MCQ PRACTICE SET ON PHENOL - intelligencia.in

Which of the following is the most common industrial method for the preparation of phenol?
1. Hydrolysis of chlorobenzene
2. Oxidation of cumene
3. Decarboxylation of salicylic acid
4. Hydrogenation of benzene
What is the name of the reaction that involves the reaction of phenol with chloroform in the presence of sodium hydroxide?
1. Kolbe’s reaction
2. Reimer-Tiemann reaction
3. Wurtz reaction
4. Friedel-Crafts reaction
Phenol reacts with bromine water to form a white precipitate. What is the name of this precipitate?
1. 2,4-dibromophenol
2. Bromobenzene
3. 2,4,6-tribromophenol
4. 3,5-dibromophenol
The reaction of phenol with a mixture of concentrated sulfuric acid and concentrated nitric acid produces which of the following?
1. A mixture of ortho and para nitrophenols
2. Benzene
3. Picric acid
4. Salicylic acid
What is the product of the Kolbe’s reaction?
1. Benzaldehyde
2. Salicylic acid
3. Aniline
4. Phenyl acetate
Which of the following is an example of an electrophilic aromatic substitution reaction of phenol?
1. Reduction to form cyclohexane
2. Reaction with zinc dust to form benzene
3. Nitration to form nitrophenols
4. Esterification with carboxylic acids
What is the product of the reaction of phenol with sodium metal?
1. Sodium benzoate
2. Sodium phenoxide and hydrogen gas
3. Phenoxide and water
4. No reaction occurs
What is the function of the zinc dust in the reaction of phenol with zinc dust?
1. It acts as a catalyst for the reaction.
2. It acts as a dehydrating agent.
3. It acts as a reducing agent to convert phenol to benzene.
4. It acts as an electrophile in the reaction.
The reaction of phenol with formaldehyde in the presence of an acid or base catalyst is known as what type of reaction?
1. Addition reaction
2. Hydrolysis reaction
3. Condensation polymerization
4. Substitution reaction
The preparation of phenol from chlorobenzene via the Dow process involves which of the following?
1. Acidic hydrolysis
2. Nucleophilic aromatic substitution
3. Electrophilic aromatic substitution
4. Free-radical substitution
What is the product of the reaction between phenol and benzene diazonium chloride in an alkaline medium?
1. Salicylic acid
2. Benzene
3. p-hydroxyazobenzene
4. Phenoxide
The preparation of phenol from benzenediazonium chloride is often carried out by what method?
1. Distillation
2. Hydrolysis with hot water or dilute acid
3. Electrolysis
4. Reduction with a metal hydride
What is the primary product of the reaction of phenol with acetyl chloride (CH3COCl)?
1. Phenol
2. Acyl phenol
3. Phenyl acetate
4. Benzene
What is the product of the reaction of phenol with dilute sodium hydroxide solution?
1. Benzene
2. Sodium benzoate
3. Sodium phenoxide and water
4. No reaction occurs
What is the product of the reaction of phenol with sodium bicarbonate solution?
1. Sodium benzoate
2. Sodium phenoxide and carbonic acid
3. No reaction occurs
4. Carbon dioxide and water
The reaction of phenol with phthalic anhydride in the presence of concentrated sulfuric acid produces which of the following?
1. Benzene
2. Azo dyes
3. Phenolphthalein
4. Bakelite
Which of the following is true about the structure of phenol?
1. The oxygen atom is sp hybridized.
2. The hydroxyl group is at an angle of 90 ∘ to the benzene ring.
3. c) The hydroxyl group is an ortho, para-director for electrophilic aromatic substitution.
4. d) The benzene ring in phenol is a meta-director.
Which of the following is an effect of the hydroxyl group (−OH) on the benzene ring of phenol?
1. It deactivates the ring and directs incoming groups to the meta position.
2. It activates the ring and directs incoming groups to the meta position.
3. It deactivates the ring and directs incoming groups to the ortho and para positions.
4. It activates the ring and directs incoming groups to the ortho and para positions.
The acidity of phenol is due to the stabilization of the phenoxide ion. Which of the following best explains this stabilization?
