1. Molecular formula of benzene is:
    a) C6H14
    b) C6H12
    c) C6H6
    d) C5H6
    Answer: c
  2. Which ratio of carbon:hydrogen led to benzene’s unsaturation prediction?
    a) 1:1
    b) 2:1
    c) 1:1.33
    d) 1:1.5
    Answer: c
  3. Benzene on catalytic hydrogenation gives:
    a) Cyclohexane
    b) Cyclohexene
    c) Cyclopentane
    d) Cyclohexadiene
    Answer: a
  4. The number of π-electrons in benzene is:
    a) 4
    b) 6
    c) 8
    d) 10
    Answer: b
  5. Benzene shows fewer addition reactions than expected because of:
    a) Low reactivity
    b) Presence of delocalized π-electrons giving extra stability (aromatic character)
    c) It is saturated
    d) It has sp3 carbons
    Answer: b
  6. In Kekulé’s structure, benzene has:
    a) Alternating single and double bonds in a hexagon
    b) Six single bonds
    c) Only π-bonds
    d) No bonds
    Answer: a
  7. The modern orbital picture of benzene describes:
    a) Six sp3 carbons
    b) Six sp2 hybrid carbons with delocalized π-electrons above and below the plane
    c) Six sp hybrid carbons
    d) Ionic bonding
    Answer: b
  8. Resonance explains:
    a) Only bond breaking
    b) Delocalization of electrons producing equal C–C bond lengths in benzene
    c) Different bond lengths
    d) Single Kekulé structure dominance
    Answer: b
  9. Experimentally, all C–C bond lengths in benzene are:
    a) Alternating 1.54 and 1.34 Å
    b) Equal ~1.39 Å
    c) All 1.20 Å
    d) Different in each carbon
    Answer: b
  10. The heat of hydrogenation of benzene is:
    a) Greater than three times cyclohexene
    b) Less than three times cyclohexene (due to resonance stabilization)
    c) Exactly three times
    d) Zero
    Answer: b
  11. Hückel’s rule states aromatic compounds must have:
    a) 2n electrons
    b) 4n electrons
    c) 4n+2 π electrons (n = 0,1,2,…)
    d) Only 8 electrons
    Answer: c
  12. Benzene satisfies Huckel’s rule because it has:
    a) 8 π electrons
    b) 6 π electrons
    c) 4 π electrons
    d) 10 π electrons
    Answer: b
  13. Aromatic compounds must be:
    a) Planar, conjugated, cyclic with (4n+2) π electrons
    b) Non-planar
    c) Open chain
    d) Aliphatic
    Answer: a
  14. Resonance energy of benzene is about:
    a) 36 kcal/mol
    b) 120 kcal/mol
    c) 152 kcal/mol
    d) 0 kcal/mol
    Answer: a
  15. The high stability of benzene is due to:
    a) Hyperconjugation
    b) Aromatic resonance delocalization
    c) Hydrogen bonding
    d) Ionic bonds
    Answer: b
  16. Benzene undergoes mostly:
    a) Addition reactions
    b) Substitution reactions
    c) Elimination reactions
    d) Oxidation only
    Answer: b
  17. Nitration of benzene uses:
    a) HCl + ZnCl2
    b) Conc. HNO3 + conc. H2SO4
    c) KMnO4
    d) NaOH
    Answer: b
  18. The electrophile in nitration is:
    a) NO
    b) NO2+ (nitronium ion)
    c) NO3-
    d) NO2 radical
    Answer: b
  19. Sulphonation of benzene uses:
    a) Fuming H2SO4 (oleum)
    b) Conc. HNO3
    c) KMnO4
    d) NaOH
    Answer: a
  20. Electrophile in sulphonation is:
    a) SO3
    b) SO4-
    c) SO2
    d) S2-
    Answer: a
  21. Halogenation of benzene requires:
    a) UV light
    b) Lewis acid catalyst like FeCl3 or AlCl3
    c) NaOH
    d) Heat only
    Answer: b
  22. Electrophile in chlorination of benzene is:
    a) Cl−
    b) Cl2
    c) Cl+ (from Cl2 + FeCl3)
    d) Cl radical
    Answer: c
  23. Friedel–Crafts alkylation uses:
    a) Alkyl halide + AlCl3
    b) Alcohol + NaOH
    c) Alkene + H2O
    d) Acid + base
    Answer: a
  24. Electrophile in Friedel-Crafts alkylation is:
    a) Alkyl radical
    b) Alkyl cation (R+) formed in presence of AlCl3
    c) Alkyl anion
    d) Alkene
    Answer: b
  25. Limitation of Friedel-Crafts alkylation:
    a) Carbocation rearrangement
    b) Polyalkylation
    c) Inactive for deactivated rings like nitrobenzene
    d) All of the above
    Answer: d
  26. Friedel–Crafts acylation uses:
    a) Acid chloride + AlCl3
    b) Carboxylic acid + H2SO4
    c) Ester + base
    d) Alkyl halide + NaOH
    Answer: a
  27. Product of acylation reaction is:
    a) Alcohol
    b) Ketone (Ar–CO–R)
    c) Aldehyde
    d) Ester
    Answer: b
  28. Friedel-Crafts acylation avoids:
    a) Rearrangement
    b) Polyacylation (usually only monoacylation occurs)
    c) Both a and b
    d) None
    Answer: c
  29. Halogenation of benzene is:
    a) Electrophilic
    b) Nucleophilic
    c) Radical
    d) Free-radical substitution
    Answer: a
  30. Sulphonation is:
    a) Reversible
    b) Irreversible
    c) Combustion
    d) Oxidation
    Answer: a
  31. The function of AlCl3 in Friedel-Crafts reaction is:
    a) Oxidant
    b) Lewis acid catalyst to generate carbocations
