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An olefin was treated with ozone and the...

An olefin was treated with ozone and the resulting ozonide on hydrolysis gave 2-pentanone and acetaldehyde. What is the structure of the original olefin? Write eqations for the reaction involved.

Text Solution

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The correct Answer is:
(i). `"Olefin"overset(O_(3))to"ozonide"overset(2H)toCH_(3)-CH_(2)-CH_(2)-undersetunderset(("Pentan-2-one"))(CH_(3))underset(|)(C)=O+underset(("ethanal"))(CH_(3)CHO)`
(ii) Thus olefin has `7` carbon atmoms with tow units round double bond as
`(##ALN_CHM_C09(I)_E01_069_A01##)`
`(iii) The olefin is therefore `CH_(3)-CH_(2)-CH_(2)-underset(CH_(3))underset(|)C=O+CH-CH_(3)`
(iv) The reaction is
`CH_(3)-CH_(2)-CH_(2)-undersetunderset("3-methylhex-2-ene")(CH_(3))underset(|)C=O+CH-CH_(3)`
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