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An organic compound [A] is C(5)H(8)O(3)....

An organic compound [A] is `C_(5)H_(8)O_(3).`On heating with soda lime, it gives [B]. The compound [B] reacts with HCN to give another compound [C] which reacts with thionyl chloride to produce [D]. When the compound [A] is heated with potassium dichromate the product is acetic acid and malonic acid.
The IUPAC name of compound [B] is :

A

Butan-2-ene

B

Pentan-3-ene

C

Pentanoic acid

D

Ethanoic acid.

Text Solution

Verified by Experts

The correct Answer is:
A
(a) Butan-2-one [B] is formed when 3-keto pentanoic acid is sbujected to decarboxylation by soda lime.
`underset([A])underset()(CH_(3)CH_(2))-overset(O)overset(||)C-CH_(2)COOHoverset(NaOH//CaO)underset("Fuse")rarrunderset([B])underset()(CH_(3)CH_(2))-overset(O)overset(||)C-CH_(3)`
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An organic compound [A] is C_(5)H_(8)O_(3). On heating with soda lime, it gives [B]. The compound [B] reacts with HCN to give another compound [C] which reacts with thionyl chloride to produce [D]. When the compound [A] is heated with potassium dichromate the product is acetic acid and malonic acid. The structure of compound [A] is :

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DINESH PUBLICATION-CARBOXYLIC ACIDS -MULTIPLE CHOICE QUESTION BANK (MCQB)
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  2. An organic compound [A] is C(5)H(8)O(3).On heating with soda lime, it ...

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  3. An organic compound [A] is C(5)H(8)O(3).On heating with soda lime, it ...

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  4. A compound [A] has the formula C(4)H(8)O(2). When reacted with a Grign...

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  5. A compound [A] has the formula C(4)H(8)O(2). When reacted with a Grign...

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  6. A compound [A] has the formula C(4)H(8)O(2). When reacted with a Grign...

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  7. Carboxylic acids having at least one alpha-hydrogen react with Cl(2)" ...

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  8. Carboxylic acids having at least one alpha-hydrogen react with Cl(2) o...

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  9. Carboxylic acids having at least one alpha-hydrogen react with Cl(2) o...

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  10. The acidity of carboxylic acid is determined by the nature of the alky...

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  11. The acidity of carboxylic acid is determined by the nature of the alky...

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  12. The acidity of carboxylic acid is determined by the nature of the alky...

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  13. The acidity of carboxylic acid is determined by the nature of the alky...

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  14. Chlorination of toluene in the presence of light and heat followed by ...

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  15. Identify the final product of the following reaction :

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  16. Consider the following reaction underset("Ester(x)")underset()(C(4)H...

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  17. Which of the following carboxylic acids undergoes decarboxylation easi...

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  18. In the reaction C(6)H(5)CO OCH(3)overset(LiAlH(4))to? the products f...

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  19. The molecular weight of benzoic acid in benzene as determined by depre...

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  20. Which of the following compounds is most susceptible to a nucleophilic...

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