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A hydrocarbon containing two double bond...

A hydrocarbon containing two double bonds gave on reductive ozonolysis ethanol, glyoxal and propanone. Predict the structure of the hydrocarbon and give its IUPAC name.

Text Solution

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To write the structure of the products of ozonolysis with their carbonyl groups facing each other.
`underset"Ethanal"(CH_3-oversetoverset(H)(|)C=O) " " underset"Glyoxal"(O=oversetoverset(H)|C-oversetoversetH|C=O) " " underset"Propanone"(O=oversetoverset(CH_3)|C-CH_3`
Step 2 . To write the structure of the hydrocarbon
Remove oxygen atoms from each of the three carbonyl compounds and connect them by double bonds , we have,
`underset"2-Methylhexa-2,4-diene"(underset6CH_3-underset5oversetoversetH|C=underset4oversetoversetH|C-underset3oversetoversetH|C=underset2oversetoverset(CH_3)|C-underset1CH_3)`
Thus, the given hydrocarbon is 2-methylhexa-2,4-diene.
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