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.

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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
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.

Write structures of the products of the following reactions:
ncert-solutions-for-class-12-chemistry-alcohols-phenols-and-ether-11

Q 4.

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 5.

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 6.

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

Q 7.

Mark the correct order of decreasing acid strength of the following
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-13

Q 8.

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

Q 9.

Out of o-nitrophenol and o-cresol which is more acidic?

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

Q 12.

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 13.

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 14.

How can phenol be converted to aspirin?

Q 15.

Show how are the following alcohols prepared by the reaction of a suitable  Grignard reagent on methanal ?
ncert-solutions-for-class-12-chemistry-alcohols-phenols-and-ether-8

Q 16.

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

Q 17.

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

Q 18.

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

Q 19.

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

Q 20.

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

Q 21.

Explain why is O = C = O nonpolar while R – O – R is polar.

Q 22.

Explain why is p-nitrophenol more acidic than phenol?

Q 23.

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

Q 24.

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

Q 25.

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

Q 26.

Explain why is ortho-nitrophenol more acidic than ortho-methoxyphenol?

Q 27.

Write the mechanism of the reaction of HI with methoxymethane.

Q 28.

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 29.

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

Q 30.

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

Q 31.

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

Q 32.

What happens when benzene diazonium chloride is heated with water?

Q 33.

Write steps to carry out the conversion of phenol to aspirin.

Q 34.

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 35.

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

Q 36.

Identify aliylic alcohols in the above examples.

Q 37.

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

Q 38.

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 39.

(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 40.

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

Q 41.

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

Q 42.

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

Q 43.

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 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 reaction will yield phenol?
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-18
ncert-exemplar-problems-class-12-chemistry-alcohols-phenols-ethers-19

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.

What is the structure and IUPAC name of glycerol?

Q 48.

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

Q 49.

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

Q 50.

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