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Preparation of Carboxylic Acids

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Question

A compound $(X)$ with a molecular formula $C_{5} H_{10} O$ gives a positive 2,4-DNP test but a negative Tollen's test. On oxidation it gives a carboxylic acid $(Y)$ with a molecular formula $C_{3} H_{6} O_{2}$ . Potassium salt of $(Y)$ undergoes Kolbe's reaction and gives a hydrocarbon $(Z)$ Identify $(X) . (Y)$ and $(Z)$ .

A

Pentan-3-one, propanoic acid, butane

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B

Pentanal, pentanoic acid, octane

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C

2-Methylbutanone, butanoic acid, hexane

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D

2,2-Dimethylpropanone, propanoic acid, hexane

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Solution

The correct option is A Pentan-3-one, propanoic acid, butane
Hence, option $A$ is correct.

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Similar questions

Q. An organic compound

(X)

with molecular formula

C_{9} H_{10} O

gives positive 2,4-DNP and Tollen's tests. It undergoes Cannizzaro reaction and on vigorous oxidation it gives 1,4-benzene dicarboxylic acid. Compound

(X)

Q. An aromatic compound

(X)

(C_{8} H_{8} O)

gives positive 2,4-DNP test. It gives a yellow precipitate of compound

(Y)

on reaction with iodine and sodium hydroxide solution.

(X)

does not give Tollen's test on oxidation under drastic conditions. It gives a carboxylic acid

(Z)

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

(Z)

is also formed with

(Y)

during the reaction.

(X), (Y)

(Z)

respectively are:

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

C

and write all the reactions involved.

(X)

having molecular formula

C_{4} H_{8} O_{2}

is hydrolysed by water in presence of an acid to give a carboxylic acid (Y) and an alcohol

(Z)

(Z)

on oxidation with chromic acid gives

(Y)

(X), (Y)

(Z)

An organic compound with the molecular formula $C_{9} H_{10} O$ forms 2, 4 - DNP derivative, reduces Tollen's reagent and undergoes Cannizzaro reaction. On vigorous oxidation, it gives 1, 2 - benzene diearboxylic acid. Identify the compound.

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