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An organic compound X having molecular formula C5H10O yields phenyl hydrazone and gives negative response to the iodoform test and tollen test. It produces n -pentane on reduction X could be
  • a)
    n-amyl alcohol
  • b)
    pentanal
  • c)
    2-pentanone
  • d)
    3-pentanone
Correct answer is option 'D'. Can you explain this answer?
Most Upvoted Answer
An organic compound X having molecular formula C5H10O yields phenyl hy...
It doesn't reduce tollen's reagent,so it is not aldehyde. Then it is a ketone...it gives negative iodoform test, that means it doesn't have methyl ketone. so the possibility is 3 pentanone
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Community Answer
An organic compound X having molecular formula C5H10O yields phenyl hy...
Explanation:

The given organic compound X has a molecular formula C5H10O. To determine the possible identity of X, we need to analyze the given information.

1. Formation of phenyl hydrazone:
The compound X reacts with phenylhydrazine (C6H5NHNH2) to form a phenyl hydrazone. This reaction is commonly used for the identification of carbonyl compounds. The presence of a carbonyl group (C=O) is necessary for this reaction to occur.

2. Negative response to the iodoform test:
The iodoform test is used to detect the presence of a methyl ketone (CH3CO-) or an alcohol compound with a methyl group (CH3-) attached to a carbonyl group. When the iodoform test is positive, a yellow precipitate of iodoform (CHI3) is formed. In this case, the compound X gives a negative response to the iodoform test, indicating the absence of a methyl ketone or an alcohol compound with a methyl group.

3. Negative response to the Tollens test:
The Tollens test is used to detect the presence of an aldehyde compound. In this test, an aldehyde reacts with Tollens reagent (ammoniacal silver nitrate) to form a silver mirror on the inner surface of the test tube. A negative response to the Tollens test indicates the absence of an aldehyde group.

4. Formation of n-pentane on reduction:
When compound X is reduced, it yields n-pentane. This suggests that compound X is a ketone or an aldehyde, as alcohols do not produce hydrocarbons upon reduction.

Conclusion:
Based on the given information, we can conclude that compound X is a ketone, as it does not give a positive response to the iodoform test or the Tollens test. Among the given options, only 3-pentanone (also known as diethyl ketone) has the molecular formula C5H10O. Therefore, the correct answer is option (D) 3-pentanone.
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An organic compound X having molecular formula C5H10O yields phenyl hydrazoneand gives negative response to the iodoform test and tollentest. It produces n -pentane on reduction X could bea)n-amyl alcoholb)pentanalc)2-pentanoned)3-pentanoneCorrect answer is option 'D'. Can you explain this answer?
Question Description
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