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MDCAT Alcohols and Phenols MCQs

This comprehensive set of MCQs on Alcohols and Phenols is designed to cover all essential topics required for success in the Medical and Dental College Admission Test (MDCAT). Focused on key subjects such as the Structure, Nomenclature, Physical Properties, Reactions, and Uses of Alcohols and Phenols, these MCQs are crafted to help aspiring medical and dental students build a strong foundation in organic chemistry and its relevance to health sciences.

Who should practice Alcohols and Phenols MCQs?

  • Students preparing for the MDCAT who wish to deepen their understanding of alcohols, phenols, and their role in various biochemical and pharmaceutical applications.
  • Individuals seeking to enhance their knowledge of functional groups and reaction mechanisms involving alcohols and phenols, which are crucial for success in organic chemistry.
  • University students targeting high-yield topics such as oxidation, reduction, esterification, and the industrial applications of alcohols and phenols.
  • Anyone aiming to strengthen their foundational understanding of these organic compounds and their implications for health, drug design, and environmental sciences.
  • Candidates focused on developing critical thinking and analytical skills related to the reactivity and properties of alcohols and phenols.

 

1. How are alcohols classified based on the number of alkyl groups attached to the carbon bearing the hydroxyl group?

A) Primary, secondary, tertiary
B) Monohydric, dihydric, trihydric
C) Aromatic, aliphatic, cyclic
D) Saturated, unsaturated, aromatic

View Answer
A

 

2. What is the IUPAC name of CH3CH2OH?

A) Methanol
B) Ethanol
C) Propanol
D) Butanol

View Answer
B

 

3. Which type of alcohol is most reactive toward oxidation?

A) Primary alcohol
B) Secondary alcohol
C) Tertiary alcohol
D) Phenol

View Answer
A

 

4. What is the common name for 2-propanol?

A) Ethyl alcohol
B) Methyl alcohol
C) Isopropyl alcohol
D) Butyl alcohol

View Answer
C

 

5. Which alcohol is not easily oxidized?

A) Methanol
B) Ethanol
C) Tertiary butanol
D) Propanol

View Answer
C

 

6. What is the molecular formula of ethanol?

A) C2H5OH
B) C3H7OH
C) C2H6O2
D) C4H9OH

View Answer
A

 

7. Which of the following reactions is used to produce alcohol from alkyl halides?

A) Dehydration
B) Nucleophilic substitution
C) Hydration
D) Elimination

View Answer
B

 

8. Which type of alcohol gives a positive iodoform test?

A) Methanol
B) Ethanol
C) Isopropanol
D) Tertiary butanol

View Answer
B

 

9. Which reaction mechanism is followed by the dehydration of alcohols?

A) SN1
B) E1
C) SN2
D) E2

View Answer
B

 

10. Which of the following is a method for preparing phenol?

A) Dow’s process
B) Solvay process
C) Ostwald process
D) Haber process

View Answer
A

 

11. What is the effect of increasing alkyl group size on the acidity of alcohols?

A) Increases acidity
B) Decreases acidity
C) No effect
D) Makes it neutral

View Answer
B

 

12. How does phenol differ from alcohol in terms of reactivity?

A) Alcohols are more reactive
B) Phenols are more reactive
C) Both have equal reactivity
D) Reactivity depends on temperature

View Answer
B

 

13. What is the product of oxidation of a primary alcohol?

A) Ketone
B) Ester
C) Aldehyde
D) Ether

View Answer
C

 

14. Which of the following is the IUPAC name of phenol?

A) Benzyl alcohol
B) Benzene hydroxide
C) Hydroxybenzene
D) Methylbenzene

View Answer
C

 

15. What is the hybridization of oxygen in alcohols?

A) sp
B) sp2
C) sp3
D) sp3d

View Answer
C

 

16. Which reagent can be used to distinguish between primary, secondary, and tertiary alcohols?

A) Bromine water
B) Lucas reagent
C) Tollen’s reagent
D) Fehling’s solution

View Answer
B

 

17. Which of the following is a physical property of phenols?

A) High melting point
B) Insoluble in water
C) Very volatile
D) Low boiling point

View Answer
A

 

18. How does the hydroxyl group affect the acidity of phenol?

A) Increases acidity
B) Decreases acidity
C) No effect
D) Neutralizes the solution

View Answer
A

 

19. What is the product of the reaction between phenol and bromine water?

A) 2,4,6-tribromophenol
B) Bromobenzene
C) Phenyl bromide
D) Dibromobenzene

View Answer
A

 

20. Which type of alcohol is least acidic?

A) Primary
B) Secondary
C) Tertiary
D) Phenol

View Answer
C

 

