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Alcohols, Phenols And Ethers

Question
CBSEENCH12011385
Wired Faculty App

The order of decreasing reactivity towards an electrophilic reagent, for the following:

i) Benzene
ii) Toluene
iii) Chlorobenzene
iv) Phenol

would be:

  • (i) > (ii) > (iii) > (iv)

  • (ii) > (iv) > (i) > (iii)

  • (iv) > (iii) > (ii) >(i)

  • (iv) > (ii) > (i) > (iii)

Solution

D.

(iv) > (ii) > (i) > (iii)

Benzene having any activating group i.e, OH, R etc., undergoes electrophilic substitution very easily as compared to benzene itself. Thus toluene (C6H5CH3), phenol (C6H5OH) undergo electrophilic substitution very readily than benzene.Chlorine with +E and +M effect deactivating the ring due to strong -I effect. So, it is difficult to carry out the substitution  in chlorobenzene than in benzene, so correct order is 
Phenol > Toluene > Benzene > Chlorobenzene

Some More Questions From Alcohols, Phenols and Ethers Chapter

Classify the following as primary, secondary and tertiary alcohols:

Identify allylic alcohols in the above examples.

Name the following compounds according to IUPAC system.

Name the following compounds according to IUPAC system.

Name the following compounds according to IUPAC system.

Name the following compounds according to IUPAC system.

Name the following compounds according to IUPAC system.

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

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

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