An unknown organic compound (A) with the molecular formula C9H12O does not decolourize Br2 in CCl4, reacts with sodium to give a colourless, odourless gas and can be oxidised by hot alkaline KMnO4 to give benzoic acid. Then, following test were performed on the compound (A) is given sequence: Test (a): The colour of the solution changes from orange to green when K2Cr2O7 is added to it. Test (b): The compound can be resolved. Test (c): No yellow precipitate of CHl3 is formed when reacted with l2 and OH−. Test (d): Oxidation of the compound with CrO3 in pyridine gives another compound that gives Tollen's test. Which of the following would not be the structure of compound (A) after test (b)?

An unknown organic compound (A) with the molecular formula C9H12O does

1.	An unknown organic compound (A) with the molecular formula C9H12O does not decolourize Br2 in CCl4, reacts with sodium to give a colourless, odourless gas and can be oxidised by hot alkaline KMnO4 to give benzoic acid. Then, following test were performed on the compound (A) is given sequence: Test (a): The colour of the solution changes from orange to green when K2Cr2O7 is added to it. Test (b): The compound can be resolved. Test (c): No yellow precipitate of CHl3 is formed when reacted with l2 and OH−. Test (d): Oxidation of the compound with CrO3 in pyridine gives another compound that gives Tollen's test. Which of the following would not be the structure of compound (A) after test (b)?
Answer» An unknown organic compound (A) with the molecular formula $C_{9} H_{12} O$ does not decolourize $B r_{2}$ in $C C l_{4},$ reacts with sodium to give a colourless, odourless gas and can be oxidised by hot alkaline $K M n O_{4}$ to give benzoic acid. Then, following test were performed on the compound (A) is given sequence: Test (a): The colour of the solution changes from orange to green when $K_{2} C r_{2} O_{7}$ is added to it. Test (b): The compound can be resolved. Test (c): No yellow precipitate of $C H l_{3}$ is formed when reacted with $l_{2}$ and $O H^{-}$ . Test (d): Oxidation of the compound with $C r O_{3}$ in pyridine gives another compound that gives Tollen's test. Which of the following would not be the structure of compound (A) after test (b)?