Question

An organic compound A, C₆H₁₀O on reaction with CH₃MgBr followed by acid treatment gives compound B. The compound B on ozonolysis gives compound C, which in presence of a base gives 1-acetylcyclopentene D. The compound B on reaction with HBr gives compound E. Write the structures of A, B, C and E. Show how D is formed from C ?

Answer 1

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Answer 2

Answer:

2 CH₃COOH + 2 Na ⇒  2 CH₃COONa + H₂ ↑

      ( A )                                   ( B )

CH₃COOH + C₂H₅OH ⇒  CH₃COOC₂H₅ + H₂O

                        ( C )                 ( D )

CH₃COOC₂H₅ + NaOH  ⇒ C₂H₅OH + CH₃COONa

Therefore we identified

A - CH₃COOH

B - CH₃COONa

C - C₂H₅OH

D - CH₃COOC₂H₅