1.

An ester (A) with molecular formula C_(9)H_(10) O_(2) was treated with excess of CH_(3)MgBr and the compound so formed was treated with conc. H_(2)SO_(4) to form olefin (B). Ozonolysis of B gave ketone with formula C_(8)H_(8)O which shows positive iodoform test. The structure of A is

Answer»

`C_(6)H_(5)COOC_(2)H_(5)`
`CH_(3)OCH_(2)COC_(6)H_(5)`
`CH_(3)CO - C_(6)H_(5) - COCH_(3)`
`C_(6)H_(5)COOC_(6)H_(5)`

Solution :`{:(""O""OH),("||""|"),(underset((A))(C_(6)H_(5) C - OC_(2)H_(5)) underset(HOH)overset(2CH_(3)MGBR)rarr C_(6)H_(5) - C - CH_(3)),("|"),(""CH_(3)),(""443K DARR H_(2)SO_(4)),(C_(6)H_(5) - C = O + HCHO underset((ii) Zn //H_(2)O)overset((i)O_(3))larr C_(6)H_(5) - C = CH_(2)),("|""|"),(""CH_(3)"" underset((B)"Alkane")(CH_(3))):}`


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