21. Which alcohol reacts fastest with Lucas reagent?

A) Methanol
B) Ethanol
C) 2-Propanol
D) 2-Methyl-2-propanol

View Answer
D

 

22. What happens when phenol reacts with sodium hydroxide?

A) It forms phenoxide ion
B) It forms a salt
C) It forms water and carbon dioxide
D) No reaction occurs

View Answer
A

 

23. What is the common name for ethylene glycol?

A) Glycerol
B) Propanol
C) Glycol
D) Methyl alcohol

View Answer
C

 

24. Which alcohol is used in alcoholic beverages?

A) Methanol
B) Propanol
C) Butanol
D) Ethanol

View Answer
D

 

25. What is the pKa value of phenol, making it more acidic than alcohol?

A) 5
B) 10
C) 8
D) 7

View Answer
A

 

26. Which type of substitution mechanism is used by primary alcohols?

A) SN1
B) E1
C) SN2
D) E2

View Answer
C

 

27. Which of the following compounds is a phenolic compound?

A) Methanol
B) Ethylene glycol
C) Anisole
D) Cyclohexanol

View Answer
C

 

28. What is the main product of dehydration of 2-butanol?

A) Butene
B) Butyne
C) Butanol
D) Butanal

View Answer
A

 

29. What is the main use of phenol in industry?

A) As a solvent
B) As an antiseptic
C) In the production of plastics
D) As a fuel

View Answer
C

 

30. Which reagent can be used to convert alcohols to alkyl halides?

A) PCl5
B) NaOH
C) H2SO4
D) HCl

View Answer
A

 

31. Which type of reaction do alcohols undergo with carboxylic acids?

A) Esterification
B) Hydrolysis
C) Substitution
D) Addition

View Answer
A

 

32. What is the boiling point of alcohols compared to hydrocarbons of similar molecular weight?

A) Higher
B) Lower
C) Equal
D) Variable

View Answer
A

 

33. What is the primary alcohol obtained from the reduction of butanal?

A) Butan-1-ol
B) Butan-2-ol
C) 2-Methylpropan-1-ol
D) 2-Butanol

View Answer
A

 

34. Which compound is the simplest aromatic alcohol?

A) Ethanol
B) Methanol
C) Phenol
D) Cyclohexanol

View Answer
C

 

35. What type of alcohol is 2-pentanol?

A) Primary
B) Secondary
C) Tertiary
D) Quaternary

View Answer
B

 

36. How do alcohols generally behave in the presence of sodium?

A) They react vigorously
B) No reaction occurs
C) They decompose
D) They produce hydrogen gas

View Answer
D

 

37. What is the acidity of phenols primarily due to?

A) The hydroxyl group
B) The aromatic ring
C) The alkyl group
D) The carbon chain

View Answer
B

 

38. Which of the following compounds is a strong acid compared to alcohol?

A) Ethanol
B) Phenol
C) Methanol
D) Acetic acid

View Answer
D

 

39. Which product is formed when phenol reacts with sulfuric acid?

A) Phenol sulfate
B) Benzene sulfonic acid
C) Hydroquinone
D) Catechol

View Answer
B

 

40. Which reaction involves the conversion of an alcohol into an alkene?

A) Reduction
B) Hydrolysis
C) Dehydration
D) Halogenation

View Answer
C

 

41. Which of the following statements about phenols is true?

A) They are less acidic than alcohols.
B) They are more acidic than alcohols.
C) They are neutral compounds.
D) They do not form salts.

View Answer
B

 

42. Which type of alcohol can undergo elimination to form an alkene most readily?

A) Primary
B) Secondary
C) Tertiary
D) None of the above

View Answer
C

 

43. Which alcohol is obtained from the fermentation of sugars?

A) Methanol
B) Ethanol
C) Butanol
D) Propanol

View Answer
B

 

44. Which of the following has the highest boiling point?

A) Methanol
B) Ethanol
C) 1-Propanol
D) 1-Butanol

View Answer
D

 

45. What type of alcohol is isopropanol?

A) Primary
B) Secondary
C) Tertiary
D) None of the above

View Answer
B

 

46. Which compound can be classified as a diol?

A) 1,2-Ethanediol
B) 2-Propanol
C) Phenol
D) 1-Butanol

View Answer
A

 

47. Which alcohol is most likely to react via the SN1 mechanism?

A) Ethanol
B) 1-Butanol
C) 2-Butanol
D) Methanol

View Answer
C

 

48. What happens when a phenol is treated with a strong base?

A) It remains unchanged
B) It forms a phenoxide ion
C) It forms an ester
D) It undergoes oxidation

View Answer
B

 

