Sri Chaitanya IIT Academy 22-01-2022_Jr.Super60_Jee-Main_WTM-19_Q.

P
CHEMISTRY Max Marks: 100
(SINGLE CORRECT ANSWER TYPE)
This section contains 20 multiple Regional
(1), (2), (3) and (4) for Chennai
Office: its - Tamilnadu
Marking scheme: +4 for correct answer, 0 if not attempted and –1 in all other cases.

10-07-2024
10-07-2024

1. Newmann representation of

Then X&Y are respectively:

1) Me, Et 2) H , Et 3) Et, H 4) Et, Me
2. In the following skew conformation of ethane H ' C  C  H '' ,dihedral angle is:

1) 120 0 2) 580 3) 1510 4) 149 0

3. Which of the following pairs of isomers is an example of metamerism?
CH 3

CH 3CH 2CH 2CH 2CH 3 and H 3C  C  CH 3

CH 3
1) 2)

3) 4)
4. Staggered and eclipsed conformers of ethane are:
1)Polymers 2)Rotamers 3)Enantiomers 4)Mirror images
5. Which of the following will have least hindered rotation about carbon-carbon bond?

1)Acetylene 2)Hexachloroethane

3)Ethane 4)Ethylene
6. Which are not positional isomers?

CN
1) CN
CH 3  CH  CH 2  C  O and CH 3  CH  CH 2  C  O

H Cl Cl H
2)
O
|| O
C  OCH 3 ||
C  O  CH 2CH 3
3)
4) All the above

7. are
1)Position isomers 2)Chain isomers
3)Functional isomers 4)Metamers
8. Benzoic acid and salicylaldehyde  C6 H 5COOH , OH  C6 H 4  CHO  are

1)Position isomers 2)Chain isomers

3)Functional isomers 4)Stereoisomers

9. The number of primary, secondary and tertiary amines possible, with the molecular

formula C3 H 9 N is given by the set

1)1,2,2 2)1,2,1 3)2,1,1 4)3,0,1

10. Which of the following pairs of compounds are chain isomers?

OH
O
OH and and
1) 2) O
COOH
COOH OH
and
OH and
3) 4)
11. Which of the following pairs of compounds are not possible isomers?

1) 2)

3) 4)
12. Cycloalkanes are isomeric with
1)Olefins 2)Alkynes 3)Alkadienes 4)All the above
13. One among the following pairs of compounds is not isomers?
1)
2)
3)
4)
14. The compound which is not isomeric with diethyl ether is
1)n-propyl methyl ether 2)Butan-1-ol
3)2-methylpropan-2-ol 4)Butanone
15. Which of the following pairs of compounds are functional isomers?

1) 2)

3) 4)
16. For which of the following parameters the structural isomers C2 H 5OH and CH 3OCH 3 would
be expected to have the same values?(Assume ideal behavior)
1)Heat of vaporization
2)Vapour pressure at the same temperature
3)Boiling points
4)Gaseous densities at the same temperature
17. Maximum potential energy is associated with which of the following conformers of n-
butane:
1)Anti 2)Gauche 3)Fully eclipsed 4)Eclipsed
18. Compare the stabilities of the following two compounds
A:cis-Ethyl-3-methylcyclohexane

B:trans-1-Ethyl-3-methylcyclohexane

1)A is more stable

2)A and B are of equal stability

3)B is more stable
4)No comparison can be made
19. What, if anything can be said about the magnitude of the equilibrium constant K for the
following equilibrium?

1) K  1
2) K  1
3) K  1
4)No estimate of K can be made
20. Which of the following statements is true?
1)Van der wall’s strain in cis1,2-dimethylcyclopropane is the principal reason for its
decreased stability relative to trans isomer.
2)Cyclohexane gives off more heat per CH 2 group on being burned in air than any other
cycloalkane
3)The principal source of strain in the boat configuration of cyclohexane is angle strain
4)The principal source of strain in the gauche conformation of butane is torsional strain
21. Total number of constitutional isomers(only position isomers)possible for trimethyl
cyclohexane is
22. The number of isomeric dichloro derivatives of cyclopentane (structural) is
23. The maximum number of structural isomers of hexane is
24. Number of structural isomeric alcohols possible with molecular formula C5 H11OH is/are
25. The number of structural isomers possible for C3 H 5Cl3 is
26. The rotational energy barrier between the most stable and least stable conformation of
2,3-dimethylbutane along C2  C3 bond is…… KCal mol 1

