Mega MCQ Quiz (100+): Alcohols, Phenols & Ethers ⚗️
Topic 1: Classification & Nomenclature
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1. The IUPAC name for isobutyl alcohol is:
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b) 2-Methylpropan-1-ol
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2. Which of the following is a dihydric alcohol?
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b) Ethylene glycol (Ethane-1,2-diol)
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3. Cresol is an example of a:
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a) Monohydric phenol (Methylphenol)
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4. A secondary (2°) alcohol is represented by:
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b) R₂CHOH
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5. The IUPAC name for Glycerol is:
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a) Propane-1,2,3-triol
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6. Carbolic acid is the common name for:
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c) Phenol
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7. The compound CH₂=CH-CH₂OH is an example of:
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c) Allylic alcohol
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8. Which of the following is a tertiary alcohol?
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c) 2-Methylpropan-2-ol
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9. The IUPAC name of CH₃-O-CH(CH₃)₂ is:
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c) 2-Methoxypropane
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10. Catechol is chemically known as:
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a) Benzene-1,2-diol
Topic 2: Preparation of Alcohols
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11. Acid-catalyzed hydration of propene will yield:
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b) Propan-2-ol (Markovnikov's rule)
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12. Hydroboration-oxidation of propene will yield:
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a) Propan-1-ol (Anti-Markovnikov hydration)
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13. Reduction of butanal with NaBH₄ gives:
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a) Butan-1-ol
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14. Grignard reagent (CH₃MgBr) reacts with formaldehyde (HCHO) followed by hydrolysis to give:
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b) Ethanol (a primary alcohol)
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15. Grignard reagent (CH₃MgBr) reacts with acetaldehyde (CH₃CHO) followed by hydrolysis to give:
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c) Propan-2-ol (a secondary alcohol)
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16. Grignard reagent (CH₃MgBr) reacts with propanone (CH₃COCH₃) followed by hydrolysis to give:
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c) 2-Methylpropan-2-ol (a tertiary alcohol)
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17. The fermentation of sugars (like sucrose) by yeast is a method to produce:
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b) Ethanol
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18. Catalytic hydrogenation of an aldehyde yields a:
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a) Primary alcohol
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19. Reduction of a carboxylic acid with a strong reducing agent like LiAlH₄ gives a:
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c) Primary alcohol
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20. Which of the following cannot be used to reduce an aldehyde to an alcohol?
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d) Anhydrous ZnCl₂ + HCl (Lucas Reagent)
Topic 3: Preparation of Phenols
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21. The commercial method for preparing phenol from isopropylbenzene is the:
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b) Cumene process
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22. Dow's process involves the reaction of chlorobenzene with:
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b) Aqueous NaOH at high T & P
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23. Hydrolysis of benzene diazonium chloride with warm water gives:
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c) Phenol
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24. A major by-product of the cumene process for phenol preparation is:
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c) Propanone (Acetone)
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25. Fusion of sodium benzene sulphonate with NaOH followed by acidification yields:
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d) Phenol
Topic 4: Physical Properties
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26. The boiling point of ethanol is much higher than that of methoxymethane (an isomer) due to:
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d) Intermolecular hydrogen bonding
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27. Which alcohol is most soluble in water?
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a) Ethanol (Solubility decreases as the size of the alkyl group increases)
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28. Phenols are generally ________ soluble in water than alcohols of comparable molecular masses.
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b) less (Due to the large non-polar benzene ring)
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29. The correct order of boiling points is:
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a) n-butanol > 2-methylpropan-1-ol > 2-methylpropan-2-ol (Boiling point decreases with branching)
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30. Ethers have lower boiling points than isomeric alcohols because:
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b) Ethers cannot form intermolecular hydrogen bonds
Topic 5: Chemical Reactions of Alcohols
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31. The correct order of acidity for 1°, 2°, and 3° alcohols is:
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a) 1° > 2° > 3°
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32. Which alcohol reacts fastest with Lucas reagent?
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d) 2-Methylpropan-2-ol
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33. Acid-catalyzed dehydration of ethanol at 443 K gives:
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a) Ethene
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34. Acid-catalyzed dehydration of ethanol at 413 K gives:
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b) Ethoxyethane (Diethyl ether)
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35. Oxidation of a primary alcohol with a strong oxidizing agent like KMnO₄ gives:
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c) A carboxylic acid
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36. To stop the oxidation of a primary alcohol at the aldehyde stage, which reagent is used?
