Annamalai University 2008-2nd Year B.Sc Chemistry " 640 ORGANIC " ( - III - A - MAIN ) ( ) 5245 - Question Paper
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5 2 4 5 B.Sc. DEGREE EXAMINATION, 2008
(APPLIED CHEMISTRY)
(SECOND YEAR)
(PAPER - III - A - MAIN)
(Including Lateral Entry )
December ] [ Time : 3 Hours
Maximum : 100 Marks
Answer ONE question from each Unit.
All questions carry equal marks.
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(5 x 20 = 100)
1. (A) (a) What are the products when H - Br and Br - Br are cleaved homolytically and heterolytically ?
(b) What are substitution reactions ? Explain the substitution reaction between
(i) Ethyl chloride and sodium hydroxide.
(ii) Ethane with bromine.
(iii) Benzene with H2S04/HN03.
(c) What are the products of the following reactions ? Identify the type to which each one of these reactions belongs :
(i) ch3 ch0 ch0 oh _iC
(ii) CH3 CH = CH2 + Br2 ->
(iii) CH3 - CH - CH2 - CH3
I
Cl
+ ale KOH ->
(iv) CH2 = CHC1 A
(4 + 6 + 10)
(OR)
(B) (a) What is the reagent involved in sulphonation of benzene ? Is this electrophilic or nucleophilic ? - Justify.
(c) Explain the preparation and properties of
(i) Indole.
(ii) Thiazole. (3 + 7 + 10)
(B) (a) How is indole prepared ?
(b) Complete the following reactions :
(i) Furan + H2 Ni
(ii) Thiophene + HN03
->
acetic anhydride
(iii) Pyridine + Na NH2
->
toluene / A
(iv) 4 - Chloro - 1 - butanol
NaOH>
h2
(c) Give the preparation and any two reactions of imidazole. (3 + 10 + 7)
(c) Write short notes on :
(i) Classification of proteins.
(ii) Methods of isolation of terpenes.
(3 + 9 + 8)
(OR)
(B) (a) What are alkaloids ? Give the name and structure of the alkaloid isolated from tobacco.
(b) Write a note on enzymes.
(c) Discuss the following :
(i) General methods of structure elucidation of alkaloids.
(ii) Colour reactions of protein.
(3 + 7 + 10)
(A) (a) How is pyrrole prepared ?
(b) Compare the properties of pyrrole, furan and thiophene.
(b) What happens when
(i) CH3 Cl undergoes homolytic cleavage ?
(ii) CH3 CH2 Cl undergoes heterolytic cleavage ?
(ii) Br2 undergoes addition reaction with
2 - butene ?
(c) Complete the reactions. Identify the products and name them.
(i) 1 - Chloropropane + aqueous KOH.
(ii) 2 - Chloropropane + alc-KOH.
(iii) Chlorobenzene + CN-.
(iv) Methane + Cl2 (2 molecules)
Sunlight
->
(4 + 6+ 10)
(A) (a) Explain how phthalic anhydride is manufactured commercially ?
(b) Discuss any three reactions of acetophenone.
(c) (i) Explain how hydrogenation of vegetable oils is done ?
(ii) Give the preparation and properties of aniline. (4 + 6 + 10)
(OR)
B. (a) How are alkyl benzenes manufactured ?
(b) Explain any two methods of esterifications of organic acids with examples.
(c) Write a note on preparation of carbonyl compounds. Give any four nucleophilic addition reactions of carbonyl compounds with examples. (4 + 6 + 10)
3. (A) Discuss the following reactions with examples:
(a) Favorskii rearrangement.
(b) Aldol condensation.
(c) Beckmann rearrangement.(7 + 6 + 7)
(B) (a) What is benzoin condensation ? Give an example.
(b) Name the reaction / rearrangement involved in each one of the following. Identify the products formed:
(i) C* Hc CO NH0 + Br / KOH ->
6 5 2 2
(ii) Benzil + OH- >
(iii) Acetone oxime + H+ >
(c) What is benzilic acid rearrangement ? How is it carried out ? Give two examples for it. (5 + 9 + 6)
4. (A) (a) Give the structure of
(i) Nicotine.
(ii) Piperine.
(b) How is the structure of a - pinene established ?
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