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(A)(C(4)H(8)O)overset(H(3)O^(o+))rarr(B)...

`(A)(C_(4)H_(8)O)overset(H_(3)O^(o+))rarr(B)overset(CrO_(3))underset("acetic acid")rarr(C )overset(CH_(2)N_(2))underset(Delta)rarr(D)`
The compound 'D' is

A

B

C

D

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem step by step, we need to analyze the transformations of the compound A (C₄H₈O) to find out what compound D is. ### Step 1: Identify Compound A The molecular formula C₄H₈O suggests that compound A could be a simple alcohol or an ether. A common structure that fits this formula is CH₂=CH-CH₂-CH₂OH (butanol) or CH₃-CH₂-CH₂-CHO (butanal). However, for this problem, we will consider it as a primary alcohol, specifically 1-butanol (C₄H₈O). ### Step 2: Reaction of A with Acid When 1-butanol (A) is treated with an acid (H₃O⁺), it can undergo a rearrangement or ring expansion. In this case, it can form cyclobutanol (B) through a ring formation reaction. **B = Cyclobutanol** ### Step 3: Oxidation of B with CrO₃ and Acetic Acid Cyclobutanol (B) is then oxidized using chromium trioxide (CrO₃) in acetic acid. This oxidation process typically converts alcohols to ketones or aldehydes. In this case, cyclobutanol is oxidized to cyclobutanone (C). **C = Cyclobutanone** ### Step 4: Reaction of C with Diazomethane Cyclobutanone (C) is then treated with diazomethane (CH₂N₂) under heating conditions. Diazomethane is known to react with carbonyl compounds to form methyl esters. In this case, it will insert a CH₂ group into the cyclobutanone structure, resulting in the formation of cyclopentanone (D). **D = Cyclopentanone** ### Conclusion The compound D is cyclopentanone. ### Summary of Steps: 1. Identify A as 1-butanol (C₄H₈O). 2. Convert A to B (cyclobutanol) using acid. 3. Oxidize B to C (cyclobutanone) using CrO₃ and acetic acid. 4. React C with diazomethane to form D (cyclopentanone).
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