1.
Which of the following cycloalkanes is predicted by Baeyer's strain theory to have
the highest ring strain? a) Cyclopentane b) Cyclobutane c) Cyclopropane d)
Cyclohexane Answer: c) Cyclopropane
2. According to Baeyer's strain theory, what type of strain arises from the deviation of
bond angles from the ideal tetrahedral angle (109.5°)? a) Torsional strain b) Steric
strain c) Angle strain d) Van der Waals strain Answer: c) Angle strain
3. What is the primary limitation of Baeyer's strain theory? a) It does not account for
torsional strain. b) It incorrectly predicts the stability of large rings. c) It only considers
angle strain. d) All of the above. Answer: b) It incorrectly predicts the stability of
large rings.
4. Baeyer's strain theory assumes that cycloalkane rings are: a) Planar b) Non-planar c)
Flexible d) Highly strained Answer: a) Planar
5. Which cycloalkanes are considered "strainless rings" according to Sachse-Mohr's
theory? a) Cyclopropane and cyclobutane b) Cyclopentane and cyclohexane c)
Cyclohexane and larger rings d) All cycloalkanes are strained Answer: c) Cyclohexane
and larger rings
6. What was Coulson and Moffitt's modification to Baeyer's strain theory? a) They
proposed that bond angles in strained rings are not exactly tetrahedral. b) They introduced
the concept of torsional strain. c) They suggested that rings can be non-planar. d) They
focused on transannular interactions. Answer: a) They proposed that bond angles in
strained rings are not exactly tetrahedral.
7. Sachse-Mohr's theory explains the stability of larger cycloalkanes by suggesting they
adopt: a) Planar conformations b) Puckered or non-planar conformations c) Highly
strained structures d) Only boat conformations Answer: b) Puckered or non-planar
conformations
8. According to Baeyer's strain theory, the stability of cycloalkanes decreases as the
ring size increases beyond: a) Cyclopropane b) Cyclobutane c) Cyclopentane d)
Cyclohexane Answer: c) Cyclopentane
9. What type of strain is significant in cyclopropane due to its small ring size and
planar structure? a) Torsional strain and angle strain b) Steric strain only c)
Transannular strain d) Van der Waals strain Answer: a) Torsional strain and angle
strain
10. The observation that larger cycloalkanes (like cyclohexane) are more stable than
predicted by Baeyer's theory led to the development of: a) Valence Bond Theory b)
Molecular Orbital Theory c) Sachse-Mohr's theory d) Hybridization theory Answer: c)
Sachse-Mohr's theory
11. Coulson and Moffitt's modification introduced the idea of "bent bonds" or "banana
bonds" in which cycloalkane? a) Cyclopentane b) Cyclohexane c) Cyclopropane d)
Cyclooctane Answer: c) Cyclopropane
12. What is the approximate angle strain in cyclopropane, assuming ideal tetrahedral
angles? a) 0° b) ~49.5° c) ~19.5° d) ~9.5° Answer: c) ~19.5° (60° actual bond angle vs
109.5° ideal; difference is 49.5°, but strain is usually half of deviation per bond or
total deviation per ring)
13. Which theory successfully explains why cyclohexane is relatively stable despite its
ring size? a) Baeyer's strain theory b) Sachse-Mohr's theory c) Coulson and Moffitt's
modification d) VSEPR theory Answer: b) Sachse-Mohr's theory
14. What is the ideal bond angle for sp3 hybridized carbon atoms? a) 90° b) 120° c)
109.5° d) 180° Answer: c) 109.5°
15. In the context of strainless rings, what does Sachse-Mohr's theory propose about the
carbon atoms in larger rings? a) They lie in the same plane. b) They are puckered to
relieve strain. c) They form highly rigid structures. d) They exhibit increased angle strain.
Answer: b) They are puckered to relieve strain.
Reactions of cyclopropane and cyclobutane only
16. Cyclopropane undergoes ring-opening reactions more readily than cyclohexane due
to its high: a) Steric hindrance b) Torsional strain c) Ring strain d) Electronegativity
Answer: c) Ring strain
17. Which type of reaction is characteristic of cyclopropane and cyclobutane, but not
typically observed for cyclopentane or cyclohexane under similar mild conditions? a)
Substitution reactions b) Addition reactions (ring-opening) c) Elimination reactions d)
Rearrangement reactions Answer: b) Addition reactions (ring-opening)
18. When cyclopropane reacts with H2 in the presence of a catalyst (e.g., Ni), what is the
product? a) Propene b) Propane c) Cyclohexane d) Hexane Answer: b) Propane
19. What is the product when cyclobutane reacts with Br2 at room temperature in the
presence of light, leading to ring-opening? a) 1,2-dibromocyclobutane b) 1,4-
dibromobutane c) Bromocyclobutane d) Butane Answer: b) 1,4-dibromobutane
20. Which reagent is commonly used to open the cyclopropane ring via an addition
reaction? a) Dilute H2SO4 b) HCl c) NaOH d) KMnO4 Answer: b) HCl
21. The ring-opening reaction of cyclopropane with HBr yields: a) 1-bromopropane b) 2-
bromopropane c) 1,2-dibromopropane d) Propane Answer: a) 1-bromopropane
(following Markovnikov's rule if unsymmetrical, but for cyclopropane, it's 1-
bromopropane)
22. Why do cyclopropane and cyclobutane exhibit addition reactions (ring-opening)
rather than substitution like larger cycloalkanes? a) They are less reactive. b) Ring
opening relieves significant ring strain. c) They have fewer hydrogen atoms. d) Their
carbon atoms are sp2 hybridized. Answer: b) Ring opening relieves significant ring
strain.
