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Assignment Isomerism & Stereochemistry-2023

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Assignment Isomerism & Stereochemistry-2023

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CHEMISTRY

ASV/Assignment/2023
Choose the Correct Option. IISSO
OMME
ERRIISSM
M&& SSTTE
ERRE
EOOC
CHHE
EMMIISSTTR
RYY Dr. Ramesh Sharma
1. The geometrical isomerism is shown by It is true that
CH2 CH2 a. All four are chiral compound
b. Only I and II are chiral compounds
a. b. c. Only III is a chiral compound
d. Only II and IV are chiral compounds.
CHCl 11. Which of the following compound is not chiral?
CHCl
a. 1-Chlorobutane b. 2-Chloropentane
c. 1-Chloro-2methylpentane
c. d. d. 3-Chloro-2-methylpentane.
12. Among the following compounds, the optically active alkane
2. Two isomeric alkenes A and B have molecular formula having lowest molecular mass is
C5H9Cl. On adding H2, A gives optically inactive compound a. CH3 ―CH2 ―CH2 ―CH3
while B gives chiral compound. The two isomers are: CH3
a. A is 3-Chloropent-1-ene and B is 1-Chloropent -2-ene |
b. A is 1-Chloro -3-methylbut-2-ene while B is 1-Chloro b. CH3 CH2 CHCH3
-3-methylbut-1-ene H
c. A is 3-Chloropent-2-ene and B is 2-Chloropent-2-ene 
d. A is 4-Chloropent-2-ene and B is 4-Chloropent-1-ene. c. CH3 C

3. Enol content of ethyl acetate will be maximum in which C2 H5
solvent ? a. CH3 CH2 C  CH
a. H2 O b. CH3 COOH
c. n-hexane d. aqueous HCl 13. Which of the following has a meso isomer also?
a. 2-Chlorobutane b. 2, 3-Dichlorobutane
4. Which of the compounds exists mainly in the enol form? c. 2, 3-Dichloropentane
O
O
d. 2-Hydroxypentanoic acid .
14. For which of the following parameters of the structural
a. b. isomers
O
O C2 H5 OH and CH3 OCH3 would be expected to have the
same values?
(Assume ideal behaviour)
c. d. All of these a. Heat of vapourisation
O O b. Vapour pressure at the same temperature
c. Boiling points
5. A carbonyl compound reacts with hydrogen cyanide to form d. Gaseous densities at the same temperature and
cyanohydrin which on hydrolysis forms a racemic mixture pressure
of -hydroxy acid. The carbonyl compound is 15. Which types of isomerism is shown by 2, 3-dichlorobutane ?
a. Formaldehyde b. Acetaldehyde a. Diastereo b. Optical
c. Acetone d. Diethyl ketone c. Geometric d. Structural.
6. The no. of stereoisomers and optical isomers possible for the 16. Increasing order of stability among the three main
Compound abdC-Cabd are respectively conformations (i.e., eclipse, anti, gauche) of 2-fluoroethanol
a. 3, 3 b. 3, 2 is
c. 2, 3 d. 2, 2 a. Eclipse, gauche, anti b. Gauche, eclipse, anti
7. Which f the following pair of molecules can exhibit c. Eclipse, anti, gauche d. Anti, gauche, eclipse
conformational or rotational isomerism? 17. Which of the following conformations of cyclohexane is
a. CH3 OH, H2 O2 b. CH3OH,NH2 NH2 chiral?
c. H2 O2, NH2 NH2 d. All of these a. Rigid b. Chair
c. Boat d. Twist boat.
8. Among the following, the most stable compound is: 18. Erythro isomer among the following is:
a. Cis-1, 2-cyclohexanediol
CH3 COOH
b. Trans-1, 2-cyclohexanediol
c. Cis-1, 3-cyclohexanediol H OH H Cl
d. trans-1, 3-cyclohexanediol. a. b.
9. Which of the following does not show geometrical Br H Cl OH
isomerism? CH3
CH3
a. 1, 2-Dichloro-1-pentene
b. 1, 3-Dichloro-2-pentene COOH CHO
c. 1, 1-Dichloro-1-pentene H2N H H OH
d. 1, 4-Dichloro-2-pentene
10. Among the following four structures I to IV c. d.
H OH H OH
CH3 O CH3 CH3 CH2OH
 ‖ 
C2 H5―CH―C3 H7 ,CH3 ―C―CH―C2 H5 , 19. The number of isomers for the compound with molecular
(I) (II) formula C2BrClFI is
a. 3 b. 4
H CH3 c. 5 d. 6
  20. Which of the following compounds exhibit stereo
H―C C2 H5―CH―C2 H5, isomerism?
 a. 2-Methylbutene-1
H b. 3-Methylbutyne-1
(III) (IV) c. 3-Methylbutanoic acid
d. 2-Methylbutanoic acid
A PIONEER INSTITUTE FOR MEDICAL AND ENGINEERING ASPIRANTS 1
MEDICAL