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c) PCC (Pyridinium chlorochromate)
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37. The reaction of ethanol with acetic acid in the presence of conc. H₂SO₄ is called:
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c) Esterification
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38. Oxidation of a secondary alcohol (like Propan-2-ol) gives:
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c) A ketone (Propanone)
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39. Tertiary alcohols are resistant to oxidation because:
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c) They lack a hydrogen atom on the carbinol carbon
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40. The reaction between an alcohol and sodium metal liberates which gas?
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d) Hydrogen
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41. Dehydrogenation of a primary alcohol over heated copper at 573 K gives:
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b) An aldehyde
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42. Dehydrogenation of a tertiary alcohol over heated copper at 573 K gives:
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c) An alkene (undergoes dehydration)
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43. The mechanism for acid-catalyzed dehydration of alcohols to form alkenes is primarily:
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a) E1 for 2° and 3° alcohols (via carbocation intermediate)
Topic 6: Chemical Reactions of Phenols
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44. Phenol is more acidic than ethanol because:
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a) The phenoxide ion is stabilized by resonance
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45. The reaction of phenol with bromine water gives:
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d) 2,4,6-Tribromophenol (white precipitate)
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46. Kolbe's reaction involves the treatment of sodium phenoxide with:
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a) Carbon dioxide (CO₂) to form Salicylic acid
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47. The Reimer-Tiemann reaction of phenol with chloroform in aqueous NaOH gives:
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b) Salicylaldehyde
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48. Distillation of phenol with zinc dust gives:
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a) Benzene
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49. Which group attached to the phenyl ring increases the acidity of phenol?
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c) -NO₂ (Nitro group) (Electron-withdrawing group)
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50. The reaction of phenol with dilute HNO₃ at low temperature gives:
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b) A mixture of o-nitrophenol and p-nitrophenol
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51. The reaction of phenol with concentrated HNO₃ gives:
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c) 2,4,6-Trinitrophenol (Picric acid)
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52. o-Nitrophenol is steam volatile while p-nitrophenol is not because:
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b) p-Nitrophenol has intermolecular H-bonding (while o-Nitrophenol has intramolecular H-bonding)
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53. Which reagent can be used to distinguish between phenol and ethanol?
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c) Neutral FeCl₃ solution (Phenol gives a violet color)
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54. The electrophile in the Reimer-Tiemann reaction is:
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a) :CCl₂ (Dichlorocarbene)
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55. Oxidation of phenol with chromic acid gives:
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c) Benzoquinone
Topic 7: Ethers - Preparation, Properties & Reactions
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56. Williamson's synthesis involves the reaction of:
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b) A sodium alkoxide with an alkyl halide (Sₙ2 mechanism)
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57. To prepare tert-butyl ethyl ether using Williamson's synthesis, the reactants should be:
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a) Sodium tert-butoxide and ethyl bromide (to avoid elimination)
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58. The C-O-C bond angle in ethers is slightly greater than the tetrahedral angle (109.5°) due to:
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a) Repulsion between the two bulky alkyl groups
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59. The reaction of anisole (methoxybenzene) with excess HI gives:
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a) Phenol and methyl iodide
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60. Anisole undergoes electrophilic substitution. The methoxy (-OCH₃) group is:
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d) Activating and ortho, para-directing
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61. Friedel-Crafts alkylation of anisole with methyl chloride gives a major product of:
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c) 4-Methylanisole (p-isomer) (due to less steric hindrance)
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62. The cleavage of C-O bond in ethers takes place with:
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d) All of the above (Reactivity order: HI > HBr > HCl)
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63. Diethyl ether can be distinguished from n-butanol by reacting with:
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d) Both a and b (n-butanol will react, ether will not)
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64. What is the product when diethyl ether reacts with one mole of HI?
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a) Ethanol and Ethyl iodide
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65. The electrophile in the nitration of anisole is:
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b) NO₂⁺ (Nitronium ion)
Topic 8: Miscellaneous & Commercial Alcohols
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66. Methanol is also known as:
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c) Wood spirit
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67. Denatured alcohol is:
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b) Ethanol mixed with pyridine or copper sulphate to make it unfit for drinking
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68. The synthesis of methanol from carbon monoxide and hydrogen is carried out using which catalyst?
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c) ZnO - Cr₂O₃ at high pressure and temperature
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69. Power alcohol is a mixture of:
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a) Petrol and ethanol
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70. Which of the following is used as an anti-freeze in car radiators?
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c) Ethylene glycol
