List of top Chemistry Questions on Alcohols, Phenols And Ethers

Write the equation of the reaction of hydrogen iodide with:

(i)1-propoxypropane 

(ii)methoxybenzene 

(iii)benzyl ethyl ether.

When 3-methyl butane-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

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

Write the mechanism of the reaction of HI with methoxymethane.

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 the benzene ring.

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

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

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

Give IUPAC names of the following ethers:

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

How are the following conversions carried out?

(i)Propene\(\rightarrow\)Propan-2-ol.

(ii)Benzyl chloride\(\rightarrow\)Benzyl alcohol.

(iii)Ethyl magnesium chloride\(\rightarrow\)Propan-1-ol.

(iv)Methyl magnesium bromide\(\rightarrow\)2-Methylpropan-2-ol.

Explain the following with an example. 

(i)Kolbe’s reaction.
(ii)Reimer-Tiemann reaction.
(iii)Williamson ether synthesis.
(iv) Unsymmetrical ether.

Give equations of the following reactions:(i)Oxidation of propane-1-ol with alkaline KMnO₄ solution.
(ii)Bromine in CS₂ with phenol.
(iii)Dilute HNO₃ with phenol.
(iv)Treating phenol with chloroform in the presence of aqueous NaOH

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

Give two reactions that show the acidic nature of phenol. Compare the acidity of phenol with that of ethanol.
The acidic nature of phenol can be represented by the following two reactions:

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

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

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

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

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

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

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

Draw the structures of all isomeric alcohols of molecular formula C₅H₁₂O and give their IUPAC names. (ii)Classify the isomers of alcohols in question 11.3(i)as primary, secondary and tertiary alcohols.