an organic compound (a) with molecular formula C8H80 forms an orange-red precipitate with 2,4-DNP reagent and gives yellow precipitate on heating with iodine in the presence of sodium hydroxide. It neither reduces Tollen`s or Fehlings` reagent , nor does it decolourise bromine water or baeyer`s reagent . on drastic oxidation with chromic acid ,it gives a carboxylic acid (b) having molecular formula C7H6O2. identify the compounds (a) and (b) and explain the reactions involved.

Open in App

Solution

Suggest Corrections

Similar questions

Q. An organic compound (A) with molecular formula,

C_{8} H_{8} O

forms an orange-red precipitate with 2,4-DNP reagent and gives yellow precipitate on heating with iodine in the presence of sodium hydroxide.It neither reduces Tollens' or Fehling's reagent, nor does it decolourise bromine water or Baeyer's reagent.On drastic oxidation with chromic acid, it gives a carboxylic acid (B) having molecular formula,

C_{7} H_{6} O_{2}

. Identify the compounds (A) and (B) and explain the reactions involves.

Q. An organic compound (A) with molecular formula

C_{8} H_{8} O

forms an orange-red precipitate with 2,4 DNP and gives a yellow precipitate of compound (B) on treatment with iodine and sodium hydroxide solution. Compound (A) does not give Tollen's or Fehling test but on drastic oxidation with potassium permanganate, it gives (C) which on reaction with thionyl chloride gives a compound (D) having formula

C_{7} H_{5} O C l

. (D) on reaction with compound (E) having general formula

R_{2} C d

gives back (A)/ Identify (A), (B), (C), (D) and (E). Also, give chemical equations for the reaction involved.

Q. An aromatic compound 'A' (Molecular formula

C_{8} H_{8} O

) 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

C_{7} H_{6} O_{2}

), which is also formed along with the yellow compound in the above reaction. Identify

A

B

and

C

and write all the reactions involved.

An organic compound with the molecular formula C₉H₁₀O forms 2, 4-DNP derivative, reduces Tollens’ reagent and undergoes Cannizzaro reaction. On vigorous oxidation, it gives 1, 2-benzenedicarboxylic acid. Identify the compound.

Q. An organic compound with the molecular formula

C_{9} H_{10} O

forms 2,4-DNP derivative, reduces Tollens reagent, and undergoes Cannizzaro reaction. On vigorous oxidation, it gives 1,2-benzene dicarboxylic acid. Identify the compound.

Join BYJU'S Learning Program