An organic compound [A], molecular formula C??H??O?, was hydrolyzed with dilute sulphuric acid to give a carboxylic acid [B] and an alcohol [C]. Oxidation of [C] with CrO? – H?SO? produced [B]. Which of the following structures are not possible for [A]?

Option 1 - CH₃)₃C-COOCH₂C(CH₃)₃

Option 2 - CH₃CH₂CH₂COOCH₂CH₂CH₂CH₃

Option 3 - CH₃-CH₂-CH(CH₃)-COOCH₂-CH(CH₃)-CH₂CH₃

Option 4 - CH₃-CH₂-CH(CH₃)-OCOCH₂CH(CH₃)-CH₂CH3

7 Views|Posted 7 months ago

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Raj Pandey | Contributor-Level 9

7 months ago

Correct Option - 4

Detailed Solution:

(B) contains eight carbon atoms whereas the molecular formula C? H? O? contains ten carbon atoms.

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