21. An enatiomerically pure acid is treated with racemic 32. Which of the following is most likely to show optical
micture of an alcohol having one chiral carbon. The ester isomerism?
formed will be H H
a. Optically active mixture b. Pure enantiomer  
c. Meso compound d. Racemic mixture a. HC  CCC  CH b. CH  CCCH3
22. On monochlorination of H3C , the total number of chiral  
products are : Cl Cl
a. 2 b. 4 H Cl
c. 6 d. 8  
23. In the given conformation C2 is rotated about C2 C3 bond c. HC  CCH d. HC  C=CH2
anticlockwise by an angle of 120 then the formation btained 
is: C4 Cl
CH3
33. The reason for the loss of optical activity of lactic acid when
a. Fully eclipsed conformation H
H OH group is changed by H is that:
b. Partially eclipsed conformation a. Chiral centre of the molecule is destroyed
c. Gauche conformation H
H b. Molecule acquires asymmetry
d. Staggered conformation. c. Due to change in configuration
CH3
C1 d. Structural changes occurs
34. A molecule of urea can show
24. There is a mixture of lowest molecular weight ketone and its a. Chain isomerism b. Position isomerism
next homologue. It is treated with hydroxyl amine when a c. Geometrical isomerism d. Optical isomerism
mixture of oximes is obtained. e. Tautomerism.
a. 2 oximes are obtained 35. Which of the following Fischer's projection formula is
b. 3 oximes are obtained identical
c. One of the oximes is optically active to D-glyceraldehde?
d. All oximes are optically active.
CH2OH CH2OH
25. Which of the following is/are chiral? (a) OH CHO (b) H OH
CH3 Cl
1 H CHO
2 CHO
CH3 CH3 (c) (d)
None
H OH
CH3 CH2OH
CH3 36. The name of the compound is
a. (2Z, 4Z)-2, 4-Hexadiene
3 b. (2Z, 4E)-2, 4-Hexadiene
4 c. (4E, 4Z)-2, 4-Hexadiene
Cl CH3
CH3 d. (2E, 4E)-2, 4-Hexadiene
37. How many optically active stereoisomers are possible for
a. 1,2,3 b. 1,2,4 butane -2,3-diol?
c. 2,3,4 d. 1, 3,4 a. 0 b. 1
c. 2 d. 3
26. The number of structural isomers for C6 H14 is e. 4
a. 3 b. 4 38. The number of optical isomers of CH3 CH(OH)CH(OH)CHO
c. 5 d. 6. is
27. How many chiral isomers can be drawn from 2-bromo-3- a. Zero b. 2
chlorobutane? c. 3 d. 4
a. 2 b. 3 e. 6
c. 4 d. 5
28. Maximum enol content is in 39. The number of aromatic structures possible for the molecular
O O
O formula C7 H8 O is
a. b. a. 4 b. 7
O O O c. 9 d. 5
c. d.
H
H 40. Which among the following is a 'threo' isomer?
29. Which of the following compounds is optically active ? CHO CH3
H OH Br H
a. (CH3 )2 CHCH2 OH b. CH3 CH2 OH a. b.
c. CCl2 F2 d. CH3 CHOHC2 H5 H OH H OH
CH2OH CH3
30. The number of isomers of the compound with molecular
formula C2 H2 Br2 is COOH
COOH
a. 4 b. 3 H Cl
c. 5 d. 2
H NH2
31. Keto-enol tautomerism is observed in: c. d.
H OH
O O H OH
CH3
a. H5 C6 CCH2 CC6 H5 CH3
O O
b. H5 C6 CCH3 c. H5C6CH
d. Both a. and b.

A PIONEER INSTITUTE FOR MEDICAL AND ENGINEERING ASPIRANTS 2


MEDICAL

A PIONEER INSTITUTE FOR MEDICAL AND ENGINEERING ASPIRANTS 3

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