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.

Solution

Alkyl aryl ethers are the resonating hybrids of the following structures:

The alkoxy group (—OR) is ortho and para directing group and it activates the aromatic ring in ortho and para positions due to conjugation with pi electrons of the benzene ring. However, ethers are some what less reactive than phenol in these substitution reactions. Activation of benzene ring takes place as shown above.
The following reactions show that alloxy group directs the incoming substituents to ortho and para positions in benzene ring.

Similar products are formed on sulphonation of anisole.

Some More Questions From Alcohols, Phenols and Ethers Chapter

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Alcohols, Phenols And Ethers

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.

Some More Questions From Alcohols, Phenols and Ethers Chapter

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?

Write structures of the products of the following reactions:

Write structures of the products of the following reactions:

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