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प्रश्न
An organic compound with molecular formula \[\ce{C7H7NO2}\] exists in three isomeric forms, the isomer ‘A’ has the highest melting point of the three. ‘A’ on reduction gives compound ‘B’ with molecular formula \[\ce{C7H9N}\]. ‘B’ on treatment with \[\ce{NaNO2/HCl}\] at 0-5° C to form compound ‘C’. On treating C with \[\ce{H3PO2}\], it gets converted to D with formula \[\ce{C7H8}\], which on further reaction with \[\ce{CrO2Cl2}\] followed by hydrolysis forms ‘E’ \[\ce{C7H6O}\]. Write the structure of compounds A to E. Write the chemical equations involved.
उत्तर
Compound A is p-methylnitrobenzene
Compound B is p- methylbenzenamine
Compound C is p-methylbenzenediazoiumchloride
Compound D - Toluene
Compound E - Benzaldehyde
The chemical reactions involved are
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संबंधित प्रश्न
How will you prepare the given compound from benzene? You may use any inorganic reagent and any organic reagent having not more than one carbon atom.
p-Nitrobenzaldehyde
Esters react with DIBAL-H to produce:
The oxidation of toluene to benzoic acid can be stopped at the aldehyde stage to give benzaldehyde. The reagent used for the purpose is one of the following.
Name the electrophile produced in the reaction of benzene with benzoyl chloride in the presence of anhydrous \[\ce{AlCl3}\]. Name the reaction also.
Ethylbenzene is generally prepared by acetylation of benzene followed by reduction and not by direct alkylation. Think of a possible reason.
Can Gatterman-Koch reaction be considered similar to Friedel Craft’s acylation? Discuss.
An aromatic compound ‘A’ (Molecular formula \[\ce{C8H8O}\]) gives positive 2, 4-DNP test. It gives a yellow precipitate of compound ‘B’ on treatment with iodine and sodium hydroxide solution. Compound ‘A’ does not give Tollen’s or Fehling’s test. On drastic oxidation with potassium permanganate it forms a carboxylic acid ‘C’ (Molecular formula \[\ce{C7H6O2}\]), which is also formed along with the yellow compound in the above reaction. Identify A, B and C and write all the reactions involved.
What is the name of the given reaction of preparation of aldehyde?
\[\ce{C3COCl ->[H2][Pd/BaSO4] CH3CHO + HCl}\]
The strongest base among the following
Assertion (A): Strong oxidising agents oxidise toluene and its derivatives to benzoic acids.
Reason (R): It is possible to stop the oxidation of toluene at the aldehyde stage with suitable reagents.
Select the most appropriate answer from the options given below: