2,5-Dimethylfuran is a liquid biofuel that can be synthesized from 5-hydroxymethylfurfural (HMF). As shown below, HMF can be synthesized from D-fructose by treatment with sulfuric acid. FOH H2SO4 HO OH DMSO HO но OH 48 h, 110 °C 68% 5-Hydroxymethylfurfural (HFM) D-Fructose 2,5-Dimethylfuran The mechanism for the formation of HMF from D-fructose is believed to involve the following series of dehydration reactions: он - H,0 HO OH - H20 - H20 но OH но HO OH HO ОН HO D-Fructose A в HO 5-Hydroxymethylfurfural Draw the complete, detailed mechanism for each of these dehydration reactions.
2,5-Dimethylfuran is a liquid biofuel that can be synthesized from 5-hydroxymethylfurfural (HMF). As shown below, HMF can be synthesized from D-fructose by treatment with sulfuric acid. FOH H2SO4 HO OH DMSO HO но OH 48 h, 110 °C 68% 5-Hydroxymethylfurfural (HFM) D-Fructose 2,5-Dimethylfuran The mechanism for the formation of HMF from D-fructose is believed to involve the following series of dehydration reactions: он - H,0 HO OH - H20 - H20 но OH но HO OH HO ОН HO D-Fructose A в HO 5-Hydroxymethylfurfural Draw the complete, detailed mechanism for each of these dehydration reactions.
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:2,5-Dimethylfuran is a liquid biofuel that can be synthesized from 5-hydroxymethylfurfural (HMF). As shown below, HMF
can be synthesized from D-fructose by treatment with sulfuric acid.
FOH
H2SO4
HO
OH
DMSO
HO
но
OH
48 h, 110 °C
68%
5-Hydroxymethylfurfural
(HFM)
D-Fructose
2,5-Dimethylfuran
The mechanism for the formation of HMF from D-fructose is believed to involve the following series of dehydration
reactions:
он
- H,0
HO
OH - H20
- H20
но
OH
но
HO
OH
HO
ОН
HO
D-Fructose
A
в
HO
5-Hydroxymethylfurfural
Draw the complete, detailed mechanism for each of these dehydration reactions.
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