    c) Reducing agent
    d) Base
    Answer: b
  32. Benzene reacts with CH3Cl and AlCl3 to form:
    a) Toluene
    b) Benzyl alcohol
    c) Chlorobenzene
    d) Phenol
    Answer: a
  33. Benzene reacts with CH3COCl and AlCl3 to form:
    a) Acetophenone
    b) Benzaldehyde
    c) Toluene
    d) Anisole
    Answer: a
  34. Nitration of benzene is an example of:
    a) Electrophilic aromatic substitution
    b) Nucleophilic substitution
    c) Radical substitution
    d) Elimination
    Answer: a
  35. Friedel-Crafts reaction cannot be done on:
    a) Nitrobenzene
    b) Toluene
    c) Chlorobenzene
    d) Benzene
    Answer: a
  36. Electron-donating groups (EDG) generally:
    a) Activate benzene ring and direct new substituents to ortho/para positions
    b) Deactivate and direct meta
    c) Have no effect
    d) Destroy aromaticity
    Answer: a
  37. Electron-withdrawing groups (EWG) generally:
    a) Activate
    b) Deactivate and direct meta
    c) Deactivate and direct ortho
    d) Activate and direct meta
    Answer: b
  38. –NO2 group is:
    a) Activating, ortho/para directing
    b) Deactivating, meta directing
    c) Neutral
    d) Activating, meta directing
    Answer: b
  39. –OH group is:
    a) Activating, ortho/para directing
    b) Deactivating, meta
    c) Neutral
    d) Meta directing
    Answer: a
  40. –CH3 group is:
    a) Activating, ortho/para directing (inductive +H effect)
    b) Deactivating, meta
    c) Deactivating, para
    d) Deactivating, ortho
    Answer: a
  41. –NH2 is:
    a) Strong activating, ortho/para directing
    b) Deactivating, meta
    c) Neutral
    d) Deactivating, para
    Answer: a
  42. –COOH is:
    a) Activating, ortho
    b) Deactivating, meta directing
    c) Activating, para
    d) Neutral
    Answer: b
  43. –SO3H group is:
    a) Deactivating, meta
    b) Activating, ortho
    c) Activating, para
    d) Neutral
    Answer: a
  44. –Cl on benzene is:
    a) Deactivating by -I effect but ortho/para directing by lone pair resonance
    b) Activating and meta
    c) Deactivating and meta
    d) Activating and ortho
    Answer: a
  45. –NO2 group deactivates the ring because:
    a) It donates electrons
    b) It withdraws electrons by -I and -M effects reducing electron density
    c) It adds protons
    d) It increases resonance
    Answer: b
  46. –OH activates because:
    a) +M effect donates electron density to ring increasing electrophilic attack rate
    b) -I withdraws electrons
    c) It makes ring acidic
    d) It makes it neutral
    Answer: a
  47. Orientation means:
    a) Where the new group enters during electrophilic aromatic substitution
    b) Solubility of benzene
    c) Colour of product
    d) Number of rings formed
    Answer: a
  48. Deactivating meta directors usually contain:
    a) Electron withdrawing atoms/groups attached to the ring carbon
    b) Alkyl groups
    c) Hydroxyl groups
    d) Amine groups
    Answer: a
  49. Alkyl groups are:
    a) Activating ortho/para directors
    b) Meta directing
    c) Neutral
    d) Deactivating
    Answer: a
  50. Halogens are special because:
    a) Deactivate the ring by -I effect yet ortho/para direct due to lone pair resonance
    b) Activate and meta
    c) Activate and para
    d) Deactivate and meta
    Answer: a
  51. DDT stands for:
    a) Dichloro diphenyl tetraoxide
    b) Dichloro diphenyl trichloroethane
    c) Dimethyl diphenyl trichloroethane
    d) Dinitro dichloro toluene
    Answer: b
  52. DDT is used as:
    a) Herbicide
    b) Insecticide
    c) Fungicide
    d) Preservative
    Answer: b
  53. BHC (Benzene hexachloride) is prepared by:
    a) Chlorination of benzene in UV light
    b) Nitration of benzene
    c) Hydrogenation of benzene
    d) Oxidation of benzene
    Answer: a
  54. BHC is used as:
    a) Herbicide
    b) Insecticide (Lindane)
    c) Fertilizer
    d) Preservative
    Answer: b
  55. Saccharin is:
    a) Artificial sweetener (non-nutritive)
    b) Pesticide
    c) Analgesic
    d) Antibiotic
    Answer: a
  56. Saccharin is about:
    a) 2 times sweeter than sugar
    b) 200–500 times sweeter than sugar
    c) 10 times sweeter
    d) 1000 times sweeter
    Answer: b
  57. Chloramine is used as:
    a) Sweetener
    b) Disinfectant/antiseptic
    c) Insecticide
    d) Fertilizer
    Answer: b
  58. The active species in chloramine’s disinfection is:
    a) Cl2 gas
    b) Nascent chlorine and hypochlorous acid
    c) Ozone
    d) Oxygen
    Answer: b
  59. BHC has how many Cl atoms?
    a) 3
    b) 4
    c) 6
    d) 2
    Answer: c
  60. DDT contains how many Cl atoms?
    a) 2
    b) 3
    c) 4
    d) 5
    Answer: d
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