49. Which of the following phenolic compounds is a natural antioxidant?

A) Catechol
B) Resorcinol
C) Thymol
D) All of the above

View Answer
D

 

50. Which reagent is commonly used to oxidize alcohols?

A) KMnO4
B) HCl
C) NaOH
D) H2SO4

View Answer
A

 

51. What is the primary product when a phenol is subjected to nitration?

A) Nitrobenzene
B) 2-Nitrophenol
C) 4-Nitrophenol
D) 3-Nitrophenol

View Answer
B

 

52. Which statement is true regarding the molecular structure of alcohols?

A) They contain a carbonyl group.
B) They contain a hydroxyl group.
C) They contain an amino group.
D) They contain a carboxyl group.

View Answer
B

 

53. Which of the following is a characteristic of tertiary alcohols?

A) They oxidize to carboxylic acids.
B) They are more sterically hindered.
C) They readily form hydrogen bonds.
D) They are less stable than primary alcohols.

View Answer
B

 

54. Which of the following alcohols is least soluble in water?

A) Methanol
B) Ethanol
C) 1-Butanol
D) 1-Hexanol

View Answer
D

 

55. What is the result of the reaction between an alcohol and a carboxylic acid?

A) Ester
B) Ether
C) Aldehyde
D) Ketone

View Answer
A

 

56. Which statement best describes phenolic acidity?

A) Phenols are weak acids.
B) Phenols are strong acids.
C) Phenols are neutral compounds.
D) Phenols do not dissociate in water.

View Answer
A

 

57. How do steric effects influence the acidity of alcohols?

A) Increase acidity
B) Decrease acidity
C) No effect
D) Make them neutral

View Answer
B

 

58. What is the functional group of phenols?

A) Hydroxyl
B) Carbonyl
C) Carboxyl
D) Amino

View Answer
A

 

59. What happens during the electrophilic substitution of phenol?

A) Electrons are gained.
B) A hydrogen atom is replaced.
C) Electrons are lost.
D) No reaction occurs.

View Answer
B

 

60. Which of the following is a characteristic of primary alcohols?

A) They do not undergo oxidation.
B) They can be oxidized to aldehydes.
C) They are less reactive than tertiary alcohols.
D) They are highly soluble in water.

View Answer
B

 

61. Which of the following reactions can produce phenol?

A) Reduction of benzene
B) Hydrolysis of chlorobenzene
C) Oxidation of toluene
D) Dehydrogenation of cyclohexanol

View Answer
B

 

62. What is the outcome of reacting phenol with hydrogen bromide?

A) Bromoalkane
B) Benzene
C) Bromophenol
D) No reaction

View Answer
C

 

63. What effect does the presence of electron-withdrawing groups have on phenol?

A) Decreases acidity
B) Increases acidity
C) No effect
D) Neutralizes the compound

View Answer
B

 

64. Which type of reaction is the reduction of an alcohol to an alkane?

A) Addition
B) Elimination
C) Substitution
D) Reduction

View Answer
D

 

65. Which type of alcohol has the least steric hindrance?

A) Primary
B) Secondary
C) Tertiary
D) Quaternary

View Answer
A

 

66. Which of the following reactions is characteristic of phenols?

A) Dehydrogenation
B) Esterification
C) Oxidation
D) Electrophilic substitution

View Answer
D

 

67. Which alcohol is used as a disinfectant?

A) Methanol
B) Isopropanol
C) Ethylene glycol
D) Butanol

View Answer
B

 

68. What is the primary product of the oxidation of isopropanol?

A) Propanol
B) Acetone
C) Propanoic acid
D) Phenol

View Answer
B

 

69. What is the IUPAC name of 3-pentanol?

A) Pentan-3-ol
B) 3-Pentanol
C) 2-Pentanol
D) Butan-3-ol

View Answer
A

 

70. What is the process of converting phenols to phenolic compounds called?

A) Nitration
B) Sulfonation
C) Hydroxylation
D) Alkylation

View Answer
D

 

71. Which of the following compounds is classified as a trihydric alcohol?

A) Glycerol
B) Ethanol
C) Propanol
D) Butanol

View Answer
A

 

72. Which of the following is a consequence of the acidity of phenol?

A) Formation of phenoxide ions
B) Increase in pH
C) Reactivity with metals
D) Formation of carboxylic acids

View Answer
A

 

73. What happens when phenol is treated with strong bases?

A) It produces carbon dioxide
B) It forms phenoxide ions
C) It produces hydrogen gas
D) No reaction occurs

View Answer
B

 

74. What is the primary product formed when phenol undergoes oxidation?

A) Benzaldehyde
B) Hydroquinone
C) Quinol
D) None of the above

View Answer
D

 

