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# NCERT solutions Chemistry Class 12 Part 2 chapter 11 Alcohols, Phenols and Ethers

#### Chapters

NCERT Solutions for Chemistry Class 12 Part 1

## Chapter 11 - Alcohols, Phenols and Ethers

#### Pages 317 - 343

Classify the following as primary, secondary and tertiary alcohols:

1)

2)

H_2C = CH - CH_2OH

3)

CH_3 - CH_2-CH_2-OH

4)

5)

6)

Q 1 | Page 317

Identify allylic alcohols in the above examples.

Q 2 | Page 317

Name the following compounds according to IUPAC system

Q 3.1 | Page 320

Name the following compounds according to IUPAC system.

Q 3.2 | Page 320

Name the following compounds according to IUPAC system.

Q 3.3 | Page 320

Name the following compounds according to IUPAC system.

Q 3.4 | Page 320

Name the following compounds according to IUPAC system.

Q 3.5 | Page 320

Show how are the following alcohols prepared by the reaction of a suitable Grignard reagent on methanal?

Q 4.1 | Page 325

Show how are the following alcohols prepared by the reaction of a suitable Grignard reagent on methanal?

Q 4.2 | Page 325

Write structures of the products of the following reactions:

Q 5.1 | Page 325

Write structures of the products of the following reactions:

Q 5.2 | Page 325

Write structures of the products of the following reactions:

Q 5.3 | Page 325

Give structures of the products you would expect when each of the following alcohol reacts with HCl-ZnCl2

(i) Butan-1-ol

ii) 2-Methylbutan-2-ol

Q 6 | Page 335

Predict the major product of acid catalysed dehydration of 1-Methylcyclohexanol

Q 7.1 | Page 335

Predict the major product of acid catalysed dehydration of Butan-1-ol.

Q 7.2 | Page 335

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

Q 8 | Page 335

Write the equations involved in the following reactions : Reimer – Tiemann reaction

Q 9.1 | Page 335

Write the equations involved in the following reactions: Kolbe’s reaction

Q 9.2 | Page 335

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

Q 10 | Page 342

Which of the following is an appropriate set of reactants for the preparation of 1-methoxy-4-nitrobenzene and why?

1)

2)

Q 11 | Page 342

Predict the products of the following reactions:

CH3 −CH2 −CH2 −O – CH3 +HBr →

Q 12.1 | Page 343

Predict the products of the following reactions:

Q 12.2 | Page 343

Predict the products of the following reactions:

Q 12.3 | Page 343

Predict the products of the following reactions:

Q 12.4 | Page 343

#### Pages 344 - 346

Write IUPAC names of the following compounds:

Q 1.01 | Page 344

Write IUPAC names of the following compounds:

Q 1.02 | Page 344

Write IUPAC names of the following compounds:

Q 1.03 | Page 344

Write IUPAC names of the following compounds:

Q 1.04 | Page 344

Write IUPAC names of the following compounds:

Q 1.05 | Page 344

Write IUPAC names of the following compounds:

Q 1.06 | Page 344

Write IUPAC names of the following compounds:

Q 1.07 | Page 344

Write IUPAC names of the following compounds:

Q 1.08 | Page 344

Write IUPAC names of the following compounds

Q 1.09 | Page 344

Write IUPAC names of the following compounds:

C6H5–O–C2H5

Q 1.1 | Page 344

Write IUPAC names of the following compounds

C6H5–O–C7H15(n–)

Q 1.11 | Page 344

Write IUPAC names of the following compounds

Q 1.12 | Page 344

Write structures of the compounds whose IUPAC names are as follows:

2-Methylbutan-2-ol

Q 2.1 | Page 344

Write structures of the compounds whose IUPAC names are as follows:

3-Chloromethylpentan-1-ol.

Q 2.1 | Page 344

Write structures of the compounds whose IUPAC names are as follows: 1-Phenylpropan-2-ol

Q 2.2 | Page 344

Write structures of the compounds whose IUPAC names are as follows: 3,5-Dimethylhexane −1, 3, 5-triol

Q 2.3 | Page 344

Write structures of the compounds whose IUPAC names are as follows: 2,3 − Diethylphenol

Q 2.4 | Page 344

Write structures of the compounds whose IUPAC names are as follows: 1 − Ethoxypropane

Q 2.5 | Page 344

Write structures of the compounds whose IUPAC names are as follows: 2-Ethoxy-3-methylpentane

Q 2.6 | Page 344

Write structures of the compounds whose IUPAC names are as follows:

Cyclohexylmethanol

Q 2.7 | Page 344

Write structures of the compounds whose IUPAC names are as follows: 3-Cyclohexylpentan-3-ol

Q 2.8 | Page 344

Write structures of the compounds whose IUPAC names are as follows: Cyclopent-3-en-1-ol

Q 2.9 | Page 344

Draw the structures of all isomeric alcohols of molecular formula C5H12O and give their IUPAC names.

Q 3.1 | Page 344

Classify the isomers of alcohols in question 11.3 (i) as primary, secondary and tertiary alcohols.

Q 3.2 | Page 344

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

Q 4 | Page 344

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

Q 5 | Page 344

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

Q 6 | Page 344

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

Q 7 | Page 344

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

Q 8 | Page 344

Give the equations of reactions for the preparation of phenol from cumene.

Q 9 | Page 344

Write chemical reaction for the preparation of phenol from chlorobenzene.

Q 10 | Page 344

Write the mechanism of hydration of ethene to yield ethanol.

Q 11 | Page 344

You are given benzene, conc. H2SO4 and NaOH. Write the equations for the preparation of phenol using these reagents.

Q 12 | Page 344

Show how will you synthesize 1-phenylethanol from a suitable alkene.

