In osazone formation, glucose reacts with three molecules of phenylhydrazine. Which statement is true regarding this?
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a
All the three molecules react in similar fashion
b
Two molecules react in similar manner, while the third reacts in different way
c
All the three molecules reaction different ways
d
None of the above is true
answer is B.
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Detailed Solution
First molecule of phenylhydrazine undergoes nucleophilic addition on carbonyl (–CHO in glucose and > CO in fructose) group. Second molecule of the reagent oxidizes – CHOH – at position 2(in aldoses) or – CH2OH at position I (in ketoses) to from – CHO or > C = O respectively. The third molecule again undergoes nucleophilic addition on the newly developed carbonyl group to from osazone.