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A compound D(C(8)H(10)O) upon treatement...

A compound `D(C_(8)H_(10)O)` upon treatement with alkaline solution of iodine gives a yellow precipitate. The fibtrate on acidification gives a white solid `E(C_(7)H_(6)O_(2))`. Write the structures of D,E .

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`underset((C_(8)H_(10)O))("Compound D")overset(I_(2)+NaOH)rarr underset("(Yellow ppt.)")(CHI_(3) darr)+"compound (filerate)" underset((C_(7)H_(6)O_(2)))overset("Acid")rarr "compound E"`
Thus, this reaction indicates the presence of -`COCH_(3)` group of present of `-CHOH-CH_(3)` group in given compound D. On the basis of molecular formula of compound D and above reaction, the possible structure is given below:

Thus, this compound gives iodoform test as in following reaction ( in first step this compound on oxidation with `I_(2)` gives

Hence, compounds
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