Alcohols, Phenols and Ethers Mock Test – Class 12 Chemistry

1. In the Kolbe-Schmitt preparation of salicylic acid, the carbon atom of the group originates from:

2. During dehydration of 3,3-dimethylbutan-2-ol through a carbocation pathway, a rearranged alkene may form because:

3. In the preparation of phenol from chlorobenzene, acidification is required mainly to:

4. Assertion: A bulky alkoxide paired with a methyl halide can still give a useful Williamson ether synthesis.
Reason: A methyl halide is unhindered and has no beta carbon from which elimination can occur.

5. Match each alcohol in Column I with its structural class in Column II.

6. A mixture contains -nitrophenol and -nitrophenol. Which separation strategy is most appropriate?

7. Which storage practice most directly reduces both oxygen exposure and light-promoted peroxide formation?

8. The oxidation states of the functional carbon in the sequence ethanol ethanal ethanoic acid are:

9. During electrophilic attack on phenol, an intermediate formed by substitution at an ortho or para position receives special stabilisation because:

10. Three structures are listed below:
P:
Q:
R:
The functional-group families of P, Q, and R are, respectively:

11. Carbon-count changes in reactions of ethanol are described accurately by:

12. Propan-2-ol is heated with concentrated hydrobromic acid. The principal organic product is:

13. Match each IUPAC name in Column I with its structure in Column II.

14. Phenol heated with chloroform and aqueous sodium hydroxide, followed by acidification, gives mainly:

15. For saturated acyclic ethers having the formula , the possible carbon-number distributions across oxygen are:

16. Which compound is expected to have the most extensive intermolecular hydrogen bonding per molecule?

17. During progressive oxidation of methanol in a biological system, which concentration trend is most reasonable?

18. A graph plots water solubility on the vertical axis against carbon number on the horizontal axis for normal primary monohydric alcohols. The expected general shape is:

19. A molecule has the structure . Its branching and hydroxyl-group count show that it is:

20. Ethanal is to be converted first into ethanol and then into bromoethane. Which reagent order is suitable?

21. When 3,3-dimethylbutan-2-ol reacts through a carbocation pathway with concentrated , a rearranged product may form because:

22. Compared with anisole, diethyl ether is generally:

23. Accumulated ether peroxides are particularly dangerous because they may:

24. A major reason ethylene glycol is used in antifreeze mixtures is that, when mixed with water, it:

25. The safest conclusion about a lower ether being used near a flame is that it should be kept away because lower ethers are often:

26. An allylic carbocation is more stable than a comparable ordinary primary carbocation mainly because:

27. To convert chlorobenzene into anisole through phenol, use:

28. -Nitrophenol shows intramolecular hydrogen bonding because:

29. Equal amounts of the two enantiomers of a chiral alcohol are mixed. The resulting sample shows no net rotation of plane-polarised light because:

30. Use the arrangement described below. Molecule P is , and molecule Q is another molecule. The strongest intermolecular hydrogen bond forms when:

31. When phenol is used as the parent name, the aromatic-ring carbon bonded directly to is assigned locant:

32. The purpose of denaturing ethanol is to:

33. Consider the following statements about phenol and quinone oxidation chemistry.
Statement I: Phenol oxidation is structurally different from oxidation of a primary aliphatic alcohol.
Statement II: Quinones contain conjugated carbonyl groups and are often coloured.
Statement III: Reduction of -benzoquinone produces ordinary phenol.

34. Controlled oxidation of cumene first produces:

35. Nitrous acid used in diazotisation is usually generated in the reaction mixture because it:

36. Among the isomeric alcohols butan-1-ol and 2-methylpropan-2-ol, the more water-soluble compound is generally:

37. Match each ether in Column I with its description in Column II.

38. A benzene ring carries hydroxyl groups at carbons , , and . Its systematic name is:

39. The polarity of and bonds is represented most appropriately by:

40. The IUPAC name of is:

41. Anisole is treated separately with a nitrating mixture and with bromine under controlled substitution conditions. Which prediction applies to both reactions?

42. Phenyl tert-butyl ether is treated with hydrogen iodide. Cleavage occurs mainly at the tert-butyl-oxygen bond because:

43. A sample of ethanol is oxidised to ethanal with an yield. The ethanal obtained is then oxidised to ethanoic acid with a yield. What mass of ethanoic acid is produced? Use and .

44. Consider the following statements about ordinary acid-catalysed hydration of an unsymmetrical alkene.
Statement I: The reaction generally follows Markovnikov orientation.
Statement II: Rearrangement may occur when a more stable carbocation can form.
Statement III: The hydroxyl group must always appear on the terminal carbon.

45. Dimethyl ether has a nonzero molecular dipole moment even though its two carbon groups are identical. The best explanation is:

46. Match each species in Column I with its hydrogen-bonding role in Column II.

47. Hydroboration-oxidation of gives the unrearranged alcohol:

48. Assertion: Phenol must be handled carefully even though it has useful industrial and disinfectant applications.
Reason: Phenol can be toxic and corrosive and may cause serious tissue injury.

49. Identify the row containing a consistent observation under ordinary mild oxidation conditions.

50. Bromination of anisole under controlled conditions commonly gives a large proportion of -bromoanisole because: