Why don't ketone give tollens test after all they also have alpha hydrogen?
Why don't ketone give tollens test after all they also have alpha hydrogen?
Suman , 6 Years ago
Grade 12th pass
Organic Chemistry> Why don't ketone give tollens test after ...
2 Answers
Arun
Tollens' reagent gives a negative test for most ketones, with alpha-hydroxy ketones being one exception. The test rests on the premise that aldehydes are more readily oxidized compared with ketones; this is due to the carbonyl-containing carbon in aldehydes having an attached hydrogen.
Vikas TU
Dear student
There is misconception that all alpha hydrogen gives Tollens test
Aldehydes give a positive test, and so only alpha-hydroxy ketones that can tautomerize to aldehydes will give a positive Tollen's test
Example – 1-hydroxy-2-propanone, which isomerizes to 2-hydroxypropanol. Most alpha-hydroxy ketones with names that match the pattern 1-hydroxy-2-alkanone will give a positive Tollens' test.
There is misconception that all alpha hydrogen gives Tollens test
Aldehydes give a positive test, and so only alpha-hydroxy ketones that can tautomerize to aldehydes will give a positive Tollen's test
Example – 1-hydroxy-2-propanone, which isomerizes to 2-hydroxypropanol. Most alpha-hydroxy ketones with names that match the pattern 1-hydroxy-2-alkanone will give a positive Tollens' test.
Hope this helps
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