Biomolecules Question 178

Question: An organic compound with the formula $ C_6H _{12}O_6 $ forms a yellow crystalline solid with phenylhydrazine and gives a mixture of sorbitol and mannitol when reduced with sodium. Which among the following could be the compound-

Options:

A) fructose

B) glucose

C) mannose

D) sucrose

Show Answer

Answer:

Correct Answer: A

Solution:

[a] Since the compound forms a yellow crystalline solid, i.e. osazone with phenylhydrazine, it may be an aldohexose or a ketohexose. Further, since on reduction, compound forms a mixture of sorbitol and mannitol, it must be a ketohexose, i.e. fructose. Recall that glucose on reduction gives only one alcohol glucitol (Sorbitol)