1. Inductive effect of the benzene ring
2. Resonance stabilization of the phenoxide ion
3. Hyperconjugation
4. Steric hindrance of the hydroxyl group
Why is phenol a stronger acid than cyclohexanol?
1. Phenol has a higher molar mass.
2. The benzene ring in phenol is an electron-donating group.
3. The phenoxide ion is resonance-stabilized.
4. The hydroxyl group in phenol is more sterically hindered.
Which of the following substituents would increase the acidity of phenol?
1. A methyl group (−CH3)
2. b) A methoxy group (−OCH3)
3. c) A nitro group (−NO2)
4. d) An alkyl group
Which of the following compounds is more acidic than phenol?
1. Ethanol
2. Water
3. p-nitrophenol
4. m-cresol
Which of the following compounds would be the least acidic?
1. Phenol
2. o-cresol
3. p-nitrophenol
4. p-chlorophenol
Which of the following compounds has the highest pKa value?
1. p-nitrophenol
2. Phenol
3. p-cresol
4. 2,4,6-trinitrophenol
How do electron-donating groups affect the acidity of a phenol?
1. They increase acidity by stabilizing the phenoxide ion.
2. They decrease acidity by stabilizing the phenoxide ion.
3. They increase acidity by destabilizing the phenoxide ion.
4. They decrease acidity by destabilizing the phenoxide ion.
Which of the following describes the effect of a nitro group (−NO2) on the acidity of phenol?
1. It decreases acidity by donating electrons.
2. It decreases acidity by stabilizing the phenoxide ion.
3. It increases acidity by withdrawing electrons through inductive and resonance effects.
4. It has no effect on acidity.
Which of the following compounds is the most acidic?
1. p-cresol
2. Phenol
3. Water
4. o-nitrophenol
Which of the following would make phenol less acidic?
1. A nitro group at the para position
2. A halogen at the ortho position
3. A methyl group at the ortho position
4. A sulfonyl group at the meta position
Which of the following is true regarding the hydrogen bonding in o-nitrophenol and p-nitrophenol?
1. o-nitrophenol forms intermolecular hydrogen bonds, while p-nitrophenol forms intramolecular hydrogen bonds.
2. Both o-nitrophenol and p-nitrophenol form intermolecular hydrogen bonds.
3. o-nitrophenol forms intramolecular hydrogen bonds, which makes its boiling point lower than p-nitrophenol.
4. Both o-nitrophenol and p-nitrophenol form intramolecular hydrogen bonds.
Why is it dangerous to handle phenol without proper safety precautions?
1. It is highly flammable.
2. It is a strong base that can cause chemical burns.
3. It is corrosive and can cause severe skin burns.
4. It is highly volatile and can cause respiratory irritation.
A qualitative test for phenols involves the reaction with neutral ferric chloride solution. What is the characteristic observation for this test?
1. Formation of a white precipitate
2. Evolution of a colorless, odorless gas
3. Formation of a colored complex (e.g., violet, green, or blue)
4. Disappearance of the solution’s color
A student performs the bromine water test on an unknown organic compound and observes a white precipitate. What functional group is most likely present in the compound?
1. Ketone
2. Alkene
3. Carboxylic acid
4. Phenol
How can you differentiate between phenol and ethanol in a laboratory setting?
1. By adding sodium hydroxide solution
2. By adding bromine water
3. By testing the pH with litmus paper
4. By adding dilute hydrochloric acid
Which of the following compounds would give a negative result with the neutral ferric chloride test?
1. Phenol
2. Resorcinol
3. Naphthol
4. Benzyl alcohol
What is the common name for 2-methylphenol?
1. Phenol
2. Resorcinol
3. m-cresol
4. o-cresol
What is the common name for 1,3-dihydroxybenzene?
1. Catechol
2. Resorcinol
3. Hydroquinone
4. Pyrogallol
What is the common name for 1,4-dihydroxybenzene?
1. Resorcinol
2. Catechol
3. Hydroquinone
4. Pyrogallol
What is the common name for 1-hydroxynaphthalene?
