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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 isA. `C_(6)H_(5)COOC_(2)H_(5)`B. `CH_(3)OCH_(2)COC_(6)H_(5)`C. `CH_(3)CO - C_(6)H_(5) - COCH_(3)`D. `C_(6)H_(5)COOC_(6)H_(5)` |
Answer» Correct Answer - A `{:(" "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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