Question:medium

Draw structure of the 2, 4-dinitrophenyl hydrazone derivative of benzaldehyde.

Show Hint

This reaction is a standard test for the presence of a carbonyl group (\(C=O\)) in an unknown organic compound.
Show Solution

Solution and Explanation

Step 1: Understanding the Concept: 
Aldehydes react with 2,4-dinitrophenylhydrazine (Brady's reagent) to form orange/yellow crystalline solids called 2,4-dinitrophenylhydrazones via a nucleophilic addition-elimination reaction. 
Step 2: Detailed Explanation: 
The reaction involves the loss of a water molecule from the carbonyl oxygen of benzaldehyde and the two hydrogens of the \(-NH_2\) group of the hydrazine. 
Reaction: 
\[ C_6H_5-CHO + H_2N-NH-C_6H_3(NO_2)_2 \rightarrow C_6H_5-CH=N-NH-C_6H_3(NO_2)_2 + H_2O \] 
The structure consists of a benzaldehyde skeleton linked by a double bond to the nitrogen of the substituted phenylhydrazine. 
Step 3: Final Answer: 
The structure is Benzaldehyde 2,4-dinitrophenylhydrazone. 

 

Was this answer helpful?
0