Explain the products obtained when (i) Fructose is treated with excess phenyl hydrazine (ii) Glucose is heated with concentrated hydrochloric acid (iii) Glucosazone is hydrolysed with dilute hydrochloric acid

Short Answer

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Answer: (i) Fructosazone (ii) 5-(hydroxymethyl)furfural (iii) Glucose and phenyl hydrazine

Step by step solution

01

(Reaction 1: Fructose with Phenyl Hydrazine)

We are given that fructose is treated with excess phenyl hydrazine. When fructose reacts with phenyl hydrazine, it forms fructose phenylhydrazone by losing water molecules and eliminates the carbonyl group. If excess phenyl hydrazine is present, fructose phenylhydrazone further undergoes reaction to form osazone. The product of this reaction is called fructosazone.
02

(Reaction 2: Glucose with Concentrated Hydrochloric Acid)

In this reaction, we heat glucose with concentrated hydrochloric acid. The concentrated hydrochloric acid acts as a dehydrating agent and converts glucose into a five-membered ring compound called 5-(hydroxymethyl)furfural. This is because concentrated hydrochloric acid helps in the dehydration and rearrangement of glucose.
03

(Reaction 3: Glucosazone with Dilute Hydrochloric Acid)

In the third reaction, glucosazone is hydrolyzed with dilute hydrochloric acid. When glucosazone undergoes hydrolysis, it decomposes to form glucose and phenyl hydrazine. This is because the bond between the glucose moiety and the phenyl hydrazine moiety in glucosazone breaks due to the presence of dilute hydrochloric acid which acts as an acid catalyst. To summarize: 1. When fructose is treated with excess phenyl hydrazine, fructosazone is formed. 2. When glucose is heated with concentrated hydrochloric acid, 5-(hydroxymethyl)furfural is formed. 3. When glucosazone is hydrolysed with dilute hydrochloric acid, glucose and phenyl hydrazine are formed.

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