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5-Methylfurfural Sale

(Synonyms: 5-甲基呋喃醛) 目录号 : GC35167

5-Methyl furfural is an important chemical intermediate.

5-Methylfurfural Chemical Structure

Cas No.:620-02-0

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产品描述

5-Methyl furfural is an important chemical intermediate.

Chemical Properties

Cas No. 620-02-0 SDF
别名 5-甲基呋喃醛
Canonical SMILES O=CC1=CC=C(C)O1
分子式 C6H6O2 分子量 110.11
溶解度 DMSO : 100 mg/mL (908.18 mM; Need ultrasonic) 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 9.0818 mL 45.4091 mL 90.8183 mL
5 mM 1.8164 mL 9.0818 mL 18.1637 mL
10 mM 0.9082 mL 4.5409 mL 9.0818 mL
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Research Update

Direct Synthesis of 5-Methylfurfural from d-Fructose by Iodide-Mediated Transfer Hydrogenation

ChemSusChem 2021 Dec 6;14(23):5311-5319.PMID:34612600DOI:10.1002/cssc.202102021.

Herein, a robust catalytic system was developed for the green synthesis of 5-Methylfurfural (5-MF) by iodide-mediated transfer hydrogenation. Around 50 % of 5-MF was yielded from d-fructose within 7.5 min using NaI as the catalyst and formic acid as both the hydrogen source and co-catalyst. The catalytic system was used for six consecutive cycles without any decrease in the yield. Various starch and raw biomass could be used as promising starting materials for 5-MF synthesis with moderate yields, and the productivity of 5-MF from corn starch reached 103 mmol gcat -1 h-1 , which is comparable with the best result from l-rhamnose. Moreover, the co-production of 5-MF and furfural from raw biomass makes this methodology more competitive than other routes.

Formation of 5-Methylfurfural and 2-acetylfuran from lignocellulosic biomass and by Cr3+-catalyzed dehydration of 6-deoxyhexoses

Carbohydr Res 2022 Dec;522:108672.PMID:36183617DOI:10.1016/j.carres.2022.108672.

During autocatalyzed steam explosion of lignocellulose, polysaccharides in the cell wall are hydrolyzed and dehydrated to form various furaldehydes. In addition to furfural, 5-Methylfurfural and 2-acetylfuran were identified in condensates from autocatalyzed steam explosion of Scandinavian softwood (Norway spruce, Picea abies). The presence of 5-Methylfurfural can be explained by an acid-catalyzed dehydration of 6-deoxyaldohexoses, which are known to be present in lignocellulosic biomass. However, the presence of 2-acetylfuran cannot be explained by previously published reaction mechanisms since the required substrate (a 1-deoxyhexose or a 1-deoxyhexosan) is not known to be present in lignocellulosic biomass. In model experiments, it was shown that 2-acetylfuran is formed from rhamnose and fucose upon heating in the presence of the Lewis acid Cr3+. Possible reaction pathways for the formation of 2-acetylfuran from 6-deoxyaldohexoses are suggested. This reaction can potentially enable the targeted production of 2-acetylfuran from renewable biomass feedstocks.

Selective hydrogenation of 5-(hydroxymethyl)furfural to 5-Methylfurfural over single atomic metals anchored on Nb2O5

Nat Commun 2021 Jan 26;12(1):584.PMID:33500400DOI:10.1038/s41467-020-20878-7.

5-Methylfurfural (MF) is a very useful chemical. Selective hydrogenation of biomass platform molecule 5-(hydroxymethyl)furfural (HMF) to MF using H2 as the reducing agent is very attractive, but challenging because hydrogenation of C=O bond in HMF is more favourable than C-OH both kinetically and thermodynamically, and this route has not been realized. In this work, we prepare isolated single atomic catalysts (SACs) Pt1/Nb2O5-Ov, Pd1/Nb2O5-Ov, and Au1/Nb2O5-Ov, in which single metal atoms are supported on oxygen defective Nb2O5 (Nb2O5-Ov). It is discovered that the SACs can efficiently catalyze the hydrogenation of HMF to MF using H2 as the reducing agent with MF selectivity of >99% at complete conversion, while the selectivities of the metal nanocatalysts supported on Nb2O5 are very poor. A combination of experimental and density function theory (DFT) studies show that the unique features of the SACs for the reaction result from the cooperation of the Nb and Pt sites near the interface in the Pt1/Nb2O5-Ov. The Pt atoms are responsible for the activation of H2 and the Nb sites activate C-OH in the reaction. This work opens the way for producing MF by direct hydrogenation of biomass-derived HMF using H2 as the reductant.

Towards Improved Biorefinery Technologies: 5-Methylfurfural as a Versatile C6 Platform for Biofuels Development

ChemSusChem 2019 Jan 10;12(1):185-189.PMID:30315683DOI:10.1002/cssc.201802126.

Low chemical stability and high oxygen content limit utilization of the bio-based platform chemical 5-(hydroxymethyl)furfural (HMF) in biofuels development. In this work, Lewis-acid-catalyzed conversion of renewable 6-deoxy sugars leading to formation of more stable 5-Methylfurfural (MF) is carried out with high selectivity. Besides its higher stability, MF is a deoxygenated analogue of HMF with increased C/O ratio. A highly selective synthesis of the innovative liquid biofuel 2,5-dimethylfuran starting from MF under mild conditions is described. The superior synthetic utility of MF against HMF in benzoin and aldol condensation reactions leading to long-chain alkane precursors is demonstrated.

Investigation of the Hydrogenation of 5-Methylfurfural by Noble Metal Nanoparticles in a Microcapillary Reactor

ChemSusChem 2016 Mar 21;9(6):583-7.PMID:26871887DOI:10.1002/cssc.201600045.

On-column reaction gas chromatography (ocRGC) was successfully utilized as high-throughput platform for monitoring of the conversion and selectivity of hydrogenation of 5-Methylfurfural catalyzed by polymer-stabilized Ru and Pd nanoparticles. We were able to elucidate the effect of various reaction conditions, mainly together with the catalyst loading on the conversion rate and the selectivity of the reaction. Our strategy yields significant improvements in reaction analysis times and cost effectiveness in comparison to standard methods. We are able to demonstrate that ocRGC approach provides valuable information about the reaction system that gives scientists a tool to design suitable catalytic systems for enhanced sustainable chemistry in the future.