75. Which of the following methods is used to prepare alcohols from alkenes?

A) Hydrolysis
B) Hydrogenation
C) Oxidation
D) Hydration

View Answer
D

 

76. Which type of alcohol has a hydroxyl group attached to a carbon that is attached to one other carbon?

A) Primary
B) Secondary
C) Tertiary
D) Quaternary

View Answer
A

 

77. What type of reaction occurs when phenols are heated with zinc dust?

A) Reduction
B) Oxidation
C) Substitution
D) Elimination

View Answer
A

 

78. Which of the following statements is true about phenol?

A) It is a strong base.
B) It is a weak acid.
C) It does not dissolve in water.
D) It does not form salts.

View Answer
B

 

79. What happens when tertiary alcohols are treated with hydrogen halides?

A) They form ethers.
B) They undergo elimination.
C) They undergo nucleophilic substitution.
D) No reaction occurs.

View Answer
C

 

80. What is a common use for isopropyl alcohol?

A) As a solvent
B) As a fuel
C) As a flavoring agent
D) As a food preservative

View Answer
A

 

81. What is the characteristic feature of a phenolic compound?

A) Presence of a carbonyl group
B) Presence of a hydroxyl group attached to an aromatic ring
C) Presence of an ether group
D) Presence of an alkyl group

View Answer
B

 

82. Which alcohol has a higher boiling point, 1-butanol or 2-butanol?

A) 1-Butanol
B) 2-Butanol
C) Both have the same boiling point
D) Depends on atmospheric pressure

View Answer
A

 

83. How does the presence of electron-donating groups affect the reactivity of phenols?

A) Increase reactivity
B) Decrease reactivity
C) No effect
D) Make them neutral

View Answer
A

 

84. Which of the following compounds would have the lowest boiling point?

A) Methanol
B) Ethanol
C) 1-Pentanol
D) 1-Hexanol

View Answer
D

 

85. What type of reaction do alcohols undergo with active metals?

A) Reduction
B) Dehydration
C) Oxidation
D) Displacement

View Answer
D

 

86. Which of the following alcohols is most soluble in water?

A) Methanol
B) Ethanol
C) 1-Butanol
D) 1-Pentanol

View Answer
A

 

87. Which method is commonly used to identify phenols?

A) Litmus test
B) Ninhydrin test
C) Iodine test
D) Ferric chloride test

View Answer
D

 

88. What type of compound is produced when phenol reacts with a carboxylic acid?

A) Ether
B) Ester
C) Aldehyde
D) Ketone

View Answer
B

 

89. What is the primary reason for the higher boiling point of alcohols compared to alkanes?

A) Higher molecular weight
B) Hydrogen bonding
C) Ionic bonding
D) Dipole-dipole interactions

View Answer
B

 

90. Which compound is used as a preservative and has antiseptic properties?

A) Methanol
B) Ethanol
C) Phenol
D) Isopropanol

View Answer
C

 

91. Which of the following statements is false regarding phenols?

A) They are less acidic than alcohols.
B) They can undergo substitution reactions.
C) They can be oxidized.
D) They can form salts with strong bases.

View Answer
A

 

92. What is the effect of a hydroxyl group on the boiling point of alcohols?

A) Decreases boiling point
B) Increases boiling point
C) No effect
D) Depends on molecular weight

View Answer
B

 

93. Which of the following is a common use of glycerol?

A) As a solvent
B) In food production
C) In pharmaceuticals
D) All of the above

View Answer
D

 

94. What type of alcohol can be oxidized to form ketones?

A) Primary
B) Secondary
C) Tertiary
D) None of the above

View Answer
B

 

95. Which of the following reagents is used to synthesize alcohols from alkenes?

A) HBr
B) H2O
C) NaBH4
D) H2SO4

View Answer
B

 

96. Which of the following compounds can form a stable carbocation?

A) Primary alcohol
B) Secondary alcohol
C) Tertiary alcohol
D) None of the above

View Answer
C

 

97. Which compound is produced by the dehydration of glycerol?

A) Propylene glycol
B) Glycerol acetate
C) Acrolein
D) None of the above

View Answer
C

 

98. What happens to phenols in an aqueous solution?

A) They ionize completely
B) They remain neutral
C) They partially ionize
D) They form precipitates

View Answer
C

 

99. Which alcohol is primarily used as an antifreeze?

A) Ethanol
B) Methanol
C) Isopropanol
D) Butanol

View Answer
B

 

100. What is the primary functional group in phenols?

A) Hydroxyl
B) Carbonyl
C) Carboxyl
D) Ether

View Answer
A

 

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