Match List - I with List - II.List - I List - II (A) \(\mathrm{C_6H_5COCl}\ \xrightarrow{\mathrm{H_2,\ Pd\text{-}BaSO_4}}\ \mathrm{C_6H_5CHO}\) [structures drawn in the paper] (I) Gatterman Koch reaction (B) \(\mathrm{CH_3-CN}\ \xrightarrow[\mathrm{H_3O^+}]{\mathrm{SnCl_2/HCl}}\ \mathrm{CH_3-CHO}\) (II) Etard reaction (C) \(\mathrm{C_6H_5CH_3}\ \xrightarrow[\mathrm{H_3O^+}]{\mathrm{CrO_2Cl_2}}\ \mathrm{C_6H_5CHO}\) [structures drawn in the paper] (III) Stephen reaction (D) \(\mathrm{C_6H_6}\ \xrightarrow[\mathrm{AlCl_3\ (anhyd)}]{\mathrm{CO,\ HCl}}\ \mathrm{C_6H_5CHO}\) [structures drawn in the paper] (IV) Rosenmund reaction
Choose the correct answer from the options given below :
| List - I | List - II | ||
| (A) | \(\mathrm{C_6H_5COCl}\ \xrightarrow{\mathrm{H_2,\ Pd\text{-}BaSO_4}}\ \mathrm{C_6H_5CHO}\) [structures drawn in the paper] | (I) | Gatterman Koch reaction |
| (B) | \(\mathrm{CH_3-CN}\ \xrightarrow[\mathrm{H_3O^+}]{\mathrm{SnCl_2/HCl}}\ \mathrm{CH_3-CHO}\) | (II) | Etard reaction |
| (C) | \(\mathrm{C_6H_5CH_3}\ \xrightarrow[\mathrm{H_3O^+}]{\mathrm{CrO_2Cl_2}}\ \mathrm{C_6H_5CHO}\) [structures drawn in the paper] | (III) | Stephen reaction |
| (D) | \(\mathrm{C_6H_6}\ \xrightarrow[\mathrm{AlCl_3\ (anhyd)}]{\mathrm{CO,\ HCl}}\ \mathrm{C_6H_5CHO}\) [structures drawn in the paper] | (IV) | Rosenmund reaction |
Show Hint
- \((\mathrm{A})-(\mathrm{IV}),\ (\mathrm{B})-(\mathrm{III}),\ (\mathrm{C})-(\mathrm{II}),\ (\mathrm{D})-(\mathrm{I})\)
- \((\mathrm{A})-(\mathrm{I}),\ (\mathrm{B})-(\mathrm{II}),\ (\mathrm{C})-(\mathrm{III}),\ (\mathrm{D})-(\mathrm{IV})\)
- \((\mathrm{A})-(\mathrm{II}),\ (\mathrm{B})-(\mathrm{III}),\ (\mathrm{C})-(\mathrm{IV}),\ (\mathrm{D})-(\mathrm{I})\)
- \((\mathrm{A})-(\mathrm{III}),\ (\mathrm{B})-(\mathrm{II}),\ (\mathrm{C})-(\mathrm{I}),\ (\mathrm{D})-(\mathrm{IV})\)
The Correct Option is A
Solution and Explanation
(B) Nitrile reduced with \(\mathrm{SnCl_2/HCl}\) to an imine hydrochloride, which hydrolyses with \(\mathrm{H_3O^+}\) to the aldehyde: Stephen reaction, (III).
(C) Toluene oxidised by chromyl chloride \(\mathrm{CrO_2Cl_2}\) (in \(\mathrm{CS_2}\)) to a chromium complex, which on hydrolysis gives benzaldehyde: Etard reaction, (II).
(D) Benzene formylated with \(\mathrm{CO}\) + HCl in presence of anhydrous \(\mathrm{AlCl_3}\): Gatterman-Koch reaction, (I).
So (A)-(IV), (B)-(III), (C)-(II), (D)-(I), which is option (1).
Answer: (1) (A)-(IV), (B)-(III), (C)-(II), (D)-(I)
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