Alcohols, Phenols and Ethers - Question Bank

1. What is the common name for the alcohol 2-propanol?
A) Ethanol
B) Methanol
C) Isopropyl alcohol
D) n-Propanol
2. Which of the following is a characteristic reaction of ethers?
A) Oxidation
B) Reduction
C) Cleavage by strong acids
D) Nucleophilic substitution
3. What is the approximate pKa value for phenol?
A) 16
B) 10
C) 4
D) 1
4. The C-O bond in ethers is:
A) Nonpolar
B) Polar
C) Ionic
D) Metallic
5. Which of the following is a method for preparing ethers via nucleophilic substitution?
A) Friedel-Crafts alkylation
B) Williamson ether synthesis
C) Grignard reaction
D) Diels-Alder reaction
6. Which type of alcohol can be oxidized to a ketone?
A) Primary alcohol
B) Secondary alcohol
C) Tertiary alcohol
D) Both primary and secondary alcohols
7. The reaction of an alcohol with acetyl chloride produces an ester and:
A) Water
B) HCl
C) H2O2
D) CH3COOH
8. What is the IUPAC name for CH3-O-CH2CH3?
A) Diethyl ether
B) Ethyl methyl ether
C) Dimethyl ether
D) Methoxyethane
9. The functional group -OH attached to an aromatic ring is characteristic of:
A) Alcohols
B) Phenols
C) Ethers
D) Carboxylic acids
10. Which of the following reagents can be used to convert a carboxylic acid to a primary alcohol?
A) LiAlH4
B) PCC
C) SOCl2
D) H2SO4
11. What is the chemical formula for salicylic acid, a derivative of phenol?
A) C6H5OH
B) C6H4(OH)COOH
C) C6H5COOH
D) C6H5OCH3
12. Phenols react with carboxylic acids in the presence of an acid catalyst to form:
A) Esters
B) Ethers
C) Phenolic esters
D) No reaction
13. Which isomer of butanol is a tertiary alcohol?
A) 1-Butanol
B) 2-Butanol
C) Isobutanol
D) tert-Butanol
14. The reaction of an alcohol with an acid chloride or acid anhydride forms:
A) Ether
B) Ester
C) Aldehyde
D) Ketone
15. Which of the following is a method to prepare ethers?
A) Oxidation of alcohols
B) Reduction of carboxylic acids
C) Dehydration of alcohols
D) Electrophilic addition to alkenes
16. The boiling point of alcohols is higher than ethers of comparable molecular mass due to:
A) Stronger van der Waals forces
B) Hydrogen bonding
C) Dipole-dipole interactions
D) Ionic bonding
17. Which of the following can be used to test for the presence of a methyl group attached to the hydroxyl group in an alcohol (i.e., primary alcohols of the type RCH2OH)?
A) Lucas test
B) Iodoform test
C) Tollens' test
D) Fehling's test
18. The reaction of a phenol with formaldehyde in the presence of a base leads to the formation of:
A) Bakelite
B) Nylon
C) Terylene
D) Polyethene
19. Which alcohol is known as 'grain alcohol'?
A) Methanol
B) Ethanol
C) Propanol
D) Butanol
20. Which alcohol is known as 'wood alcohol'?
A) Ethanol
B) Methanol
C) Propanol
D) Isopropanol
21. What is the product when glycerol is heated with concentrated sulfuric acid?
A) Acrolein
B) Ethylene
C) Propylene
D) Allyl alcohol
22. The Kolbe reaction involves the carboxylation of phenol with:
A) CO2 under pressure in the presence of sodium hydroxide
B) CO under pressure in the presence of aluminum chloride
C) SO2 in the presence of sulfuric acid
D) HCN in the presence of hydrochloric acid
23. Which of the following is NOT a property of ethers?
A) They are generally unreactive
B) They are good solvents for organic compounds
C) They are highly polar
D) They have lower boiling points than corresponding alcohols
24. What is the primary use of ethanol?
A) Antiseptic
B) Fuel
C) Beverage
D) All of the above
25. What is the primary use of methanol?
A) Beverage alcohol
B) Fuel
C) Solvent and chemical feedstock
D) Disinfectant
26. The reaction of phenols with dilute nitric acid produces:
A) o-Nitrophenol and p-Nitrophenol
B) Picric acid
C) m-Nitrophenol
D) Nitrobenzene
27. Which of the following is an example of an unsymmetrical ether?
A) Dimethyl ether
B) Diethyl ether
C) Ethyl methyl ether
D) Dipropyl ether
28. The compound CH3-CH(OH)-CH3 is a:
A) Primary alcohol
B) Secondary alcohol
C) Tertiary alcohol
D) Phenol
29. Which compound is formed when phenol reacts with sodium hydroxide?
A) Sodium phenoxide
B) Sodium phenolate
C) Phenol sodium salt
D) All of the above
30. In the Lucas test, tertiary alcohols react:
A) Immediately
B) Within 5 minutes
C) After 30 minutes
D) Do not react
31. Which of the following is a test to distinguish between primary, secondary, and tertiary alcohols?
A) Lucas test
B) Tollens' test
C) Fehling's test
D) Iodoform test
32. The dehydration of ethanol at 413 K in the presence of concentrated H2SO4 produces:
A) Ethylene
B) Diethyl ether
C) Acetaldehyde
D) Ethanol
33. The dehydration of ethanol at 443 K in the presence of concentrated H2SO4 produces:
A) Diethyl ether
B) Ethylene
C) Acetaldehyde
D) Acetic acid
34. What is the characteristic reaction of phenols that is not shown by aliphatic alcohols?
A) Electrophilic aromatic substitution
B) Nucleophilic substitution
C) Oxidation
D) Reduction
35. Which of the following is a method for preparing phenols?
A) Hydrolysis of alkyl halides
B) Fusion of sodium benzene sulfonate with NaOH
C) Oxidation of alkanes
D) Grignard reaction with CO2
36. The reaction of an alkene with water in the presence of an acid catalyst produces:
A) An ether
B) An alcohol
C) An aldehyde
D) A ketone
37. Ethers can be cleaved by strong acids like HI or HBr to form:
A) Alcohols and alkyl halides
B) Two moles of alkyl halides
C) Two moles of alcohols
D) Alkanes and water
38. What is the product of the reaction of phenol with bromine water?
A) o-Bromophenol
B) p-Bromophenol
C) 2,4,6-Tribromophenol
D) Monobromobenzene
39. Phenols are more acidic than aliphatic alcohols due to:
A) Inductive effect of the alkyl group
B) Resonance stabilization of the phenoxide ion
C) Hydrogen bonding in phenols
D) The electronegativity of oxygen
40. Which reagent is commonly used to convert alcohols to alkyl halides?
A) H2SO4
B) SOCl2 (Thionyl chloride)
C) NaOH
D) KMnO4
41. Williamson ether synthesis involves the reaction between:
A) An alcohol and a strong acid
B) An alkoxide and a primary alkyl halide
C) An aldehyde and a ketone
D) A phenol and a base
42. Tertiary alcohols are resistant to oxidation under normal conditions because:
A) They have no alpha-hydrogens
B) They have too many alpha-hydrogens
C) The C-C bond adjacent to the hydroxyl group is easily broken
D) The C-H bond adjacent to the hydroxyl group is easily broken
43. The oxidation of a secondary alcohol yields which functional group?
A) Aldehyde
B) Ketone
C) Carboxylic acid
D) Ester
44. What is the main product of the oxidation of a primary alcohol using a mild oxidizing agent like PCC?
A) Carboxylic acid
B) Aldehyde
C) Ketone
D) Alkane
45. What is the IUPAC name for diethyl ether (CH3CH2-O-CH2CH3)?
A) Dimethyl ether
B) Ethyl methyl ether
C) Diethyl ether
D) Dipropyl ether
46. Which of the following is an ether functional group?
A) R-COOH
B) R-CHO
C) R-O-R'
D) R-CO-R'
47. What is the common name for phenol?
A) Carbolic acid
B) Acetic acid
C) Formic acid
D) Citric acid
48. Which type of alcohol is ethanol (CH3CH2OH)?
A) Primary alcohol
B) Secondary alcohol
C) Tertiary alcohol
D) Quaternary alcohol
49. What is the IUPAC name for CH3OH?
A) Ethanol
B) Methanol
C) Propanol
D) Butanol
50. Which functional group characterizes alcohols?
A) -COOH
B) -CHO
C) -OH
D) -C=O