23. Which of the following statements is true regarding the reactivity of cyclopropane
compared to cyclohexane? a) Cyclopropane is less reactive due to its rigid structure. b)
Cyclopropane is more reactive towards ring-opening reactions. c) Cyclopropane
undergoes substitution reactions more readily. d) Both have similar reactivity. Answer:
b) Cyclopropane is more reactive towards ring-opening reactions.
24. When cyclobutane reacts with H2/Ni, the product formed is: a) But-1-ene b) n-Butane
c) Cyclobutene d) But-2-ene Answer: b) n-Butane
25. The ring-opening reaction of cyclopropane with water in the presence of acid (H+)
will yield: a) 1-propanol b) 2-propanol c) Propane-1,2-diol d) Propane Answer: a) 1-
propanol (water adds across the C-C bond, leading to the alcohol)
26. What is the general term for reactions where a ring structure is broken to form an
open-chain compound? a) Cyclization b) Polymerization c) Ring-opening reaction d)
Isomerization Answer: c) Ring-opening reaction
27. Compared to cyclopropane, cyclobutane's ring strain is: a) Higher b) Lower c) The
same d) Negligible Answer: b) Lower
28. Ring-opening reactions of cyclobutane are generally ______ vigorous than those of
cyclopropane. a) More b) Less c) Equally d) Unpredictably Answer: b) Less
29. Which of these reactions is a characteristic test to distinguish cyclopropane from
propane? a) Reaction with KBr b) Reaction with Br2/CCl4 (decolorization due to
addition) c) Combustion d) Reaction with oxygen Answer: b) Reaction with Br2/CCl4
(cyclopropane undergoes ring-opening addition, propane does not)
30. When cyclopropane reacts with HI, which product is predominantly formed? a) 1-
iodopropane b) 2-iodopropane c) 1,2-diiodopropane d) Propene Answer: a) 1-
iodopropane
Conformations of cyclopropane, cyclobutane and cylcohexane (chair & boat only)
31. What is the characteristic conformation of cyclopropane? a) Chair b) Boat c) Planar
d) Twisted boat Answer: c) Planar
32. Why does cyclopropane adopt a planar conformation despite the high ring strain? a)
It has minimal angle strain. b) It allows for maximum bond overlap. c) It is the only
geometrically possible arrangement for a three-membered ring. d) It minimizes torsional
strain. Answer: c) It is the only geometrically possible arrangement for a three-
membered ring.
33. Which of the following best describes the most stable conformation of cyclobutane?
a) Planar b) Puckered (butterfly or folded) c) Chair d) Boat Answer: b) Puckered
(butterfly or folded)
34. The puckered conformation of cyclobutane helps to relieve which type of strain
present in its planar form? a) Angle strain b) Steric strain c) Torsional strain d) Baeyer
strain Answer: c) Torsional strain
35. What is the most stable conformation of cyclohexane? a) Boat b) Half-chair c) Twist-
boat d) Chair Answer: d) Chair
36. In the chair conformation of cyclohexane, how are the hydrogen atoms distributed?
a) All axial b) All equatorial c) Half axial and half equatorial d) All planar Answer: c)
Half axial and half equatorial
37. What is the relationship between the chair and boat conformations of cyclohexane?
a) They are identical. b) They are enantiomers. c) They are conformers (interconvertible
by rotation). d) They are structural isomers. Answer: c) They are conformers
(interconvertible by rotation).
38. Which type of strain is significantly higher in the boat conformation of cyclohexane
compared to the chair conformation? a) Angle strain b) Steric strain (flagpole
interactions) and torsional strain c) Bond strain d) Hybridization strain Answer: b) Steric
strain (flagpole interactions) and torsional strain
39. The phenomenon where axial groups in a cyclohexane chair conformation
experience repulsion from other axial groups on the same side of the ring is known
as: a) Baeyer strain b) Pitzer strain c) 1,3-diaxial interactions d) Torsional strain Answer:
c) 1,3-diaxial interactions
40. Which conformation of cyclohexane is considered the least stable among chair, boat,
and twist-boat? a) Chair b) Boat c) Twist-boat d) All are equally stable Answer: b) Boat
