Chemistry

Alcohols, Phenols and Ethers

Question:

Show how will you synthesise
(i)1 -phenylethanol from a suitable alkene.
(ii)cyclohexylmethanol using an alkyl halide by an SN2 reaction.
(iii) Pentan-l-ol using a suitable alkyl halide?

Answer:

ncert-solutions-for-class-12-chemistry-alcohols-phenols-and-ether-17

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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
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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.

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.

Suggest a reagent for conversion of ethanol to ethanal.

Q 5.

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

Q 6.

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 7.

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

Q 8.

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

Q 9.

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

Q 10.

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 11.

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 12.

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 13.

Write the reactions of Williamson synthesis of 2-ethoxy-3-methylpentane starting from ethanol and 3-methylpentan-2-ol.

Q 14.

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

Q 15.

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

Q 16.

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

Q 17.

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

Q 18.

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

Q 19.

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

Q 20.

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

Q 21.

Suggest a reagent for the following conversion.
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-28

Q 22.

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

Q 23.

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

Q 24.

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

Q 25.

Identify aliylic alcohols in the above examples.

Q 26.

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 27.

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 28.

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

Q 29.

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

Q 30.

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 31.

Write the mechanism of the reaction of HI with methoxymethane.

Q 32.

What is the structure and IUPAC name of glycerol?

Q 33.

What is denatured alcohol?

Q 34.

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

Q 35.

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

Q 36.

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

Q 37.

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 38.

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

Q 39.

Give the structures and IUPAC names of monohydric phenols of molecular formula, C7H8O.

Q 40.

Write chemical reaction for the preparation of phenol from chlorobenzene.

Q 41.

Write the mechanism of hydration of ethene to yield ethanol.

Q 42.

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

Q 43.

Give IUPAC name of the compound given below.
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-7

Q 44.

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 45.

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 46.

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

Q 47.

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

Q 48.

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

Q 49.

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

Q 50.

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.