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C(5)H(10)O overset(H(3)O^(o+))rarrB+C, (...

`C_(5)H_(10)O overset(H_(3)O^(o+))rarrB+C`, (B) and (C) both give +ve iodoform test. Compound (A) is :

A

`CH_(3)-CH=CH-O-CH_(2)-CH_(3)`

B

`CH_(3)-underset(CH_(3))underset(|)overset(H)overset(|)(C)-O-CH=CH_(2)`

C

`CH_(3)-underset(CH_(2))underset("||")(C)-O-CH_(2)-CH_(3)`

D

None of these

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question, we need to identify the compound (A) with the molecular formula C₅H₁₀O that, upon hydrolysis, yields compounds (B) and (C) which both give a positive iodoform test. ### Step-by-Step Solution: 1. **Understanding the Iodoform Test**: The iodoform test is a qualitative test for the presence of a methyl ketone or a secondary alcohol that can be oxidized to a methyl ketone. The positive result is indicated by the formation of a yellow precipitate of iodoform (CHI₃). The functional groups that can give a positive iodoform test include: - Methyl ketones (RCOCH₃) - Secondary alcohols that can be oxidized to methyl ketones (RCHOH) 2. **Analyzing the Molecular Formula**: The compound (A) has the formula C₅H₁₀O. This suggests it could be a ketone, aldehyde, or alcohol. 3. **Considering Possible Structures**: We can consider different structural possibilities for C₅H₁₀O: - It could be a straight-chain alcohol, a branched alcohol, or a ketone. - For example, it could be pentan-2-one, 3-pentanol, or 2-pentanol. 4. **Performing Hydrolysis**: Hydrolysis of compound (A) will yield compounds (B) and (C). We need to find structures for (B) and (C) that both give a positive iodoform test. 5. **Testing Possible Options**: - **Option B**: If we consider 3-pentanol (C₅H₁₁OH), hydrolysis could yield: - B: CH₃-CHOH-CH₂-CH₂-CH₃ (3-pentanol) - C: CH₃-CO-CH₃ (acetone) Both of these can give a positive iodoform test. - **Option C**: If we consider 2-pentanol (C₅H₁₁OH), hydrolysis could yield: - B: CH₃-CO-CH₃ (acetone) - C: CH₃-CHOH-CH₂-CH₃ (3-pentanol) Again, both of these can give a positive iodoform test. 6. **Conclusion**: Both options B and C yield products that can give a positive iodoform test. Therefore, compound (A) can be either 3-pentanol or 2-pentanol. ### Final Answer: Compound (A) is either 3-pentanol or 2-pentanol, which upon hydrolysis gives compounds (B) and (C) that both give a positive iodoform test.
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