Complete isomerism (Structural,

Conformational, Optical, Geometrical) (organic Chemistry)

Exercise-1

1. How many benzenoid aromatic isomers shown by C7 H7 Cl?

(A) 4 (B) 3 (C) 5 (D) 6

2. has 'x' chiral centre then find the value of x :

(A) 7 (B) 8 (C) 6 (D) 5

3. The number of optically active compounds in the isomers of C4 H9 Br is.

(A) 1 (B) 2 (C) 3 (D) 4

4. Optical & geometrical isomerism both can be shown by

(A) (B)

(C) (D)

5. Which of the following is incorrect relation:

(A) identical

(B) positional isomers

(C) positional isomers

(D) homologues

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 Complete isomerism (Structural,
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6. Which of the following will not show optical isomerism.

(A) Cl − CH = C = C = CH − Cl (B) Cl − CH = C = C = C = CH − Cl

(C) (D)

7. Which of the following is a 'threo' isomer :

(A) (B) (C) (D)

8. Following compounds are:

(A) Functional isomer (B) Chain isomer

(C) Metamer (D) Position isomer

9. For the newman projection of n-butane, which of the following pair(s) of (X,Y) is/are possible?

(A) (CH3 , CH3 ) (B) (CH3 , Et) (C) (H, Et) (D) (Et, H)

10. A mixture of d and 1, 2-bromobutane contain 75% d-2-bromobutane. Calculate enantiomeric

excess.
(A) 75% (B) 25% (C) 50% (D) 100%

11. Which of the following pair of cyclohexane is flexible?

(A) Chair (B) Twist boat (C) Half boat (D) All of these

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12. For the given compound, choose the incorrect option?

(A) On treatment with NaOD/D2 O for long time, it has 7 deuterium in its enol form
(B) It has all types of permanent electronic displacement effect present.
(C) It has IUPAC name "Pent-2-en-4-one."
(D)None of the above.

13. What is relation between (I), (II) and (III)?

(A) I and II are tautomers (B) III is conjugate base of II

(C) III is resonance structure of I (D) no relation exists

14. Which of the following has (have) more number of stable conformations than ethyl chloride?
(A) Butane (B) Isopropanol (C) n-pentane (D) Neohexane

15. Major product (P) obtained is:

(A) (B)

(C) (D)

16. Incorrect relationship between given compounds are

(A) Both are geometrical isomers (B) Both are stereo isomers
(C) Both are enantiomers (D) Both are diastereomers

17. Which of the following has C2 & C3 axis of symmetry?

(A) (B) H2 CCl2 (C) H3 C − Cl (D)

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18. Statement 1: is a chiral resolvable molecule.

Statement 2: Et is non-superimposable on its mirror image.

(A) Statement- -1 is true, Statement- 2 is true; Statement -2 is not the correct explanation of Statement -1
(B) Statement-1 is true, Statement-2 is true; Statement-2 is the correct explanation of Statement-1
(C) Statement-1 is true, Statement-2 is false
(D) Statement- 1 is false, Statement- 2 is true

19. Compound is/are ?

(A) (2R, 3S), L (B) L, Erythreo (C) Threo, D (D) (2R, 3S), D

20. Identify correct relation between pair of compounds?

(A) Diastereomers

(B) Identical

(C) Diastereomers

(D) Enantiomers

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Exercise-2 (PYQs)

21. The optically inactive compound from the following is: [JEE MAIN 2015]
(A) 2-chloropropanal (B) 2-chlorobutane
(C) 2-chloro-2-methylbutane (D) 2-chloropentane

22. The absolute configuration of: [JEE MAIN 2016]

(A) (2R, 3R) (B) (2R, 3S) (C) (2S, 3R) (D) (2S, 3S)

23. Which of these factors does not govern the stability of a conformation in acyclic compounds?
[JEE MAIN 2019]
(A) Steric interactions (B) Torsional strain
(C) Electrostatic forces of interaction (D) Angle strain

24. In the following skew conformation of ethane,

H ′ − C − C − H ′ " dihedral angle is: [JEE MAIN 2019]

(A) 58° (B) 151° (C) 120° (D) 149°

25. Which of the following compounds will show the maximum 'enol' content? [JEE MAIN 2019]
(A) CH3 COCH2 COCH3 (B) CH3 COCH3
(C) CH3 COCH2 COOC2 H5 (D) CH3 COCH2 CONH2

26. Number of chiral centers in chloramphenicol is: [JEE MAIN 2020]

27. The total number of monohalogenated organic products in the following (including
stereoisomers) reaction is [JEE MAIN 2020]
(i) H2 /Ni/Δ
A (Simplest optically active alkene)
(ii) X2 /Δ

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28. The incorrect statement regarding conformations of ethane is: [JEE MAIN 2024]
(A) Ethane has infinite number of conformations
(B) The dihedral angle in staggered conformation is 60∘
(C) Eclipsed conformation is the most stable conformation.
(D) The conformations of ethane are interconvertible to one-another.

29. Total number of compounds with Chiral carbon atoms from following is [JEE MAIN 2024]

CH3 − CH2 − CH(NO2 ) − COOHCH3 − CH2 − CHBr

−CH2 − CH3
CH3 − CH(I) − CH2 − NO2
CH3 − CH2 − CH(OH) − CH2 OH

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Answer Key
Exercise-1
1. (A) 2. (A) 3. (B) 4. (C) 5. (B)
6. (A) 7. (B) 8. (C) 9. (A ,C, D) 10. (C)
11. (B) 12. (C) 13. (A) 14. (A, B, C) 15. (C)
16. (C) 17. (D) 18. (B) 19. (C, D) 20. (A, B, C, D)

Exercise-2 (PYQs)
21. (C) 22. (C) 23. (D) 24. (D) 25. (A)
26. (2) 27. (8) 28. (C) 29. (5)

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