1-phenylethanol from a suitable alkene

Q 13.1 | Page 345

Show how will you synthesize cyclohexylmethanol using an alkyl halide by an SN2 reaction.

Q 13.2 | Page 345

Show how will you synthesize pentan-1-ol using a suitable alkyl halide?

Q 13.3 | Page 345

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

Q 14 | Page 345

Give reasons for the following:

o-nitrophenol is more acidic than o-methoxyphenol.

Q 15 | Page 345

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

Q 16 | Page 345

Give equations of the following reactions: Oxidation of propan-1-ol with alkaline KMnO4 solution.

Q 17.1 | Page 345

Give equations of the following reactions: Bromine in CS2 with phenol.

Q 17.2 | Page 345

Give equations of the following reactions: Dilute HNO3 with phenol.

Q 17.3 | Page 345

Give equations of the following reactions: Treating phenol with chloroform in presence of aqueous NaOH.

Q 17.4 | Page 345

Explain the following with an example.

Kolbe’s reaction.

Q 18.1 | Page 345

Explain the following with an example.

Reimer-Tiemann reaction.

Q 18.2 | Page 345

Explain the following with an example - Williamson ether synthesis.

Q 18.3 | Page 345

Explain the following with an example - Unsymmetrical ether.

Q 18.4 | Page 345

Write the mechanism of acid-catalysed dehydration of ethanol to yield ethene.

Q 19 | Page 345

How are the following conversions carried out?

Propene → Propan-2-ol

Q 20.1 | Page 345

How are the following conversions carried out?

Benzyl chloride → Benzyl alcohol

Q 20.2 | Page 345

How are the following conversions carried out?

Ethyl magnesium chloride → Propan-1-ol.

Q 20.3 | Page 345

How are the following conversions carried out?

Methyl magnesium bromide → 2-Methylpropan-2-ol.

Q 20.4 | Page 345

Name the reagents used in the following reactions: Oxidation of a primary alcohol to carboxylic acid.

Q 21.1 | Page 345

Name the reagents used in the following reactions: Oxidation of a primary alcohol to aldehyde.

Q 21.2 | Page 345

Name the reagents used in the following reactions: Bromination of phenol to 2,4,6- tribromophenol.

Q 21.2 | Page 345

Name the reagents used in the following reactions: Benzyl alcohol to benzoic acid.

Q 21.3 | Page 345

Name the reagents used in the following reactions: Dehydration of propan-2-ol to propene.

Q 21.4 | Page 345

Name the reagents used in the following reactions: Butan-2-one to butan-2-ol.

Q 21.5 | Page 345

Give reason for the higher boiling point of ethanol in comparison to methoxymethane.

Q 22 | Page 345

Give IUPAC names of the following ethers

Q 23.1 | Page 346

Give IUPAC names of the following ethers:

CH_3OCH_2CH_2Cl

Q 23.2 | Page 346

Give IUPAC names of the following ethers:

O_2N-C_6H_4-OCH_3(p)

Q 23.3 | Page 346

Write the names of reagents and equations for the preparation of the following ethers by Williamson’s synthesis:

1-Methoxyethane

Q 23.4 | Page 346

Give IUPAC names of the following ethers:

Q 23.5 | Page 346

Give IUPAC names of the following ethers:

Q 23.6 | Page 346

Write the names of reagents and equations for the preparation of the following ethers by Williamson’s synthesis: 1-Propoxypropane

Q 24.1 | Page 346

Write the names of reagents and equations for the preparation of the following ethers by Williamson’s synthesis:

Ethoxybenzene

Q 24.2 | Page 346

Write the names of reagents and equations for the preparation of the following ethers by Williamson’s synthesis:

2-Methoxy-2-methylpropane

Q 24.3 | Page 346

Illustrate with examples the limitations of Williamson synthesis for the preparation of certain types of ethers.

Q 25 | Page 346

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

Q 26 | Page 346

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

Q 27 | Page 346

Write the equation of the reaction of hydrogen iodide with:

1-propoxypropane

Q 28.1 | Page 346

Write the equation of the reaction of hydrogen iodide with:

Methoxybenzene

Q 28.2 | Page 346

Write the equation of the reaction of hydrogen iodide with:

Benzyl ethyl ether

Q 28.3 | Page 346

Explain the fact that in aryl alkyl ethers

(i) The alkoxy group activates the benzene ring towards electrophilic substitution and

(ii) It directs the incoming substituents to ortho and para positions in benzene ring.

Q 29 | Page 346

Write the mechanism of the reaction of HI with methoxymethane.

Q 30 | Page 346

Write equations of the following reactions - Friedel-Crafts reaction−alkylation of anisole.

Q 31.1 | Page 346

Write equations of the following reactions:

Nitration of anisole.

Q 31.2 | Page 346

Write equations of the following reactions: Bromination of anisole in ethanoic acid medium.

Q 31.3 | Page 346

Write equations of the following reactions: Friedel-Craft’s acetylation of anisole.

Q 31.4 | Page 346

Show how would you synthesise the following alcohols from appropriate alkenes?

Q 32.1 | Page 346

Show how would you synthesise the following alcohols from appropriate alkenes?

Q 32.2 | Page 346

Show how would you synthesise the following alcohols from appropriate alkenes

Q 32.3 | Page 346

Show how would you synthesise the following alcohols from appropriate alkenes?

Q 32.4 | Page 346

When 3-methylbutan-2-ol is treated with HBr, the following reaction takes place:

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 33 | Page 346

#### Extra questions

Give structures of the products you would expect when each of the following alcohol reacts with HBr

(i) Butan-1-ol

(ii) 2-Methylbutan-2-ol

Give structures of the products you would expect when each of the following alcohol reacts with SOCl2.

(i) Butan-1-ol

(ii) 2-Methylbutan-2-ol

S