GRADE XII (CHEMISTRY)

ALCOHOLS, PHENOLS AND ETHERS

MOST IMPORTANT QUESTIONS

IUPAC NOMENCLATURE
1. Write the IUPAC name of the given compound: (CBSE Delhi 2015)

2. Write the IUPAC name of the following compound: (CBSE Al 2017)

3. Write the IUPAC name of the following compound: (CBSE AI 2017)

4. Write the IUPAC name of the following: (CBSEAI 2018)

5. Give IUPAC name for the following: (CBSE 2019C)

6. Give the IUPAC name of the following compound : (Delhi 2009)

7. Give the IUPAC name of the following (All India 2009)

 8. Draw the structural formula of 2-methylpropan- 2-ol molecule. (Delhi 2012)
9. Draw the structure of hex-l-en-3-ol compound. (Delhi 2012)
10. Write the IUPAC name of given compound: (All India 2015)

11. Classify the following as primary, secondary and tertiary alcohols.

12. Name the following compounds according to IUPAC system.

PHYSICAL PROPERTIES
13. Arrange the following in increasing order of their boiling point:
CH3CH2OH, CH3CHO, CH3—O—CH3
14. Which of the following isomers is more volatile: (CBSE Delhi 2014)
o-nitrophenol or p-nitrophenol?
15. Rearrange the following compounds in the increasing order of their boiling points:
(CBSE Al 2013)
CH3-CHO, CH3-CH2-OH, CH3-CH2-CH3
16. Explain why ortho nitrophenol is more acidic than ortho methoxy phenol. (CBSE AI
2015)
17. The boiling points of ethers are lower than their corresponding isomeric alcohols.
Explain. (CBSE AI 2012)
18. Alcohols are more soluble in water than the hydrocarbons of comparable molecular
masses. Why?
19. Explain the following observations :
(i) The boiling point of ethanol is higher than that of methoxymethane.
(ii) Phenol is more acidic than ethanol.
(iii) o- and p-nitrophenols are more acidic than phenol. (All India 2009)
20. Arrange the following compound groups in the increasing order of their property
indicated:
(i) p-nitrophenol, ethanol, phenol (acidic character)
(ii) Propanol, Propane, Propanal (boiling point)
CHEMICAL PROPERTIES
1. Arrange the following in increasing order of their acidic character: Benzoic acid,
Phenol, Cresol (CBSE Al 2019)
2. Predict the major product obtained when t-butyl bromide reacts with sodium
methoxide. Also, give its IUPAC name
3. How are the following conversions carried out?
(i) Propene to propan-2-ol
(ii) Ethyl magnesium chloride to propan-1-ol (CBSE Delhi 2010)
4. How would you obtain:
(i) Picric add (2, 4, 6-trlnitrophenol) from phenol.
(ii) 2-Methyl propene from 2-methyl propanol? (CBSE Delhi 2011)
5. Write the chemical equations involved in the following reactions:
(i) Kolbe’s reaction
(ii) Friedel-Crafts acetylation of anisole (CBSE Delhi 2016)
6. Convert Phenol to toluene
7. Explain the mechanism of the following reaction: (CBSE Delhi 2013, 2016)

8. How will you convert:

(i) Propene to propan-1 -ol?
9. Write the structures of the products when butan-2-ol reacts with the following: (CBSE
AI 2017)
(i) CrO3
(ii) SOCl2
10. Write the mechanism of acid dehydration of ethanol to yield ethene. (CBSE Sample
Paper 2018)
11. What happens when
(a) Sodium phenoxide is treated with CH 3Cl?
(b) CH2 = CH – CH2 – OH is oxidised by PCC?
(c) Phenol to benzoquinone
12. The C-O bond is much shorter in phenol than in ethanol. Give reason. (Comptt. Delhi
2012)
13. Write the chemical reaction to explain Kolbe’s reaction and Reimer-Tiemann
reaction. (Comptt. Delhi 2013)
14. How would you obtain acetophenone from phenol? (Comptt. All India 2013)
15. Write equation of the nitration of anisole. (Comptt. Delhi 2016)
16. What happens when phenol is oxidized by Na 2Cr2O7/H2SO4?
17. What happens when phenol is heated with zinc dust? (Comptt. All India 2017)
18. What happens when phenol is treated with bromine water? (Comptt. All India 2017)
19. How are the following conversions carried out?
(i) Benzyl chloride to benzyl alcohol,
(ii) Methyl magnesium bromide to 2-methylpropan-2-ol. (All India 2010)
 20. How will you convert:
(i) Propene to Propane-1-ol?
(ii) Ehtanal to Propan-2-ol (Delhi 2013)
21. Explain the mechanism of the following reaction: (All India 2013)

22. Arrange the following compounds in the increasing order of their acid strength: p-
cresol, p-nitrophenol, phenol
23. Give reasons for the following :
(i) Phenol is more acidic than methanol.
(ii) The C—O—H bond angle in alcohols is slightly less than the tetrahedral angle
(190°28′).
(iii) (CH3)3C—O—CH3 on reaction with HI gives (CH3)3C—I and CH3—OH as the main
products and not (CH3)3C—OH and CH3—I. (All India 2015)
24. Write the major product in the following equations : (Comptt. All India 2015)

25. Write the main product(s) in each of the following reactions: (Delhi 2016)

26. Write the final product(s) in each of the following reactions: (All India 2016)

27. Write the product(s) in the following reactions: (Delhi 2017)

28. Write structures of the products of the following reactions:

29. Predict the products of the following reactions:

30. What is meant by hydroboration-oxidation reaction? Illustrate it with an example.

31. Give the equations of the reaction for the preparation of phenol from cumene.
32. Give two reactions that show the acidic nature of phenol. Compare its acidity with that of
ethanol.
33. Name the reagents used in the following reactions:
(i) Oxidation of a primary alcohol to carboxylic acid.
(ii) Oxidation of a primary alcohol to aldehyde.
(iii) Bromination of phenol to 2,4,6-tribromophenol
(iv) Benzyl alcohol to benzoic acid.
(v) Dehydration of propan-2-oI to propene.
(vi) Butan-2-one to butan-2-ol

DISTINGUISH TEST
1. Give a chemical test to distinguish between 2-Pentanol and 3-Pentanol. (Comptt.
Delhi 2013)
2. Give simple chemical tests to distinguish between the following pairs of compounds:
Benzoic acid and Phenol (All India 2017)
3. Give chemical tests to distinguish between the following pairs of compounds :
(i) Pentan-2-ol and Pentan-3-ol (ii) Methanol and Phenol
4. Give simple chemical tests to distinguish between the following pairs of compounds:
(i) Ethanol and Phenol
(ii) Propanol and 2-methylpropan-2-ol