Haloalkanes & Haloarenes; Alcohols, Phenols and Ethers

Class XII (35 MCQs)

1. The boiling point of alcohols is higher than that of hydrocarbons and ethers of comparable molecular mass due to: (a) Dipole-dipole interactions (b) Van der Waals forces (c) Intermolecular hydrogen bonding (d) Covalent bonding

2. Which of the following compounds has the highest boiling point? (a) n-Butanol (b) Isobutanol (c) Tert-butanol (d) All have the same boiling point

3. Phenol is also known as: (a) Ethyl alcohol (b) Carbolic acid (c) Methanol (d) Acetic acid

4. Which of the following is the most acidic compound? (a) Ethanol (b) Water (c) Phenol (d) Methanol

5. The reaction of a Grignard reagent with methanal followed by hydrolysis produces a:

(a) Primary alcohol (b) Secondary alcohol (c) Tertiary alcohol (d) Aldehyde

6. The reaction of a Grignard reagent with any aldehyde (other than methanal) followed by hydrolysis produces a: (a) Primary alcohol (b) Secondary alcohol (c) Tertiary alcohol (d) Ketone

7. Phenol can be prepared from chlorobenzene by fusing it with NaOH at 623 K and 320 atm pressure. This is known as: (a) Reimer-Tiemann reaction (b) Kolbe’s reaction (c) Dow’s process (d) Wurtz reaction

8. Cumene is a commercial source for the preparation of: (a) Benzene (b) Toluene (c) Phenol (d) Aniline

9. Kolbe’s reaction is used for the synthesis of: (a) Aspirin (b) Salicylic acid (c) Salicylaldehyde (d) Benzoquinone

10. The Williamson’s synthesis is an ideal method for the preparation of: (a) Symmetric ethers (b) Asymmetric ethers (c) Both (a) and (b) (d) Alcohols

11. Which of the following reagents is used to distinguish between a primary and a tertiary alcohol? (a) Lucas reagent (b) Tollens’ reagent (c) Fehling’s solution (d) Sodium metal

12. O-Nitrophenol is steam volatile while p-nitrophenol is less volatile because: (a) O-Nitrophenol has intermolecular H-bonding. (b) P-Nitrophenol has intramolecular H-bonding. (c) O-Nitrophenol has intramolecular H-bonding. (d) P-Nitrophenol has a lower molecular mass.

13. The product of Reimer-Tiemann reaction is: (a) Salicylic acid (b) Salicylaldehyde (c) Benzene (d) Picric acid

14. The reaction of ethanol with SOCl₂​ in the presence of pyridine is an excellent method for the preparation of chloroethane because: (a) Both products, HCl and SO₂​, are gases and escape easily. (b) The reaction proceeds via an SN​1 mechanism. (c) The reaction is exothermic. (d) Pyridine acts as a catalyst.

15. Which of the following has the highest boiling point? (a) CH₃​F (b) CH₃​Cl (c) CH₃​Br (d) CH₃​I

16. The inversion of configuration in an SN​² reaction is known as: (a) Racemization (b) Walden inversion (c) Dehydrohalogenation (d) Rearrangement

17. SN​¹ reactions are favored by: (a) Polar protic solvents (b) Polar aprotic solvents (c) Non-polar solvents (d) Both (b) and (c)

18. The reaction of an alkyl halide with silver cyanide (AgCN) gives: (a) Alkyl cyanide (b) Alkyl isocyanide (c) Alcohol (d) Alkene

19. The elimination reaction that follows Saytzeff’s rule gives: (a) The more substituted alkene (b) The less substituted alkene (c) An alcohol (d) A halide

20. The Sandmeyer reaction is used to prepare aryl halides from: (a) Phenols (b) Aniline (c) Diazonium salts (d) Toluene

21. Vinyl halides are unreactive towards nucleophilic substitution reactions because of: (a) sp² hybridisation of the carbon atom (b) Resonance stabilisation (c) Partial double bond character of the C-X bond (d) All of the above

22. Chlorobenzene on treatment with Cl₂​/FeCl₃​ gives: (a) o-dichlorobenzene (b) p-dichlorobenzene (c) Both (a) and (b) (d) Benzene

23. What is the product of the reaction of chlorobenzene with CH₃​Cl in the presence of anhydrous AlCl₃​? (a) Toluene (b) Chlorotoluene (c) o- and p-Chlorotoluene (d) Benzene

24. The difficulty of nucleophilic substitution in haloarenes is due to: (a) Resonance effect (b) sp² hybridisation of carbon atom (c) Instability of phenyl cation (d) All of the above

25. A racemic mixture is an equimolar mixture of: (a) Enantiomers (b) Diastereomers (c) Meso compounds (d) Alcohols and ethers

26. The presence of an electron-withdrawing group like −NO₂​ at the ortho and para positions of a haloarene: (a) Deactivates the benzene ring (b) Facilitates nucleophilic substitution (c) Increases the stability of the aryl cation (d) Decreases the boiling point

27. The reaction of an aryl halide with sodium in the presence of an alkyl halide and dry ether is known as: (a) Wurtz reaction (b) Fittig reaction (c) Wurtz-Fittig reaction (d) Friedel-Crafts reaction

28. The major product formed when 3-methylbutan-2-ol is heated with concentrated H₂​SO₄​ is: (a) 3-Methylbut-1-ene (b) 2-Methylbut-1-ene (c) 2-Methylbut-2-ene (d) 3-Methylbutan-2-ene

29. The reaction of anisole with a mixture of concentrated HNO₃​ and H₂​SO₄​ yields: (a) o-Nitroanisole (b) p-Nitroanisole (c) Both (a) and (b) in equal amounts (d) o- and p-Nitroanisole with the para isomer as the major product

30. Which of the following is the most acidic? (a) p-Nitrophenol (b) m-Nitrophenol (c) o-Nitrophenol (d) Phenol

31. Which of the following compounds will give a yellow precipitate with I₂​ and NaOH? (a) Propan-1-ol (b) Propan-2-ol (c) Butan-1-ol (d) Butan-2-ol

32. The compound that will react with Lucas reagent most rapidly is: (a) 1-butanol (b) 2-butanol (c) 2-methyl-2-propanol (d) Ethanol

33. The reaction of diethyl ether with excess concentrated HI at high temperature gives: (a) Ethanol (b) Ethyl iodide (c) Ethanol and ethyl iodide (d) Ethene

34. The product of the reaction of phenol with CHCl₃​ and NaOH followed by hydrolysis is: (a) Salicylic acid (b) Salicylaldehyde (c) Phenolphthalein (d) Aspirin

35. The major product of the reaction of 2-bromobutane with alcoholic KOH is: (a) But-1-ene (b) But-2-ene (c) Butan-1-ol (d) Butan-2-ol

Answer Key

Question	Correct Option
1.	(c) Intermolecular hydrogen bonding
2.	(a) n-Butanol
3.	(b) Carbolic acid
4.	(c) Phenol
5.	(a) Primary alcohol
6.	(b) Secondary alcohol
7.	(c) Dow’s process
8.	(c) Phenol
9.	(b) Salicylic acid
10.	(c) Both (a) and (b)
11.	(a) Lucas reagent
12.	(c) O-Nitrophenol has intramolecular H-bonding.
13.	(b) Salicylaldehyde
14.	(a) Both products, HCl and SO2​, are gases and escape easily.
15.	(d) CH3​I
16.	(b) Walden inversion
17.	(a) Polar protic solvents
18.	(b) Alkyl isocyanide
19.	(a) The more substituted alkene
20.	(c) Diazonium salts
21.	(d) All of the above
22.	(c) Both (a) and (b)
23.	(c) o- and p-Chlorotoluene
24.	(d) All of the above
25.	(a) Enantiomers
26.	(b) Facilitates nucleophilic substitution
27.	(c) Wurtz-Fittig reaction
28.	(c) 2-Methylbut-2-ene
29.	(d) o- and p-Nitroanisole with the para isomer as the major product
30.	(a) p-Nitrophenol
31.	(b) Propan-2-ol
32.	(c) 2-methyl-2-propanol
33.	(b) Ethyl iodide
34.	(b) Salicylaldehyde
35.	(b) But-2-ene