1. Phenol
2. Naphthol
3. Cresol
4. Resorcinol
Which of the following is a key use of phenol?
1. As a component in plastics like Bakelite
2. As a refrigerant in air conditioning systems
3. As a primary ingredient in gasoline
4. As a component in cement production
What is the systematic name for m-cresol?
1. 2-methylphenol
2. 3-methylphenol
3. 4-methylphenol
4. 1,3-dimethylbenzene
What is the systematic name for p-cresol?
1. 4-methylphenol
2. 2-methylphenol
3. 1-methylphenol
4. 1,4-dihydroxybenzene
Resorcinol is used in the preparation of which of the following?
1. Explosives
2. Antiseptics and dyes
3. Plastics like Bakelite
4. Gasoline additives
Which of the following is a major use of resorcinol?
1. As a food preservative
2. In the production of Bakelite
3. In the manufacture of adhesives and dyes
4. As a primary component in gasoline
Which of the following is a common use of cresols?
1. As a food flavoring agent
2. In the production of plastics and disinfectants
3. As a primary component in pharmaceuticals
4. In the production of explosives
What is the common name for 2-hydroxynaphthalene?
1. Phenol
2. Naphthol
3. Resorcinol
4. Cresol
What is the systematic name for resorcinol?
1. 1,2-dihydroxybenzene
2. 1,3-dihydroxybenzene
3. 1,4-dihydroxybenzene
4. 3-methylphenol
What is the common name for 1,2,3-trihydroxybenzene?
1. Pyrogallol
2. Phloroglucinol
3. Hydroxyquinone
4. Catechol
Which of the following is true about the structure and uses of naphthols?
1. α-naphthol is used as a colorant, while β-naphthol is used as a dye intermediate.
2. Both α- and β-naphthols are used as explosives.
3. They are primarily used in the production of food flavoring agents.
4. They are stronger acids than phenol.
What is the primary use of phenol in the production of plastics?
1. As a plasticizer to make plastics more flexible.
2. As a monomer for phenolic resins like Bakelite.
3. As a fire retardant.
4. As a coloring agent for plastics.
The boiling point of phenol is higher than that of toluene. What is the reason for this difference?
1. The benzene ring in phenol has more resonance stabilization.
2. Phenol has a higher molar mass than toluene.
3. Phenol can form intermolecular hydrogen bonds.
4. Toluene has more branching, which lowers its boiling point.
Which of the following compounds has the highest boiling point?
1. Toluene
2. Benzene
3. Phenol
4. Chlorobenzene
What is the primary reason why phenol is less soluble in water than ethanol?
1. The benzene ring is a non-polar, hydrophobic group.
2. Phenol has a lower molar mass than ethanol.
3. Phenol can’t form hydrogen bonds with water.
4. The hydroxyl group in phenol is too sterically hindered to interact with water.
What is the systematic name for 1,4-dihydroxybenzene?
1. Resorcinol
2. Catechol
3. Hydroquinone
4. Pyrogallol
What is the common name for 1,2-dihydroxybenzene?
1. Catechol
2. Resorcinol
3. Hydroquinone
4. Pyrogallol
Which of the following is a key property that makes phenol useful as a disinfectant?
1. Its sweet smell
2. Its solubility in water
3. Its ability to form a white precipitate with bromine water
4. Its ability to denature proteins
The conversion of benzene to phenol can be achieved through a two-step process. The first step involves converting benzene to an intermediate, followed by hydrolysis. What is the intermediate?
1. Benzene diazonium chloride
2. Benzyl alcohol
3. Benzenesulfonic acid
4. Chlorobenzene
Which of the following methods for preparing phenol is known for producing acetone as a valuable co-product?
1. Dow process
2. Cumene process
3. Raschig process
4. Alkali fusion of sulfonate
Why are phenols generally more acidic than alcohols?
1. The alkyl group in alcohols is electron-withdrawing.
2. The hydroxyl group in phenols is an electron-withdrawing group.
3. The phenoxide ion is resonance-stabilized.
4. Alcohols cannot form hydrogen bonds.
Which of the following substituents, when placed on the para position of phenol, would have the strongest acid-strengthening effect?
