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Brady's reagent














What is Brady's reagent?

 A solution of 2,4-dinitrophenylhydrazine in a mixture of methanol and sulphuric acid is known as Brady's reagent.

 Brady's reagent is used to test for the presence of aldehydes and ketones in a given sample.

 2,4-dinitrophenylhydrazine is the following molecule:











(Photo credit: coleparmer.com)
Experiment:

 Add a few drops of the selected sample of aldehyde or ketone to the Brady's solution. After some time a bright orange or yellow precipitate should be formed signifying the presence of the Carbon Oxygen double bond.


 Reaction:

(Photo credit: wwwchem.uwimona.edu.jm)

 As shown in the above diagram, the carbon- oxygen double bond of the aldehyde or the ketone breaks releasing the oxygen atom. Similarly, two hydrogen atoms from the 2,4 DNP breaks down and the remaining molecule from the aldehyde and the remaining portion of the 2,4 DNP forms the final compound. The remaining oxygen and the hydrogen atoms combine to form water.













(Photo credit: harpercollege.edu)
Since two molecules join together with the loss of a small molecule (water) in the process, this reaction is known as a condensation reaction. This can also be called as a nucleophilic addition- elimination reaction.

  Brady's reagent can be used to identify the specific aldehyde or ketone in the solution. It is done through a recrystallization process, then dissolving the crystals in hot solvent and when the solution cools crystals are reprecipitated and then dried out. Finally the known boiling points of the compounds from the aldehyde and ketone reactions can be used to find the chemical composition of the compound being tested.

 The complete reaction the system undergoes can be represented as follows:




(Photo credit: Wikipedia)
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