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...
icon
Related questions
Question
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.
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.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 3 images

Blurred answer
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY