An organic compound having molecular formula $C_{3} H_{6} O$ , gives orange-red precipitate with 2, 4-dinitrophenyl hydrazine, but does not reduce Tollen's reagent. Give IUPAC name and structural formula of the compound.

Open in App

Solution

The IUPAC name is 2-propanone and structural formula of the compound is as shown.
The organic compound gives orange-red precipitate with 2, 4-dinitrophenyl hydrazine. This indicates that the organic compound is a carbonyl compound (aldehyde or ketone).
The organic compound does not reduce Tollen's reagent. This indicates that the organic compound is not an aldehdye. Hence, it is ketone.

Suggest Corrections

Similar questions

An organic compound C3H6O does not give a precipitate with 2,4‑Dinitrophenyl hydrazine reagent and does not react with metallic sodium. It could be:

Q. An organic compound of molecular formula

C_{3} H_{6} O

did not give a silver mirror with Tollen's reagent, but gave an oxime with hydroxylamine, it may be:

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.

An organic compound having the formula C₃H₆O does not give a precipitate with 2,4 dinitro phenyl hydrazine and does not react with sodium metal. The compound is expected to be

A. CH₃CH₂CHO B. CH₃COCH₃ C. CH₂=CHCH₂OH D.CH₂=CH-OCH₃

Q. Compound A of molecular formula

C_{3} H_{6} O

does not reduce not reduce Tollen's reagent nod Fehling's solution. Compound A undergoes Clemmensen reduction to give compound B of molecular formula

C_{3} H_{8}

. Compound A in the presence of Conc.

H_{2} S O_{4}

condenses is give air aromatic compound C of molecular formula

C_{9} H_{12}

.
Identify B and C. Explain the reactions.

Join BYJU'S Learning Program

An organic compound having molecular formula C3H6O, gives orange-red precipitate with 2, 4-dinitrophenyl hydrazine, but does not reduce Tollen's reagent. Give IUPAC name and structural formula of the compound.

An organic compound having molecular formula $C_{3} H_{6} O$ , gives orange-red precipitate with 2, 4-dinitrophenyl hydrazine, but does not reduce Tollen's reagent. Give IUPAC name and structural formula of the compound.