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Oxidation of toluene with CrO(3) in the ...

Oxidation of toluene with `CrO_(3)` in the presence of `(CH_(3)CO)_(2)O` gives a product A which on treatment with aq. NaOH produce

A

`C_(6)H_(5)COONa`

B

2, 4-diacetyl toluene

C

`C_(6)H_(5)CHO`

D

`(C_(6)H_(5)CO)_(2)O`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem of the oxidation of toluene with CrO3 in the presence of (CH3CO)2O, we will follow these steps: ### Step 1: Identify the Reactants - Toluene (C6H5CH3) is our starting material. - The oxidizing agent is chromium trioxide (CrO3). - The solvent is acetic anhydride, which is (CH3CO)2O. ### Step 2: Perform the Oxidation Reaction - In the presence of CrO3 and (CH3CO)2O, toluene undergoes oxidation. - The methyl group (-CH3) in toluene is oxidized to a carbonyl group (-C=O). - The reaction leads to the formation of benzaldehyde (C6H5CHO) as the primary product. ### Step 3: Write the Reaction - The reaction can be summarized as: \[ C6H5CH3 + CrO3 \xrightarrow{(CH3CO)2O} C6H5CHO \] ### Step 4: Treatment with Aqueous NaOH - The product benzaldehyde (C6H5CHO) is then treated with aqueous NaOH. - Aqueous NaOH provides hydroxide ions (OH⁻) which can lead to the formation of a benzyl alcohol through a reaction known as hydrolysis. ### Step 5: Write the Final Product - The hydrolysis of benzaldehyde in the presence of NaOH results in the formation of benzyl alcohol (C6H5CH2OH). - The overall reaction can be summarized as: \[ C6H5CHO + NaOH \rightarrow C6H5CH2OH \] ### Final Answer The product formed after the oxidation of toluene with CrO3 in the presence of (CH3CO)2O, followed by treatment with aqueous NaOH, is benzyl alcohol (C6H5CH2OH). ---
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