Alcohols, Phenols and Ethers Mock Test – Class 12 Chemistry

1. Identify the correctly matched row for electrophilic substitution in anisole.

2. Assertion: Hydroboration-oxidation normally proceeds without carbocation rearrangement.
Reason: The hydroboration stage does not generate a free carbocation intermediate.

3. Which reagent pair is best suited for preparing 2-methoxypropane with minimum elimination?

4. Four compounds are described below.
P: on an carbon next to
Q: on an carbon next to an aromatic ring
R: directly on an alkene carbon
S: directly on an aromatic-ring carbon
The sequence P, Q, R, and S corresponds to:

5. In classifying a monohydric alcohol as primary, secondary, or tertiary, the deciding structural feature is:

6. A graph plots carbon-oxygen bond length against carbon-oxygen bond order. Moving from a pure single bond toward a pure double bond decreases the plotted bond length. Where should the carbon-oxygen bond of phenol lie?

7. Consider the following statements about alkoxy groups.
Statement I: is called methoxy.
Statement II: is called ethoxy.
Statement III: must always be called isopropoxy.

8. Methanol and ethanol are highly soluble in water primarily because:

9. Hydroboration-oxidation of gives the unrearranged alcohol:

10. Phenol is an important starting material in the manufacture of:

11. Anisole, , is best classified as:

12. Anisole, , is unsymmetrical because oxygen is bonded to:

13. A sample reacts with aqueous sodium hydroxide but does not produce effervescence with aqueous sodium bicarbonate. This behaviour is most consistent with:

14. Two unlabeled substances are ethanol and dimethyl ether. A structural observation that directly explains why only ethanol molecules form extensive hydrogen bonds with one another is that ethanol:

15. Dimethyl ether can accept a hydrogen bond from water but cannot donate a conventional hydrogen bond to another ether molecule because dimethyl ether:

16. An sample of phenol is converted into anisole with a yield. Controlled bromination then gives isolated -bromoanisole in an yield. What mass of -bromoanisole is obtained? Use and .

17. The IUPAC name of is:

18. In many comparisons with hydrocarbons of similar molar mass, an ether has a somewhat higher boiling point because the ether:

19. When an alcohol represented by is methylated with diazomethane, the oxygen-containing product has the general structure:

20. The overall product relationship in the cleavage stage of the cumene process is represented by:

21. Consider the following statements about ethanol.
Statement I: It is miscible with water because it can form hydrogen bonds with water molecules.
Statement II: It can be used as a solvent, fuel component, and antiseptic ingredient.
Statement III: Complete combustion of ethanol gives carbon dioxide and water.

22. Propan-1-ol is converted into propene and then hydrated under acid-catalysed conditions. The main final alcohol is:

23. Propan-2-ol and methoxyethane are:

24. A reaction requires a solvent that can coordinate to a metal centre but should not donate an acidic hydroxyl proton. Which solvent is most suitable among the following?

25. Which reagent is most suitable for oxidising a primary alcohol to an aldehyde while minimising further oxidation?

26. Identify the correctly matched row for sulfonation of phenol.

27. Which comparison correctly explains why anisole is prepared from sodium phenoxide and methyl iodide rather than from sodium methoxide and iodobenzene?

28. Why must the ether used for preparing a Grignard reagent be dry?

29. Phenoxide ion couples with benzenediazonium chloride in mildly alkaline solution. When the para position is free, the principal product is:

30. A model of ether oxygen shows two bonds and two lone pairs. The electron-pair arrangement and the visible shape are, respectively:

31. In the common-name system for a simple monohydric alcohol, the name is usually formed by writing:

32. Effervescence observed when benzene diazonium chloride solution is warmed with water is mainly due to the evolution of:

33. An unknown compound X contains one hydroxyl group. It dissolves in aqueous sodium hydroxide, but it produces no carbon dioxide when treated with aqueous sodium bicarbonate. Compound X is most likely:

34. Phenetole, , is heated with hydrogen iodide. The principal initial organic products are:

35. Which substituted phenol is expected to have the strongest acidity?

36. Ethylmagnesium bromide reacts with ethanal and is then hydrolysed. The alcohol formed is:

37. But-2-ene is to be converted into butan-2-one and then regenerated as butan-2-ol. Which reagent order is suitable?

38. Which condition-product combination is most appropriate for ethanol in concentrated sulfuric acid?

39. Neutral ferric chloride solution is added to phenol. The characteristic observation is:

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

41. Increasing pressure favours methanol formation in the equilibrium

because:

42. Phenol undergoes tribromination in bromine water without requiring because:

43. Identify the row containing the correct major-product prediction.

44. Assertion: A tertiary alcohol has no hydrogen atom directly bonded to its carbinol carbon.
Reason: The carbinol carbon is already bonded to the hydroxyl oxygen and three carbon groups.

45. Donation of an oxygen lone pair into the benzene ring of phenol increases electron density mainly at the:

46. Assertion: Methanol is more soluble in water than pentan-1-ol.
Reason: The larger hydrocarbon portion of pentan-1-ol contributes a stronger hydrophobic effect while both molecules contain only one hydroxyl group.

47. A student wishes to prepare ethanal from ethanol using acidified potassium dichromate. The best procedure is to:

48. Assertion: -Cresol is less acidic than phenol.
Reason: The methyl group releases electron density and destabilises the negatively charged conjugate base.

49. Match each reaction in Column I with the corresponding carbon reagent and principal product in Column II.

50. The systematic name of glycerol, , is: