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suggest a possible mechanism for the acis catalyzed reaction of a typical ketohexose to give 5-hydroxymethylfurfural

suggest a possible mechanism for the acis catalyzed reaction of a typical ketohexose to give 5-hydroxymethylfurfural

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Given below is the detailed mechanism for the synthesis of 5-hydroxymethlfurfural starting with ketohexose. The ketohexose we have chosen here as representative example is fructose. The first step in mechanism is protonation of the OH group. Loss of a water molecule occurs to give an enol. Which then undergoes further loss of 2 water molecules by protonation and formation of the product as shown in the figure below.

но HO O OH O OH H HO OH H OH H HO OH OH OH OH H HO HO HO -H.О H HO он он OH H НН но но OH 5-hydroxy methylfurfural

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