B.Pharmacy (Semester IV) (CGPA) Examination, 2017
ORGANIC CHEMISTRY III
Day and Date Friday, 12-5-2017 Total Marks 70
Time 3.00 p.m. to 6.00 p.m.
1. Multiple Choice Questions (Choose most appropriate answer) (15×1=15)
The stability of conformation of cyclohexane molecule depends upon.
Steric strain Torsional strain
Angel strain All of above
The conversion of hydroxamic acid into primary amine is known as
Neber rearrangement Lossen rearrangement
Schmidt rearrangement Fries rearrangement
The isomers of a substance must have
Same molecular formula Same molecular weight
Same functional group Same chemical properties
Substance that rotate plane polarised light to right side are called as
Optically active Optically inactive
Leavo rotatory Dextro
Willgerodt rearrangement reaction is an example of
rearrangement.
Free radical Electrophilic
Nucleophilic Aromatic
Stereochemical outcome of reaction involves inversion of
configuration.
SN1 reaction SN2 reaction
SNi reaction All of above
2-hydroxy butanoic acid having chiral carbon atom/s.
2 4 1 3
Which of the following is electrophilic rearrangement reaction
Neber Wittig rearrangement
Favourskii rearrangement All of above
Which of the following compound shows geometrical isomerism
CH2 CCl2 ClCH=CHCH3
CH2=CHCl CH3CH=CH2
10) Stereoisomers which are not mirror images
Tautomers Diastereoisomers
Enantiomers Metamers
11) Favourskii rearrangement proceeds via intermediate.
Cyclopropanone Enamine intermediate
Aziridine Propane
12) When the dihedral angle between two C-CH3 bonds in n-butane is 180° the
conformation is called as
Eclipsed Gauche
Anti Partial Eclipsed
13) reagent used in Fries rearrangement reaction.
H2SO4 HNO3 HCl AlCl3
14) Which is the correct order of priority in the following substituents
H>CH3>CH3CH2>Br CH3CH2>CH3>H>Br
Br>CH3>CH3CH2>H Br>CH3CH2>CH3>H
15) is an equimolar mixture of optically active substances.
Racemic mixture Isobaric mixture
Metameric mixture None of above
SLR-D 18
2. Answer any five.
Write a note on Electro cyclic rearrangement.
Write a note on conformations of n-Butane.
Give reaction and mechanism of woolf rearrangement.
Write on conformation of 1-methyl cyclohexane.
Write a note on Decarbonylation ofβ-phenyl isovaleraldehyde.
Write a note on hydroboration of alkenes.
3. Answer any three. (3×10=30)
Discuss in detail mechanism of
Curtius rearrangement.
Wittig rearrangement.
Fries rearrangement.
Enlist different methods of resolution of racemic mixtures. Explain any four
methods of it.
Write a note on E1 and E2 reaction with stereochemistry. Add a note on E1cb
elimination reaction.
Write in detail mechanism, applications and stereochemistry of Baeyer-Villiger
oxidation and Favourskii rearrangement.