Explain the fact that in aryl alkyl ethers (i) the alkoxy group

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 Multiple Choice QuestionsShort Answer Type

281. Preparation of ethers by acid dehydration of secondary or tertiary alcohols is not a suitable method. Give reason.
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282. Write the equation of the reaction of hydrogen iodide with 1-proxypropane.
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283. Write the equation of the reaction of hydrogen iodide with methoxybenzene.
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284. Write the equation of the reaction of hydrogen iodide with benzyl ethyl ether. 
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 Multiple Choice QuestionsLong Answer Type

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285. 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.


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.

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 Multiple Choice QuestionsShort Answer Type

286. Write the mechanism of the reaction of HI with methoxymethane.
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287. Write equations of the following reactions:

Friedal - Crafts reaction - alkylation of anisole.
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288. Write equations of the following reactions:
Nitration of anisole.
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289. Write equations of the following reactions:
Bromination of anisole in ethanoic acid medium.
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290. Write equations of the following reactions:
Friedel craft’s acetylation of anisole.
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