Chemistry

Alcohols, Phenols and Ethers

Question:

What is denatured alcohol?

Answer:

Alcohol is made unfit for drinking by mixing some copper sulphate and pyridine to it. This process is called denaturation of alcohol and alcohol mixed with copper sulphate and pyridine is called denatured alcohol.

previuos
next

Alcohols, Phenols and Ethers

Q 1.

Classify the following as primary, secondary and tertiary alcohols.
ncert-solutions-for-class-12-chemistry-alcohols-phenols-and-ether-1
ncert-solutions-for-class-12-chemistry-alcohols-phenols-and-ether-2
ncert-solutions-for-class-12-chemistry-alcohols-phenols-and-ether-3

Q 2.

Assertion (A): Phenols give o-nitrophenol and p-nitrophenol on nitration with cone. HNO3 and H2SO4 mixture.
Reason (R): -OH group in phenol is o-,p-directing.

Q 3.

Assertion (A): Phenol forms 2,4, 6-tribromophenol on treatment with Br2 in carbon disulphide at 273 K.
Reason (R): Bromine polarizes in carbon disulphide.

Q 4.

Which of the following compounds are/is aromatic alcohol?  
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-6

Q 5.

IUPAC name of the compound
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-10

Q 6.

While separating a mixture of ortho and para nitrophenols by steam distillation, name the isomer which will be steam volatile. Give reason.

Q 7.

What is denatured alcohol?

Q 8.

Match the starting materials given in Column I with the products formed by these (Column II) in the reaction with HI.
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-50
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-51

Q 9.

Write structures of the compounds whose IUPAC names are as follows:
(i)2-Methylbutan-2-ol
(ii)l-Phcnylpropan-2-ol
(iii)3,5-DimethyIhexane-l,3,5-triol
(iv)2,3-Dicthylphenol
(v)1-Ethoxypropane
(vi)2-Ethoxy-3-methylpentane
(vii) Cyclohexylmethanol
(viii) 3-Cyclohexylpcntan-3-ol
(ix)Cyclopcnt-3-en-l-ol
(x)4-ChIoro-3-ethylbutan-l-ol

Q 10.

Which of the following species can act as the strongest base?
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-12

Q 11.

Write the structures of the isomers of alcohols with molecular formula C4H10O. Which one of these isomers exhibits optical activity?

Q 12.

Explain the following with an example
(i) Kolbe's reaction (ii) Reimer – Tiemann reaction –
(iii) Williamson ether synthesis (iv) Unsymmetrical ether

Q 13.

When 3-methylbutant 2-ol is treated with HBr, the following reaction takes place:
ncert-solutions-for-class-12-chemistry-alcohols-phenols-and-ether-47
Give a mechanism for this reaction.
(Hint: The secondary carbocation formed in step II rearranges to a more stable tertiary carbocation by a hydride ion shift from 3rd carbon atom.)

Q 14.

What is the correct order of reactivity of alcohols in the following reaction?
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-3

Q 15.

Write the IUPAC name of the following compounds,
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-23

Q 16.

Name the factors responsible for the solubility of alcohols in water.

Q 17.

Out of o-nitrophenol and p-nitrophenol, which is more volatile? Explain.

Q 18.

How can propan-2-one be converted into tert-butyl alcohol?

Q 19.

Explain why is p-nitrophenol more acidic than phenol?

Q 20.

The carbon-oxygen bond in phenol is slightly stronger than that in methanol. Why?

Q 21.

Write the mechanism of the reaction of HI with methoxybenzene.

Q 22.

Write IUPAC names of the following compounds:
ncert-solutions-for-class-12-chemistry-alcohols-phenols-and-ether-1
ncert-solutions-for-class-12-chemistry-alcohols-phenols-and-ether-2
ncert-solutions-for-class-12-chemistry-alcohols-phenols-and-ether-3

Q 23.

Alcohols are comparatively more soluble in water than hydrocarbons of comparable molecular masses. Explain this fact.

Q 24.

Show how would you synthesise the following alcohols from appropriate alkanes?
ncert-solutions-for-class-12-chemistry-alcohols-phenols-and-ether-42

Q 25.

Arrange the following compounds in increasing order of acidity and give a suitable explanation:
Phenol, o-Nitrophenol, o-Cresol

Q 26.

Why is the reactivity of all three classes of alcohols with cone. HCl and ZnCl2 (Lucas reagent) different?

Q 27.

Ethers can be prepared by Williamson's synthesis in which an alkyl halide is reacted with sodium alkoxide. Di-tert-butyl ether cannot be prepared by this method. Explain.

Q 28.

Explain why alcohols and ethers of comparable molecular mass have different boiling points.

Q 29.

Assertion (A): Boiling points of alcohols and ethers are high.
Reason (R): They can form intermolecular hydrogen bonding.

Q 30.

Assertion (A): o-Nitrophenol is less soluble in water than the m- and p-isomers.
Reason (R): m-Nitrophenol and p-Nitrophenol exists as associated molecules.

Q 31.

How can phenol be converted to aspirin?

Q 32.

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

Q 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)Brominationofphenolto2,4,6-tribromophenol
(iv)Benzyl alcohol to benzoic acid.
(v)Dehydration of propan-2-oI to propene.
(vi)Butan-2-one to butan-2-oL .

Q 34.

In Kolbe's reaction, instead of phenol, phenoxide ion is treated with carbon dioxide. Why?

Q 35.

Explain why are low molecular mass alcohols soluble in water?

Q 36.

Give structures of the products you would expect when each of the following alcohol reacts with (a)HCl-ZnCl2 (b)HBrand (c) SOCl2
(i)Butan-1-ol
(ii)2-Methylbutan-2-ol

Q 37.

Write the mechanism of hydration of ethene to yield ethanol.

Q 38.

Explain how does the – OH group attached to a carbon of benzene ring activate it towards electrophilic substitution?

Q 39.

Write the names of reagents and equations for the preparation of the following ethers by Williamson's synthesis:
(i)1-Propoxypropane
(ii)Ethoxybenzene
(iii)2-Methoxy-2-methylpropane
(iv)1-Methoxyethane

Q 40.

Write the mechanism of the reaction of HI with methoxymethane.

Q 41.

Phenol can be distinguished from ethanol by the reactions with ………….
(a) Br2/water (b) Na
(c) Neutral FeCl3 (d) All of these

Q 42.

Write the IUPAC name of the compound given below.
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-25

Q 43.

Suggest a reagent for conversion of ethanol to ethanoic acid.

Q 44.

When phenol is treated with bromine water, white precipitate is obtained. Give the structure and the name of the compound formed.

Q 45.

Arrange the following compounds in decreasing order of acidity:
H2O, R-OH, HC = CH

Q 46.

Explain why is OH group in phenols more strongly held as compared to OH group in alcohols.

Q 47.

Explain why nucleophilic substitution reactions are not very common in phenols.

Q 48.

Nitration is an example of aromatic electrophilic substitution and its rate depends upon the group already present in the benzene ring. Out of benzene and phenol, which one is more easily nitrated and why?

Q 49.

Why is the C – O – H bond angle‘in alcohols slightly less than the tetrahedral angle whereas the C – O – C bond angle in ether is slightly greater?

Q 50.

Match the structures of the compounds given in Column I with the name of the compounds given in Column II.
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-48
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-49