Why Did the 2,4-DNPH Test Fail for Trans-p-anisalacetophenone?

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SUMMARY

The 2,4-dinitrophenylhydrazine (2,4-DNPH) test failed for trans-p-anisalacetophenone due to the presence of the aromatic group, which can hinder the expected reaction. The discussion indicates that the compound should theoretically yield a positive result, suggesting that the failure may stem from issues in product isolation or experimental execution. Participants in the forum confirmed that the test is generally reliable for aldehydes and ketones, reinforcing the need for careful procedural adherence.

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daselocution
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Hey all,

The other day in O-Chem lab I tested trans-p-anisalacetophenone with the 2,4-dinitrophenylhydrazine test. I did not get the positive result that I expected. Is there any way someone could help me rationalize this? Would it have to do with the aromatic group in my compound? Did I screw up in isolating the product? Should I have theoretically gotten a positive result?

thanks for your help
 
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