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2,5-Furandicarboxylic acid Sale

(Synonyms: 2,5-呋喃二甲酸) 目录号 : GC33637

2,5-Furandicarboxylic acid (Dehydromucic acid) is a normal urinary metabolite in humans and an important renewable building block because of its potential as a substitute for a variety of petrochemicals, such as terephthalic acid and adipic acid.

2,5-Furandicarboxylic acid Chemical Structure

Cas No.:3238-40-2

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产品描述

2,5-Furandicarboxylic acid (Dehydromucic acid) is a normal urinary metabolite in humans and an important renewable building block because of its potential as a substitute for a variety of petrochemicals, such as terephthalic acid and adipic acid.

Chemical Properties

Cas No. 3238-40-2 SDF
别名 2,5-呋喃二甲酸
Canonical SMILES OC(=O)c1ccc(o1)C(=O)O
分子式 C6H4O5 分子量 156.09
溶解度 Insoluble in Water; ≥3.15 mg/mL in EtOH with ultrasonic; ≥53.5 mg/mL in DMSO 储存条件 Store at -20°C
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1 mM 6.4066 mL 32.0328 mL 64.0656 mL
5 mM 1.2813 mL 6.4066 mL 12.8131 mL
10 mM 0.6407 mL 3.2033 mL 6.4066 mL
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Research Update

2,5-Furandicarboxylic acid: An Intriguing Precursor for Monomer and Polymer Synthesis

Molecules 2022 Jun 24;27(13):4071.PMID:35807313DOI:10.3390/molecules27134071.

The most versatile furanic building block for chemical and polymer applications is 2,5-Furandicarboxylic acid. However, the classical 2,5-Furandicarboxylic acid production methodology has been found to have significant drawbacks that hinder industrial-scale production. This review highlights new alternative methods to synthesize 2,5-Furandicarboxylic acid that are both more advantageous and attractive than conventional oxidation of 5-hydroxymethylfurfural. This review also focuses on the use of 2,5-Furandicarboxylic acid as a polymer precursor and the various potential applications that arise from these furan-based materials.

Biocatalytic production of 2,5-Furandicarboxylic acid: recent advances and future perspectives

Appl Microbiol Biotechnol 2020 Jan;104(2):527-543.PMID:31820067DOI:10.1007/s00253-019-10272-9.

2,5-Furandicarboxylic acid (FDCA) is attracting increasing attention because of its potential applications as a sustainable substitute to petroleum-derived terephthalic acid for the production of bio-based polymers, such as poly(ethylene 2,5-furandicarboxylate) (PEF). Many catalytic methods have been developed for the synthesis of FDCA, including chemocatalysis, biocatalysis, photocatalysis, and electrocatalysis. Biocatalysis is a promising approach with advantages that include mild reaction condition, lower cost, higher selectivity, and environment amity. However, the biocatalytic production of FDCA has hardly been reviewed. To fully understand the current research developments, this review comprehensively considers the research progress on toxic effects and biodegradation of furan aldehydes, and then summarizes the latest achievements concerning the synthesis of FDCA from 5-hydroxymethylfurfural and other chemicals, such as 2-furoic acid and 5-methoxymethylfurfural. Our primary focus is on biocatalytic methods, including enzymatic catalysis (in vitro) and whole-cell catalysis (in vivo). Furthermore, future research directions and general developmental trends for more efficient biocatalytic production of FDCA are also proposed.

Heterogeneous Catalytic Conversion of Sugars Into 2,5-Furandicarboxylic acid

Front Chem 2020 Jul 31;8:659.PMID:32850671DOI:10.3389/fchem.2020.00659.

