Chemistry

Alcohols, Phenols and Ethers

Question:

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

Answer:

Biocatalysts are complex organic compounds which act as catalysts in reaction taking place in living organism. These biocatalysts (enzymes) are used in the manufacture of ethanol.
Ethanol from sugar solution (molasses):
Molasses is a non-crystalline form of sugar obtained as the mother liquor after crystallisation of sugar from sugar solution. This contains about 50% sugar. It is diluted to about 10% solution and yeast is added and kept for about 2-3 days. Yeast supplies the enzymes invertase and zymase. The enzyme invertase hydrolyses sucrose to glucose and fructose. The enzyme zymase (found in yeast) converts glucose and fructose to ethanol.
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In wine making, grapes are the source of sugars and yeast. As grapes ripen, the quantity of sugar increases and the yeast grows on the skin of the grapes. When the grapes are crushed, sugar and enzyme come in contact and fermentation starts. Fermentation takes place under anaerobic conditions (i.e., in the absence of air). During fermentation CO2  is released.
The action of enzyme is inhibited when the concentration of alcohol exceeds 14%. If air enters the fermentation mixture, the O2 of the air oxidised ethanol to ethanoic acid which spoils the taste of alcoholic drinks and makes it sour.

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Alcohols, Phenols and Ethers

Q 1.

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

Q 2.

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

Q 3.

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

Q 4.

What happens when benzene diazonium chloride is heated with water?

Q 5.

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

Q 6.

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 7.

Classify the following as primary, secondary and tertiary alcohols.
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Q 8.

Which of the following species can act as the strongest base?
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Q 9.

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

Q 10.

Explain why are low molecular mass alcohols soluble in water?

Q 11.

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 12.

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

Q 13.

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

Q 14.

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

Q 15.

Show how would you synthesise the following alcohols from appropriate alkanes?
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Q 16.

Which of the following compounds are/is aromatic alcohol?  
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Q 17.

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

Q 18.

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

Q 19.

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

Q 20.

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

Q 21.

Write the IUPAC name of the compound given below.
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Q 22.

Identify aliylic alcohols in the above examples.

Q 23.

Write the mechanism of the reaction of HI with methoxymethane.

Q 24.

Explain why is p-nitrophenol more acidic than phenol?

Q 25.

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 26.

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 27.

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 28.

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

Q 29.

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

Q 30.

Suggest a reagent for conversion of ethanol to ethanal.

Q 31.

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

Q 32.

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 33.

Write the mechanism of the reaction of HI with methoxybenzene.

Q 34.

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

Q 35.

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

Q 36.

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

Q 37.

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

Q 38.

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

Q 39.

Match the starting materials given in Column I with the products formed by these (Column II) in the reaction with HI.
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Q 40.

Which of the following is an appropriate set of reactants for the preparation of l-methoxy-4- nitrobenzene and why?
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Q 41.

Give IUPAC name of the compound given below.
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Q 42.

What is the structure and IUPAC name of glycerol?

Q 43.

Write the IUPAC name of the following compounds,
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Q 44.

What is denatured alcohol?

Q 45.

Suggest a reagent for the following conversion.
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Q 46.

Out of 2-chloroethanol and ethanol which is more acidic and why?

Q 47.

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

Q 48.

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

Q 49.

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

Q 50.

Explain why nucleophilic substitution reactions are not very common in phenols.