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Posted Date: 06 Jul 2008 Posted By: richa Member Level: Silver
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2006 Banaras Hindu University Chemistry b.sc.part 2 Question paper
organic chemistry
answer any two questions from section a and any four from sectionA section B section C is compulsory
section _a
1) how the following conversion can done? [MARKS 4*21/2]
(A)C4H8O4------------------->C5H10O5+C5H10O5( EPIMERS)
(B)C6H5Br------------------>C6H5COOH
(C)RCH2NH2--------------->RNH2
(D)C6H5OH_____________>HO-C6H4N=N-Ph
2.EXPLAIN THE FOLLOWING OBSERVATION;; [MARKS 4*21/2]
(A)ANILINE IS MORE REACTIVE THAN ACETANILIDE IN ELECTROPHILIC SUBSTITUTION.
(B) C6H6ClIS FAR LESS REACTIVE IN ELECTROPHILIC AROMATIC SUBSTITUTION ALTHOUGH Cl AND N HAVE ALMOST SAME ELECTRONEGETIVITY
(C) 2,4,6 TRINITROPHENOL REACT WITH Aq. NaHCO3 BUT PHENOL DOES NOT
(D) FRIEDEL CRAFT REACTION REACTION FAILS WITH ANILINE ALTHOUGH AMINO GROUP IS ACTIVATING
3.
(A)WRITE AN EQUATION FOR THE GENERATION OF +NO2 FROM HNO3 IN THE PRESENCE OF H2SO4 [MARKS 3]
(B)DRAW SUITABLE MECHANISMS FOR THE FOLLOWING REACTIONS []
()C6H6OH +CH2O-------+H-------.>RESIN
()C4H4N___KOH/CHCl3____________>C5H5ClN
4. ELECTROPHILIC SUBSTITUTION IN THIOPHENE OCCURS MAINLY AT C-2 POSITION .DISCUSS. [MARKS 5]
5.DISCUSS THE ORDER OF AROMATICITY AND REACTIVITY AMONG FURAN THIOPHENE BENZENE AND PYRROLE.[MARKS 5]
6.WRITE SHORT NOTES ON ANY TWO OF THE FOLLOWING; .[MARKS 2*1/2]
(A) OCTANE NUMBER
(B)CRACKING
(C)MUTAROTATION
(D) HINSBERG TEST FOR AMINES
7.DISCUSS NUCLEOPHILIC SUBSTITUTION IN PYRIDINE [MARKS 5]
8.EXPLAIN WHY THE C-2 EPIMER IN ALDOSES GIVE THE SAME OSAZONE.[MARKS 5]
9. EXPLAIN BRIEFLY THE EFFECT OF SUBSTITUENTS ON REACTIVITY AND ORIENTATION IN AROMATIC ELECTROPHILIC REACTIONS.[MARKS 5]
section _c
10. (A)an aromatic compound A(C8H8O) UPON TREATMENT WITH ALKALINE SOLUTION OF IODINE FORMS A YELLOW PRECIPITATE.THE FILTRATE ON ACIDIFICATION GIVES AWHITE SOLID B( C7H6O2) . WRITE THE STRUCTURE OF A AND B.EXPLAIN THE REACTIONS,[MARKS 4]
(B)COMPOUND REACT WITH CHLORINE WITH IN THE PRESENCE OF UV LIGHT TO GIVE A PRODUCT WHICH ON HYDROLYSIS FORMS BCOMPOUND UNDERGOES PERKIN REACTION WITH Ac2O AND AcONa
TO PRODUCE AN ACID C( C9H8O2).WHAT ARE THE COMPOUND A ,B AND C?EXPLAIN THE REACTION INVOLVED.[MARKS 6]
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