Which of the following will be obtained by keeping ether in contact with air for long time :

C_{2} H_{5} - O - C H (C H_{3}) - O - O H

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C_{2} H_{5} - O C H_{3} - O H

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C_{2} H_{5} - O - C_{2} H_{5} O H

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C H_{3} - O - C H (C H_{3}) - O - O H

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Solution

The correct option is A $C_{2} H_{5} - O - C H (C H_{3}) - O - O H$
Free Radical Chain Reaction.
Ethers on prolonged contact with air or oxygen form peroxides, which are explosives and should be handled with care.

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C_{2} H_{5} - O - C_{2} H_{5} + H I ? \to C_{2} H_{5} - O H + C_{2} H_{5} - I

C H_{3} - O | | C - C H_{2} - O | | C - O - C_{2} H_{3}

C H_{3} - O H | C = C H - O | | C - O - C_{2} H_{5}

C H_{3} - C | H O H - C H_{2} - O - C_{2} H_{5}

O H^{-}

C H_{3} - C H | C_{2} H_{5} - B r

C H_{3} - B r | C | C_{2} H_{5} - C H_{3}

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The $C - O - C$ angle would be maximum in

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