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A compound (X) with a molecualr formula ...

A compound (X) with a molecualr formula `C_(5)H_(10)O` gives a positive 2, 4-DNP test but a negative Tollens' 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). (X), (Y) and (Z) respectively are

A

pentan - 3 - one, propanoic acid, butane

B

pentanal, pentanoic acid, octane

C

2 - methylbutanone, butanoic acid, hexane

D

2, 2 - demethylpropanone, propanoic acid, hexane.

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem step by step, we will analyze the information provided and deduce the identities of compounds X, Y, and Z. ### Step 1: Analyze Compound X - **Given**: Molecular formula of X is C₅H₁₀O. - **Tests**: Positive 2,4-DNP test indicates that X is a carbonyl compound (either an aldehyde or a ketone). Negative Tollens' test indicates that X cannot be an aldehyde (as aldehydes give a positive Tollens' test). - **Conclusion**: Therefore, compound X must be a ketone. ### Step 2: Determine the Structure of Compound X - **Molecular Formula**: C₅H₁₀O suggests a ketone with a straight-chain structure. - **Possible Structure**: One possible structure is 3-pentanone (CH₃CH₂COCH₂CH₃). ### Step 3: Oxidation of Compound X - **Oxidation Reaction**: The ketone (X) undergoes oxidation to form a carboxylic acid (Y). - **Molecular Formula of Y**: Given as C₃H₆O₂. - **Conclusion**: The oxidation of 3-pentanone (C₅H₁₀O) can yield propanoic acid (C₃H₆O₂). ### Step 4: Identify Compound Y - **Structure of Y**: The carboxylic acid formed from the oxidation of 3-pentanone is propanoic acid (CH₃CH₂COOH). ### Step 5: Potassium Salt of Compound Y - **Formation of Salt**: The potassium salt of propanoic acid (Y) would be CH₃CH₂COOK. ### Step 6: Kolbe's Electrolysis Reaction - **Kolbe's Reaction**: The potassium salt of Y undergoes Kolbe's electrolysis, which typically leads to the formation of hydrocarbons. - **Expected Hydrocarbon**: The reaction of the carboxylate ion (CH₃CH₂COO⁻) will lead to the formation of butane (C₄H₁₀). ### Step 7: Identify Compound Z - **Structure of Z**: The hydrocarbon formed is butane (C₄H₁₀). ### Final Summary - **Compound X**: 3-Pentanone (C₅H₁₀O) - **Compound Y**: Propanoic acid (C₃H₆O₂) - **Compound Z**: Butane (C₄H₁₀) ### Conclusion The identities of the compounds are: - X: 3-Pentanone - Y: Propanoic acid - Z: Butane

To solve the problem step by step, we will analyze the information provided and deduce the identities of compounds X, Y, and Z. ### Step 1: Analyze Compound X - **Given**: Molecular formula of X is C₅H₁₀O. - **Tests**: Positive 2,4-DNP test indicates that X is a carbonyl compound (either an aldehyde or a ketone). Negative Tollens' test indicates that X cannot be an aldehyde (as aldehydes give a positive Tollens' test). - **Conclusion**: Therefore, compound X must be a ketone. ### Step 2: Determine the Structure of Compound X ...
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