(Given: The energies  KCal mol 1  for H / CH 3 =1.8, CH 3 / CH 3 eclipsing=2.9 and CH 3 / CH 3

gaushe=0.9)
27. How many terminal alkyne isomers (structural) are possible for the formula C6 H10 >
28. What will be the total number of possible structural isomers with formula C7 H12 Br2
fulfilling the following conditions
i)It should contain 6 membered cyclic ring
ii)None of the isomer should contain both bromine atom either on same or adjacent
carbon atom
iii)None of the isomer should contain bromine atom on tertiary carbon atom
29. How many of the following are the isomers of compound CH3CH2CHO?
1. CH 3COCH 3 2. CH 3  CH  CH  OH 3. CH 2  CH  CH 3 4. CH 3  CH 2  O  CH 3

30. How many gem dihalides with different formula are possible for C3 H 6Cl2 ?
 KEY SHEET
CHEMISTRY
1) 1 2) 4 3) 4 4) 2 5) 3
6) 4 7) 4 8) 3 9) 3 10) 3
11) 4 12) 1 13) 3 14) 4 15) 2
16) 4 17) 3 18) 1 19) 2 20) 1
21) 6 22) 3 23) 5 24) 8 25) 5
26) 4.7 27) 4 28) 7 29) 3 30) 2
 SOLUTIONS
1. H

Et
H

H
Me
Me
More stable conformer.

2. H H
H 20p
H

1200
a

H b
H
29
a  b  1200  290  1490

3.

H9C4 C3H7
C2H5 C3H7
O O

O , C  1, C  O  groups
Show metamerism

4. Conceptual

5. Rotation around the C-C bond in ethylene C2 H 4 and acetylene C2 H 2 is not possible
because of the presence of double and triple bond. Among ethane and
hexachloroethane, ethane has the smallest sized group(H) bonded to carbons, hence
there will be least hindered rotation about C-C bond.

6. CH3 CCH2 C OandCH3 CHCH2 C O

H H
Cl Cl
7. Compounds having same molecular formula but different number of carbon
atoms(alkyl groups)on either side of functional group (i.e, O  S, NH , C   O)   are
called members and the phenomenon is called metamerism. All isomeric esters are
metamers.

8. O
C OH

OH
O

Functional isomers

9.
NH 2 NH 2

0
10
1
NH N
20 30

10  2 20  1 30  1

10. O O
3 C OH
C OH
2
4 3
2

Butanoic acid 2-Methyl propanoic acid

Hint: Root word changes in chain isomerism

11. They are fundamental isomers

12. C4 H8 
Eg:
C4 H 8 
 Cycloalkanes and elefiens are fundamental isomers.

13. C3 H 6O, C3 H 8O molecular formula’s are not same

14. Diethyl ether C2 H 5  O  C2 H 5  C4 H10O

O
CH 3  CH 2  CH 3  C4 H8O
Butanone
 M .F ' s are not same

15. O
O O
;
O
Ester Alkerty ketone

16. Conceptual

17. H CH 3
H

H H
CH 3
Least repulsions more stable

18. Cis ethyl 3-methyl cyclohexane

3
2 C2 H 5
CH 3
4 1 4
Bulkier groups at equatorial position
3
4 2
1 C2H5
CH3 1
4 CH 3 -at axial position

19. Product is unstable due to bulkier group at axial position.

k  1

20. Conceptual
21.

22. Cl Cl
Cl Cl
Cl

(O.A)
Cl Cl
(2)

(2)
Cl Cl

23.

24. OH
OH

OH

OH OH

OH
OH

OH
25. Cl
Cl
Cl Cl
Cl
Cl Cl

Cl
Cl
Cl Cl
Cl

Cl Cl Cl

26.

27.
H H

H H

28. Conceptual

29. Conceptual

30. Cl
Cl Cl

Cl