Chemistry

Alcohols, Phenols and Ethers

Question:

Which of the following are used to convert RCHO into RCH2OH?
(a) H2/Pd
(b) LiAlH4
(c) NaBH4
(d) Reaction with RMgX followed by hydrolysis

Answer:

(a, b, c) Conversion of aldehyde into alcohol is a reduction reaction. This reduction can be carried out by adding hydrogen in presence of finely divided metal catalyst such as platinum, palladium or nickel.
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Alcohols, Phenols and Ethers

Q 1.

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

Give equations of the following reactions:
(i)Oxidation of propan-l-ol with alkaline KMnO4 solution.
(ii)Bromine in CS2 with phenol.
(iii)Dilute HNO3 acid with phehoL
(iv)Treating phenol with chloroform in presence of aqueous NaOH.

Q 4.

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

Q 5.

Suggest a reagent for conversion of ethanol to ethanal.

Q 6.

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

Q 7.

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

Q 8.

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

Q 9.

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

Q 10.

Explain why propanol has higher boiling point than that of the hydrocarbon, butane?

Q 11.

Give IUPAC names of the following ethers.
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Q 12.

Which of the following compounds are/is aromatic alcohol?  
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Q 13.

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

Q 14.

What is denatured alcohol?

Q 15.

What happens when benzene diazonium chloride is heated with water?

Q 16.

Name the enzymes and write the reactions involved in the preparation of ethanol from sucrose by fermentation.

Q 17.

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

Q 18.

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 19.

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

Q 20.

Write the mechanism of hydration of ethene to yield ethanol.

Q 21.

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 22.

Write the equation of the reaction of hydrogen iodide with (i)1-propoxypropane (ii)methoxybenzene, and (iii)benzyl ethyl ether

Q 23.

Write the mechanism of the reaction of HI with methoxymethane.

Q 24.

What is the structure and IUPAC name of glycerol?

Q 25.

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

Q 26.

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

Q 27.

Dipole moment of phenol is smaller than that of methanol. Why?

Q 28.

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 29.

Explain why are low molecular mass alcohols soluble in water?

Q 30.

Assertion (A): Bond angle in ethers is slightly less than the tetrahedral angle. Reason (R): There is a repulsion between the two bulky (-R) groups.

Q 31.

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 32.

Identify aliylic alcohols in the above examples.

Q 33.

Write the equations involved in the following reactions:
(i) Reimer-Tiemann reaction
(ii) Kolbe's reaction

Q 34.

Write IUPAC names of the following compounds:
ncert-solutions-for-class-12-chemistry-alcohols-phenols-and-ether-1
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Q 35.

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

Q 36.

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

Q 37.

How is 1-propoxypropane synthesised from propan-l-ol? Write the mechanism of this reaction.

Q 38.

Mark the correct increasing order of reactivity of the following compounds with HBr/HCl.
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-15

Q 39.

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

Q 40.

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

Q 41.

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

Q 42.

Alcohols react with active metals, e.g., Na, K, etc., to give corresponding alkoxides. Write down the decreasing order or reactivity of sodium metal towards primary, secondary and tertiary alcohols.

Q 43.

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

Q 44.

Explain why is p-nitrophenol more acidic than phenol?

Q 45.

Assertion (A): p-Nitrophcnol is more acidic than phenol.
Reason (R): Nitro group helps in the stabilization of the phenoxide ion by dispersal of negative charge due to resonance.

Q 46.

Assertion (A): IUPAC name of the compound
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-57
Reason (R): In IUPAC nomenclature, ether is regarded as hydrocarbon derivative in which a hydrogen atom is replaced by -OR or -OAr group [where R = alkyl group and Ar = aryl group]

Q 47.

Explain a process in which a biocatalyst is used in industrial preparation of a compound known to you.

Q 48.

Which of the following is an appropriate set of reactants for the preparation of l-methoxy-4- nitrobenzene and why?
ncert-solutions-for-class-12-chemistry-alcohols-phenols-and-ether-20

Q 49.

(i) Draw the structures of all isomeric alcohols of molecular formula C5HI20 and give their IUPAC names.
(ii) Classify the isomers of alcohols in question (i)as primary, secondary and tertiary alcohols.

Q 50.

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