1. −Cl
2. −CH3
3. −NO2
4. −OCH3
The reaction of phenol with dilute nitric acid at room temperature yields a mixture of ortho- and para-nitrophenols. This is because the hydroxyl group is a(n) ___________ group.
1. activating and ortho, para-directing
2. activating and meta-directing
3. deactivating and ortho, para-directing
4. deactivating and meta-directing
Which of the following is a classic test for distinguishing between a phenol and a carboxylic acid?
1. Bromine water test
2. Neutral ferric chloride test
3. Sodium bicarbonate test
4. Lucas test
In the cumene process, cumene is first oxidized to cumene hydroperoxide. What is the reagent used for this oxidation?
1. KMnO4
2. Oxygen O2
3. H 2O2
4. Na2Cr2O7
Which of the following is an incorrect statement about phenol?
1. It is also known as carbolic acid.
2. It is used as an antiseptic.
3. It is a colorless crystalline solid.
4. It is highly soluble in water.
The Dow process for synthesizing phenol from chlorobenzene requires which of the following conditions?
1. High temperature and low pressure
2. Low temperature and high pressure
3. High temperature and high pressure
4. Low temperature and low pressure
Which of the following is a key feature of the phenoxide ion that explains its stability?
1. The negative charge is localized on the oxygen atom.
2. The negative charge is localized on the carbon atom.
3. The negative charge is delocalized over the aromatic ring.
4. The negative charge is neutralized by the hydroxyl group.
Phenol can be distinguished from ethanol by which of the following reactions?
1. Reaction with sodium metal
2. Reaction with PCl5
3. Reaction with neutral FeCl3 solution
4. d) Reaction with concentrated H2SO4
Which of the following is a use of resorcinol?
1. In the synthesis of aspirin
2. As a topical antiseptic and in the production of resins
3. As a food preservative
4. In the production of plastics for drink bottles
The presence of a methyl group on the benzene ring of phenol (forming cresol) has what effect on its acidity compared to phenol?
1. It increases acidity.
2. It decreases acidity.
3. It has no effect on acidity.
4. It increases acidity only at the ortho position.
Which of the following is true about the solubility of cresols in water?
1. Cresols are more soluble than phenol due to the extra methyl group.
2. Cresols are less soluble than phenol due to the hydrophobic methyl group.
3. Cresols have the same solubility as phenol.
4. All cresols are insoluble in water.
What is the name of the process that converts benzene to phenol using steam and a catalyst?
1. Dow process
2. Cumene process
3. Raschig-Hooker process
4. Alkali fusion
The reaction of phenol with carbon dioxide under pressure and in the presence of sodium hydroxide is the first step of which famous named reaction?
1. Reimer-Tiemann reaction
2. Kolbe-Schmitt reaction
3. Friedel-Crafts reaction
4. Dow process
What is the primary role of the benzene ring in the acidity of phenol?
1. It is an electron-donating group that stabilizes the phenoxide ion.
2. It is a non-polar group that increases solubility in water.
3. It is a source of protons that increases acidity.
4. It is an electron-withdrawing group that stabilizes the phenoxide ion through resonance.
Which of the following would be the most difficult to deprotonate?
1. p-nitrophenol
2. Phenol
3. p-chlorophenol
4. p-cresol
The reaction of phenol with a dilute solution of bromine in carbon tetrachloride at low temperature results in the formation of:
1. 2,4,6-tribromophenol
2. A mixture of o- and p-bromophenol
3. Bromobenzene
4. No reaction
What is a major use of naphthols, particularly in the dye industry?
1. As a solvent for other dyes
2. As a mordant to fix dyes to fabric
3. As coupling components in the synthesis of azo dyes
4. As a bleaching agent
Which of the following is true about the physical state of phenol at room temperature?
1. It is a liquid.
2. It is a gas.
3. It is a colorless crystalline solid.
4. It is a yellow oily liquid.
Which of the following is the final product of the reaction of phenol with formaldehyde in an acidic medium?
