwise paper - 03

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CHEMISTRY Class Topics II PU CET (Integrated) 2016-2017 Max. marks 70 Duration Date 3 hrs 30-12-2016 Section wise Test 02 (Board Pattern) Haloalkanes and haloarenes, Alcohols, phenols and ethers, Aldehydes, ketones and carboxylic acids, Amines, Biomolecules, Polymers and Chemistry in everyday life Instructions 1. The questions paper has four parts: A, B, C and D. All parts are compulsory. 2. Write balanced chemical equations and draw labeled diagrams wherever required. 3. Use log tables and the simple calculator if necessary. (Use of scientific calculators is not allowed). PART A I. Answer the following questions (ONE mark each) [10 1 =10] 1. Write the major product formed when 2-bromopentane is subjected to -elimination. 2. Write the IUPAC name of CH3CH(Cl)CH(Br)CH3 3. What happens when bromobenzene is treated with magnesium in the presence of dry ether? 4. Arrange the following compounds in the order of their increasing boiling points: Pentan-1-ol, n-butane, pentanal, ethoxyethane. 5. Given : . Identify the product A. 6. Benzoic acid is a stronger acid than acetic acid. Given reason. 7. Arrange the following compounds in decreasing order of their pKb values: C2H5NH2, C6H5NHCH3, (C2H5)2NH and C6H5NH2 SnCl /HCl H /H O 8. Given : R C N 2 H R CH NH A. Identify A. NH 2 2 3 9. What is meant by denaturation of proteins? 10. What are detergents? PART B II. Answer any FIVE of the following questions (TWO marks each) [5 2 =10] 11. Explain Reimer-Tiemann reaction with an example. 12. Write a chemical test to distinguish between (i) Ethanol and propan-1-ol (ii) Phenol and an alcohol 13. Which compound in each of the following pairs will react faster by SN2 reaction with OH and Why? (i) CH3Br or CH3I 2P(I)1617CSWT3 (ii) (CH3)3 CCl or CH3Cl 1 14. Identify the major product in the elimination reaction of the following alkyl halides: (i) 2-Bromobutane (ii) 3-Bromo-2,3,5-trimethylhexane 15. What is aldol condensation? Give an example. 16. What is Hell-Volhard-Zelinski reaction? Give an example. 17. Why are aliphatic amines more basic than aromatic amines? 18. What are tranquilisers? Give an example. PART C III. Answer any FIVE of the following questions (three marks each) [5 3 = 15] 19. How are the following conversions carried out: (i) 2-methylpropene to 1-bromo-2-methylpropane (ii) 2-chloropropane to 2,3-dimethylbutane (iii) chlorobenzene to p-nitrochlorobenzene 20. Give an example for each and describe the following reactions: (i) Gattermann reaction (ii) Diazocoupling reaction (iii) Finkelstein reaction 21. An organic compound (A) having molecular formula C3H7Cl reacts with alcoholic solution of KCN to form compound B. The compound B on hydrolysis with dilute HCl gives an acid C. Identify A, B and C. 22. Write the mechanism of hydration of ethene to yield ethanol. 23. Complete the following reactions: (i) (ii) (iii) CO + HCl Cu2Cl2, heat CH3 (i) KMnO4 /KOH [3] (ii) H3O+ 24. Explain the acidic character of carboxylic acids. Discuss briefly the effect of electron releasing and electron withdrawing substituents on the acidity of carboxylic acids with an example. [3] 25. How is the presence of OH groups and the nature of carbon chain in glucose confirmed? Write one limitation of open chain structure of glucose? [3] 26. What are biodegradable polymers? Give an example with its synthesis. 2P(I)1617CSWT3 2 [3] PART D IV. Answer any SEVEN of the following questions (five marks each) [7 5 = 35] 27. (a) Explain SN1 mechanism with a suitable example. (b) Write the reaction of chlorobenzene with acetyl chloride in the presence of anhydrous AlCl3. 28. (a) Write the organic product formed in the following reactions. (i) [3] [2] [3] (anhyd.) AlCl3 + CH3CH2 Cl acetone heat (ii) CH3CH2CH2Cl + NaI (iii) CH3 CH2 CH CH2 + HBr peroxide (b) Explain why chlorobenzene is less reactive than haloalkanes towards nucleophilic substitution reactions. [2] 29. Write equation for the following reactions: (i) oxidation of 1-propanol with alkaline KMnO4 solution (ii) nitration of phenol with nitrating mixture (iii) acetaldehyde with CH3 Mg I followed by acidification (b) explain why o-nitrophenol is more acidic than o-cresol [3] [2] 30. (a) Write the equation for reaction of ethanol with (i) benzoic acid and conc. H2SO4 (ii) PCC (iii) excess conc. H2SO4 at 443 K (b) Explain Kolbe s reaction. [3] 31. (a) An organic compound A of molecular formula C7H6O gives a yellow solid with 2,4-DNP and reduces Tollen s reagent to a bright silver mirror. The compound A on treatment with conc. NaOH solution gives B (C7 H 6 O2 Na ) and C(C7H8O). Identify A, B and C. [3] (b) Explain the relative reactivity of ethanal and propanone towards nucleophilic addition reactions. [2] 32. (a) Write a chemical test to distinguish between the following: (i) Benzoic acid and ethyl benzoate (ii) Benzaldehyde and acetophenone (b) Complete each synthesis by indicating either missing reagents or products in the following: COOH (i) COOH (ii) CHO SOCl2 heat NH2CONHNH2 (iii) CH2 2P(I)1617CSWT3 CHO 3 33. (a) How are the following conversions brought about (i) ethyl amine to ethyl alcohol (ii) aniline to phenyl isocyanide (iii) benzene diazonium chloride to chlorobenzene (b) Explain Hoffmann s bromamide reaction with an example. [3] [2] 34. (a) Distinguish primary, secondary and tertiary amines using Hinsberg reagent. Write equations for the reaction involved. (b) Explain the preparation of ethanamine by Gabriel phthalimide synthesis. 35. (a) Describe briefly about (i) primary, (ii) secondary and (iii) tertiary structure of proteins. (b) What is a nucleotide? Give an example. 36. Write the names of the monomers in the following polymers: [3] [2] [3] [2] [3] (i) (ii) CH2 CH CH CH2 CH2 CH CN n Classify them as addition and condensation polymers. (b) What is vulcanisation? What structural changes are produced during vulcanization? *** 2P(I)1617CSWT3 4 [2]

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