Achieving the goal of living in a sustainable and greener society, will need the chemical industry to move away from petroleum-based refineries to bio-refineries. This aim can be achieved by using biomass as the feedstock to produce platform chemicals. A platform chemical, 2,5-Furandicarboxylic acid (FDCA) has gained much attention in recent years because of its chemical attributes as it can be used to produce green polymers such polyethylene 2,5-furandicarboxylate (PEF) that is an alternative to polyethylene terephthalate (PET) produced from fossil fuel. Typically, 5-(hydroxymethyl)furfural (HMF), an intermediate product of the acid dehydration of sugars, can be used as a precursor for the production of FDCA, and this transformation reaction has been extensively studied using both homogeneous and heterogeneous catalysts in different reaction media such as basic, neutral, and acidic media. In addition to the use of catalysts, conversion of HMF to FDCA occurs in the presence of oxidants such as air, O2, H2O2, and t-BuOOH. Among them, O2 has been the preferred oxidant due to its low cost and availability. However, due to the low stability of HMF and high processing cost to convert HMF to FDCA, researchers are studying the direct conversion of carbohydrates and biomass using both a single- and multi-phase approach for FDCA production. As there are issues arising from FDCA purification, much attention is now being paid to produce FDCA derivatives such as 2, 5-furandicarboxylic acid dimethyl ester (FDCDM) to circumvent these problems. Despite these technical barriers, what is pivotal to achieve in a cost-effective manner high yields of FDCA and derivatives, is the design of highly efficient, stable, and selective multi-functional catalysts. In this review, we summarize in detail the advances in the reaction chemistry, catalysts, and operating conditions for FDCA production from sugars and carbohydrates.

Current Advances in the Sustainable Conversion of 5-Hydroxymethylfurfural into 2,5-Furandicarboxylic acid

ChemSusChem 2022 Jul 7;15(13):e202200501.PMID:35438242DOI:10.1002/cssc.202200501.

2,5-Furandicarboxylic acid (FDCA) is currently considered one of the most relevant bio-sourced building blocks, representing a fully sustainable competitor for terephthalic acid as well as the main component in green polymers such as poly(ethylene 2,5-furandicarboxylate) (PEF). The oxidation of biobased 5-hydroxymethylfurfural (HMF) represents the most straightforward approach to obtain FDCA, thus attracting the attention of both academia and industries, as testified by Avantium with the creation of a new plant expected to produce 5000 tons per year. Several approaches allow the oxidation of HMF to FDCA. Metal-mediated homogeneous and heterogeneous catalysis, metal-free catalysis, electrochemical approaches, light-mediated procedures, as well as biocatalytic processes share the target to achieve FDCA in high yield and mild conditions. This Review aims to give an up-to-date overview of the current developments in the main synthetic pathways to obtain FDCA from HMF, with a specific focus on process sustainability.

2,5-Furandicarboxylic acid production from furfural by sequential biocatalytic reactions

J Biosci Bioeng 2021 Jul;132(1):18-24.PMID:33846091DOI:10.1016/j.jbiosc.2021.03.001.

2,5-Furandicarboxylic acid (FDCA) is a valuable compound that can be synthesized from biomass-derived hydroxymethylfurfural (HMF), and holds great potential as a promising replacement for petroleum-based terephthalic acid in the production of polyamides, polyesters, and polyurethanes used universally. However, an economical large-scale production strategy for HMF from lignocellulosic biomass is yet to be established. This study aimed to design a synthetic pathway that can yield FDCA from furfural, whose industrial production from lignocellulosic biomass has already been established. This artificial pathway consists of an oxidase and a prenylated flavin mononucleotide (prFMN)-dependent reversible decarboxylase, catalyzing furfural oxidation and carboxylation of 2-furoic acid, respectively. The prFMN-dependent reversible decarboxylase was identified in an isolated strain, Paraburkholderia fungorum KK1, whereas an HMF oxidase from Methylovorus sp. MP688 exhibited furfural oxidation activity and was used as a furfural oxidase. Using Escherichia coli cells coexpressing these proteins, as well as a flavin prenyltransferase, FDCA could be produced from furfural via 2-furoic acid in one pot.