Sur l'oxyméthylfurfurol

Abstract

TNTKODUCTION.Le furfurol et le mbthylfurfurol se forment, comme l'on sait, par I'bhullition des pentosee et des mbthylpentoses avec des acides dilube. Toas les deux s'obtiennent facilement A l'ktat pur.L'oxymkthylfurfurol se forme aux dkpens des hexoses et s'il n'a etk que peu examine jusqu'8 present c'est bien A cause dee difficultks, qui se prbsentent pour sa purification. Une distillation, mQme eous pression rbduite (10-20 mm.), le dheompone et une action prolonghe dee acides diluhe produit lee acides lbvulique et formique. Cependant on pent le distiller sane dCcomposition sons la pression trhs rhdnite dite ,vide absolu" obtenue au moyen d'air Iiqnidect la pr8paration de l'oxym8thylfurfurol pnr ne prdsentz plus alors aucune dificultb.Comme les hexoaes occupent unc place free importante parrui lea sucres uu examen plus dCtaillh de I'oxymbthylfurfurol, qui e'en forme, semble donc desirable. Ce mbmoire traite de I'm-oxymethylfurfurol, sa preparation, sea propribtks, ses derives et sea reactions colorkea. ') D'aprh ma tbbae pour le doetorat en chimie. 26 Jnnv. 1917. Leyde, E. Ydo Bd. Rec. d. Trau. Chini. Tomr XXXVIII.1 1) p. 3-12. s) Dane la suite eoue le noin d'w.oxym6thylfurfurol I'm-oxym6thylfurfurol eymbtrique eera entendu.

Kinetic Study of the Decomposition of Cellulose to 5-Hydroxymethylfurfural in Ionic Liquid

“…A standard solution of different concentrations of glucose and pure product of 5-HMF were prepared. To obtain pure HMF from a reaction mixture the following procedure has been given by Middendorp (1919) and Haworth and Jones (1944): filtration of humin, neutralization with CaCO3, addition of Pb(OAC)2 and filtration, extraction of the filtrate with EtOAc, drying the extract with Na2S04 evaporation of EtOAc, and high vacuum distillation of the dark brown syrup obtained (Kuster 1990). The products were quantitatively analyzed using a TU-1810 UVVis spectrophotometer (Beijing Puxi, Beijing, China).…”

Biomass to Furanics: Renewable Routes to Chemicals and Fuels

“…68−70 In 1919, Middendorp reported a detailed study on the synthesis, physical characteristics, and chemical behavior of HMF. 71 In subsequent years, Reichstein 72 and Haworth and Jones 73 made immense contributions by putting forth a detailed process and chemical mechanism for the acid-catalyzed formation of HMF from fructose.…”

Catalytic Advances in the Production and Application of Biomass-Derived 2,5-Dihydroxymethylfuran

“…Except for the above-mentioned pathways, the selective hydrogenation of HMF into DHMF can also be accomplished by the Cannizzaro reaction, − which is a base-induced disproportionation reaction between the same aldehyde compound lacking a hydrogen atom at the α-position, − where the aldehyde compound serves simultaneously as a hydrogen donor and a hydrogen acceptor. However, for many decades, only two reports on the Cannizzaro reaction of HMF were published, by Blanksma in 1910 and by Middendorp in 1919 . Excitingly, Kang et al in 2012 and Subbiah et al in 2013 restudied the Cannizzaro reaction of HMF.…”

“…However, for many decades, only two reports on the Cannizzaro reaction of HMF were published, by Blanksma in 1910 238 and by Middendorp in 1919. 239 Excitingly, Kang et al 240 in 2012 and Subbiah et al 241 in 2013 restudied the Cannizzaro reaction of HMF. More importantly, outstanding DHMF yields of 100 and 90% could be achieved at 0 °C for 1 and 4 h over sodium hydroxide (NaOH) and sodium hydride (NaH) in 1-ethyl-3-methylimidazolium bis-(trifluoromethylsulfonyl)imide ([EMIM]TFSI) and tetrahydrofuran, respectively.…”