Glucose reaction with Phenylhydrazine

Started by apurva, October 05, 2022, 03:51:45 AM

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apurva

Question: What is the mechanism of the following reaction?
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chenbeier

Hydrazones are made with aldehyde or ketones and hydrazin. So how many aldehyd groups has glucose? It will be only one. Solution b.

uma

Quote from: apurva on October 05, 2022, 03:51:45 AM
Question: What is the mechanism of the following reaction?
The carbonyl function in aldoses and ketoses undergoes condensation reactions  with phenylhydrazine gives the corresponding hydrazone, d-glucose phenylhydrazone. Surprisingly, the reaction does not stop continue with additional phenylhydrazine (two extra equivalents). The final product is a double phenylhydrazone, also called an osazone (here, phenylosazone). In addition, one equivalent each of benzenamine (aniline), ammonia, and water is generated.
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uma

Quote from: chenbeier on October 05, 2022, 06:03:55 AM
Hydrazones are made with aldehyde or ketones and hydrazin. So how many aldehyd groups has glucose? It will be only one. Solution b.
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