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An organic compound A `(C_(9)H_(10)O)` does not evolve any gas on reatement with Na-metal but on hydrolysis with dil. `H_(2)SO_(4)` gives `B(C_(9)H_(12)O_(2))` which on further treatement with alkaline solution of iodine gives an yellow precipitate. Also A on treatment with excess of conc. HBr gives `C(C_(9(H_(11)OBr)` as the major product. C on further treatment with `C_(2)H_(5)ONa//C_(2)H_(5)OH` followed by acidification of product gives D (an isomer of A). D on ozonolysis followed by work-up with dimethyl sulphide gives ortho hydroxyl benzaldehyde as one of the product. Answer the following three questions based on the above information. The statement that is true regarding A to D isA. it oxygen of A is labelled by `.^(18)O,D` will retain `.^(18)O`B. If A is hydrolyzed with `H_(2)O^(18)//H^(+)`, B will have `.^(18)O` on phenyl ringC. A can show both enantiomersim and diasterecomerismD. B can show both enantiomerism as well as diasterecomerism.

Answer» Correct Answer - a


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