Biomolecules Question 170

Question: The reagent which forms crystalline osazone derivative when reacted with glucose, is

[CPMT 1990]

Options:

A) Fehling solution

B) Phenylhydrazine

C) Benedict solution

D) Hydroxylamine

Show Answer

Answer:

Correct Answer: B

Solution:

$ \begin{matrix} \underset{|}{\mathop{CHO}} \\ \underset{|}{\mathop{CHOH}} \\ \underset{|}{\mathop{{{(CHOH)}_3}}} \\ CH_2OH \\ \end{matrix}\underset{Warm}{\mathop{\xrightarrow{NH_2NHC_6H_5}}}\underset{\text{Glucose phenylhydrazone}}{\mathop{\begin{matrix} \underset{|}{\mathop{CH=N-NHC_6H_5}} \\ \underset{|}{\mathop{CHOH}} \\ \underset{|}{\mathop{{{(CHOH)}_3}}} \\ CH_2OH \\ \end{matrix}}} $

$ \xrightarrow{NH_2NHC_6H_5}\begin{matrix} \underset{|}{\mathop{CH}}=N-NHC_6H_5 \\ \underset{|}{\mathop{C=O}} \\ \underset{|}{\mathop{{{(CHOH)}_3}}} \\ CH_2OH \\ \end{matrix} $

$ \xrightarrow{NH_2NHC_6H_5}\begin{matrix} \underset{|}{\mathop{CH}}=N-NHC_6H_5 \\ C=N-NHC_6H_5 \\ \overset{|}{\mathop{{{(CHOH)}_3}}} \\ \underset{Glucosazone}{\mathop{\overset{|}{\mathop{CH_2OH}}}} \\ \end{matrix} $

$ +C_6H_5NH_2+NH_3 $