1. Phenolphthalein
2. Azo dye
3. A novolac resin
4. Bakelite
Why does o-nitrophenol have a lower boiling point than p-nitrophenol?
1. Intramolecular hydrogen bonding in o-nitrophenol
2. Steric hindrance in o-nitrophenol
3. Higher molecular weight of p-nitrophenol
4. Stronger intermolecular forces in o-nitrophenol
What is the role of salicylic acid in the synthesis of phenol?
1. It is a reagent used in the Kolbe reaction.
2. It can be decarboxylated to form phenol.
3. It is a catalyst for the preparation of phenol.
4. It is a byproduct of the cumene process.
What is the systematic name for the molecule of a cresol with the hydroxyl group at position 1 and the methyl group at position 4?
1. m-cresol
2. o-cresol
3. p-cresol
4. 4-methylbenzene-1-ol

Answers to Phenols MCQ

b) Oxidation of cumene
b) Reimer-Tiemann reaction
c) 2,4,6-tribromophenol
c) Picric acid
b) Salicylic acid
c) Nitration to form nitrophenols
b) Sodium phenoxide and hydrogen gas
c) It acts as a reducing agent to convert phenol to benzene.
c) Condensation polymerization
b) Nucleophilic aromatic substitution
c) p-hydroxyazobenzene
b) Hydrolysis with hot water or dilute acid
c) Phenyl acetate
c) Sodium phenoxide and water
c) No reaction occurs
c) Phenolphthalein
c) The hydroxyl group is an ortho, para-director for electrophilic aromatic substitution.
d) It activates the ring and directs incoming groups to the ortho and para positions.
b) Resonance stabilization of the phenoxide ion
c) The phenoxide ion is resonance-stabilized.
c) A nitro group (−NO2)
c) p-nitrophenol
b) o-cresol
c) p-cresol
d) They decrease acidity by destabilizing the phenoxide ion.
c) It increases acidity by withdrawing electrons through inductive and resonance effects.
d) o-nitrophenol
c) A methyl group at the ortho position
c) o-nitrophenol forms intramolecular hydrogen bonds, which makes its boiling point lower than p-nitrophenol.
c) It is corrosive and can cause severe skin burns.
c) Formation of a colored complex (e.g., violet, green, or blue)
d) Phenol
b) By adding bromine water
d) Benzyl alcohol
d) o-cresol
b) Resorcinol
c) Hydroquinone
b) Naphthol
a) As a component in plastics like Bakelite
b) 3-methylphenol
a) 4-methylphenol
b) Antiseptics and dyes
c) In the manufacture of adhesives and dyes
b) In the production of plastics and disinfectants
b) Naphthol
b) 1,3-dihydroxybenzene
a) Pyrogallol
a) α-naphthol is used as a colorant, while β-naphthol is used as a dye intermediate.
b) As a monomer for phenolic resins like Bakelite.
c) Phenol can form intermolecular hydrogen bonds.
c) Phenol
a) The benzene ring is a non-polar, hydrophobic group.
c) Hydroquinone
a) Catechol
d) Its ability to denature proteins
c) Benzenesulfonic acid
b) Cumene process
c) The phenoxide ion is resonance-stabilized.
c) −NO2
a) activating and ortho, para-directing
c) Sodium bicarbonate test
b) Oxygen (O2)
d) It is highly soluble in water.
c) High temperature and high pressure
c) The negative charge is delocalized over the aromatic ring.
c) Reaction with neutral FeCl3 solution
b) As a topical antiseptic and in the production of resins
b) It decreases acidity.
b) Cresols are less soluble than phenol due to the hydrophobic methyl group.
c) Raschig-Hooker process
b) Kolbe-Schmitt reaction
d) It is an electron-withdrawing group that stabilizes the phenoxide ion through resonance.
d) p-cresol
b) A mixture of o- and p-bromophenol
c) As coupling components in the synthesis of azo dyes
c) It is a colorless crystalline solid.
c) A novolac resin
a) Intramolecular hydrogen bonding in o-nitrophenol
b) It can be decarboxylated to form phenol.
c) p-cresol

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