Chemistry

Alcohols, Phenols and Ethers

Question:

Match the items of Column I with items of Column II.ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-52
 

Answer:

(i e), (ii —> f), (iii —> d), (iv — » c), (v —> a), (vi — » b)
(i) IUPAC name of ethylene glycol is ethane-1, 2-diol. It is primarily used as raw material in the manufacturing of polyester fibers and fabric industry. A small percentage of it is used in antifreeze formulations.
(ii) Ethanol is a good solvent for fatty and waxy substances. Fats and waxes provide odour to the perfumes. Apart from being a good solvent, it is less irritating to the skin. So, it is used in perfumes.
(iii) Phenol is converted into picric acid (2, 4, 6-trinitro-phenol) by the reaction of phenol with cone. HNO3.
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-53
(iv) Methanol, CH3OH is also known as ‘wood spirit' as it was produced by the destructive distillation of wood.
(v) Neutral ferric chloride give purple/red colour when treated with phenols. It is the reagent used for detection of phenolic group.
(vi) Soaps are prepared by the reactions of fatty acid with NaOH.
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-54

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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 reaction will yield phenol?
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-18
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Q 5.

What is the structure and IUPAC name of glycerol?

Q 6.

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

Q 7.

Suggest a reagent for conversion of ethanol to ethanal.

Q 8.

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

Q 9.

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

Q 10.

Explain why are low molecular mass alcohols soluble in water?

Q 11.

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

Q 12.

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 13.

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 14.

How can phenol be converted to aspirin?

Q 15.

Predict the major product of acid catalysed dehydration of
(i) 1-nicthylcyclohcxanoland
(ii) butan-1-ol

Q 16.

Give two reactions that show the acidic nature of phenol. Compare its acidity with that of ethanol.

Q 17.

Arrange water, ethanol and, phenol in increasing order of acidity and give reason for your answer.

Q 18.

Assertion (A): Like bromination of benzene, bromination of phenol is also carried out in the presence of Lewis acid.
Reason (R): Lewis acid polarizes the bromine molecule.

Q 19.

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

Q 20.

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

Q 21.

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 22.

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

Q 23.

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

Q 24.

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

Q 25.

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

Q 26.

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 27.

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

Q 28.

Write the mechanism of the reaction of HI with methoxymethane.

Q 29.

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

Q 30.

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 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.

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 33.

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

Q 34.

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

Q 35.

You are given benzene, cone. H2S04and NaOH. Write the equations for the preparation of phenol using these reagents.

Q 36.

Preparation of ethers by acid dehydration of secondary or tertiary alcohols is not a suitable method.Give reason.

Q 37.

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

Q 38.

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

Q 39.

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

Q 40.

Preparation of alcohols from alkenes involves the electrophilic attack on alkene carbon atom. Explain its mechanism.

Q 41.

Match the items of Column I with items of Column II.ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-52
 

Q 42.

Assertion (A): Ethanol is a weaker acid than phenol.
Reason (R): Sodium ethoxide may be prepared by the reaction of ethanol with aqueous NaOH.

Q 43.

Ortho and para nitrophenols are more acidic than phenol. Draw the resonance structures of the corresponding phenoxide ions.

Q 44.

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 45.

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

Q 46.

Write chemical reaction for the preparation of phenol from chlorobenzene.

Q 47.

Show how would you synthesise the following alcohols from appropriate alkanes?
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Q 48.

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 49.

Write the IUPAC name of the following compounds,
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Q 50.

What is denatured alcohol?