Question 27:
[Organic > Carbonyl Compounds]:
Burnt sugar has a characteristic
smell caused partly by the following compound. It has two functional groups
indicated by Q and R.
When this compound is tested in a
laboratory with 2,4-dinitrophenylhydrazine and Fehling’s reagent, which functional
groups are responsible for positive tests?
| 
   | 
  
   
2,4-dinitrophenylhydrazine 
 | 
  
   
Fehling’s
  reagent 
 | 
 
| 
   
A 
 | 
  
   
Q and R 
 | 
  
   
Q and R 
 | 
 
| 
   
B 
 | 
  
   
R only 
 | 
  
   
Q and R 
 | 
 
| 
   
C 
 | 
  
   
Q and R 
 | 
  
   
R only 
 | 
 
| 
   
D 
 | 
  
   
Q only 
 | 
  
   
R only 
 | 
 
Reference: Past Exam Paper – November 2002 Paper 1 Q27
Solution 27:
Answer: C.
Both carbonyl groups will react with 2,4 DNPH due to the presence of the
C=O bond. Thus options B and D are eliminated. 
Fehling’s reagent is a solution
which reacts only with the aldehyde group, the CHO. 
Thus option A is eliminated
leaving C as the correct answer.
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