4436-75-3Relevant articles and documents
The thermal stability and safety of 2, 5-dimethylfuran (DMF) oxidation
Huang, Pinxian,Kubota, Shiro,Liu, Pin,Liu, Xiongmin,Saburi, Tei,Wada, Yuji
, (2021/10/29)
DMF is renewable energy obtained from glucose, its thermal stability and safety need to be investigated. Accelerated rate calorimeter (ARC) is widely used to evaluate the risk of hazardous materials. In this paper, the thermal stability and safety of DMF oxidation were investigated using an ARC. DMF does not react even when the temperature reaches 452 K under nitrogen atmosphere. In oxygen atmosphere, the onset temperature (T0) of DMF oxidation is 323.49 K, and the activation energy (Ea) is 172.35 kJ/mol. The peroxide concentration of oxidation process was determined by iodometry, and the oxidation products were analyzed by gas chromatography - mass spectrometry. The pressure and exothermic behavior of ARC are related to the reaction mechanism. A simple three steps mechanism of DMF oxidation was described: fist DME reacts with oxygen to form peroxide; second is the main oxidation stage, oxidation products are complex; the third step is thermal decomposition.
Products of the OH radical-initiated reactions of furan, 2- and 3-methylfuran, and 2,3- and 2,5-dimethylfuran in the presence of NO
Aschmann, Sara M.,Nishino, Noriko,Arey, Janet,Atkinson, Roger
, p. 457 - 466 (2014/02/14)
Products of the gas-phase reactions of OH radicals with furan, furan-d 4, 2- and 3-methylfuran, and 2,3- and 2,5-dimethylfuran have been investigated in the presence of NO using direct air sampling atmospheric pressure ionization tandem mass spectrometry (API-MS and API-MS/MS), and gas chromatography with flame ionization and mass spectrometric detectors (GC-FID and GC-MS) to analyze samples collected onto annular denuders coated with XAD solid adsorbent and further coated with O-(2,3,4,5,6-pentafluorobenzyl) hydroxylamine for derivatization of carbonyl-containing compounds to their oximes. The products observed were unsaturated 1,4-dicarbonyls, unsaturated carbonyl-acids and/or hydroxy-furanones, and from 2,5-dimethylfuran, an unsaturated carbonyl-ester. Quantification of the unsaturated 1,4-dicarbonyls was carried out by GC-FID using 2,5-hexanedione as an internal standard, and the measured molar formation yields were: HC(O)CH=CHCHO (dominantly the E-isomer) from OH + furan, 75 ± 5%; CH3C(O)CH=CHCHO (dominantly the E-isomer) from OH + 2-methylfuran, 31 ± 5%; HC(O)C(CH3)=CHCHO (a E-/Z-mixture) from OH + 3-methylfuran, 38 ± 2%; and CH 3C(O)C(CH3)=CHCHO from OH + 2,3-dimethylfuran, 8 ± 2%. In addition, a formation yield of 3-hexene-2,5-dione from OH + 2,5-dimethylfuran of 27% was obtained from a single experiment, in good agreement with a previous value of 24 ± 3% from GC-FID analyses of samples collected onto Tenax solid adsorbent without derivatization.
New Syntheses of Geiparvarin and 2,5-Dimethyl-3(2H)-furanone via CO2 Mediated Bond Reorganization
Inoue, Y.,Ohuchi, K.,Imaizumi, S.,Hagiwara, H.,Uda, H.
, p. 3063 - 3068 (2007/10/02)
A new synthesis of 3(2H)-furanones from 4-hydroxy-2-alkyn-1-one derivatives via CO2 mediated bond reorganization has been developed to the preparation of an antitumor agent, geiparvarin and a constituent of flavors, 2,5-dimethyl-3(2H)-furanone.
