Novel Pathways to 2,5‐Dimethylfuran via Biomass‐Derived 5‐(Chloromethyl)furfural

Dutta, Saikat; Mascal, Mark

doi:10.1002/cssc.201402702

Cited by 48 publications

(49 citation statements)

References 30 publications

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“…Nonetheless, numerous challenges exist with the HMF chemical properties that make it unattractive as a liquid fuel, i. e. instability in a non‐neutral solvent system, low energy‐density and high reactivity. An interesting platform molecule, 5‐(chloromethyl)furfural, has been suggested as a functional substitute of HMF with a more practical approach for its production process ,…”

Section: Catalytic Production Of Platform Chemicals From Lignocellulomentioning

confidence: 99%

Recent Advances in the Catalytic Production of Platform Chemicals from Holocellulosic Biomass

et al. 2019

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This Review discusses novel catalytic pathways of lignocellulosic biomass to value‐added chemicals including biomass‐derived sugar alcohols, organic acids, furans and biohydrocarbons. These production approaches are undertaken by biological, chemical and thermochemical transformations or a combination of them. Nevertheless, the majority of research in this area is focused on the design of heterogeneous catalysts to convert value‐added products from holocellulosic biomass. Biorefineries represent the peak of biomass processes in order to produce valuable chemicals and liquid fuels avoiding the utilization of corroding and toxic elements. The aim of the present Review is to offer the readers a broad overview of recent holocellulosic‐based chemical and fuels production technologies via heterogeneous catalysis. There is also an overview of the economic aspects to efficiently produce these platform chemicals at industrial scale. To summarize this Review, an outlook and conclusions of the reported processes to date is provided.

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Section: Catalytic Production Of Platform Chemicals From Lignocellulomentioning

confidence: 99%

Recent Advances in the Catalytic Production of Platform Chemicals from Holocellulosic Biomass

et al. 2019

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“…Under acidic conditions, the course of the reaction with alcohols can be shifted towards CMF acetals (route b). For example, the conversion of CMF into its di‐ n ‐butyl acetal proceeds in nearly quantitative yield and simply involves mixing with butanol plus catalytic HCl and evaporation of the butanol–water azeotrope . Coupling with organometallics gives 5‐alkylfurfural acetals (route c) .…”

Section: Methodsmentioning

confidence: 99%

“…On the other hand, simple reduction of CMF to 5‐methylfurfural (route j, R=H) is also facile . Full reduction of CMF to 2,5‐dimethylfuran is simple and effective (route k) . DMF is a molecule of considerable interest both as a fuel and as a precursor to p ‐xylene, a key intermediate in the production of terephthalate polymers such as PET .…”

Section: Methodsmentioning

confidence: 99%

5‐(Chloromethyl)furfural is the New HMF: Functionally Equivalent But More Practical in Terms of its Production From Biomass

Mascal

2015

ChemSusChem

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5-(Chloromethyl)furfural (CMF) is a disruptive innovation in the biorefinery. Chemically, it is at least as versatile as the well-known HMF but, unlike HMF, it is accessible in high yield directly from cellulosic biomass due to its lipophilicity and stability under acidic conditions, which facilitate isolation. It has a rich derivative chemistry that includes biofuels, renewable polymers, specialty chemicals, and value-added agrochemical and pharmaceutical products.

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“…Once obtained, HMF undergoes hydrogenation to yield DMF (via 2‐methyl‐5‐hydroxymethylfuran) as demonstrated by different research groups –. Recently, Dutta and Mascal have reported a route to DMF from raw biomass under mild conditions including subsequent reduction of the intermediate 5‐(chloromethyl)furfural (CMF) …”

Section: Cycloaddition Of Biomass‐derived Furans and Suitable Dienopmentioning

confidence: 99%

Biomass‐Derived Renewable Aromatics: Selective Routes and Outlook for p‐Xylene Commercialisation

2016

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Methylbenzenes are among the most important organic chemicals today and, among them, p-xylene deserves particular attention because of its production volume and its application in the manufacture of polyethylene terephthalate (PET). There is great interest in producing this commodity chemical more sustainably from biomass sources, particularly driven by manufacturers willing to produce more sustainable synthetic fibres and PET bottles for beverages. A renewable source for p-xylene would allow achieving this goal with minimal disruption to existing processes for PET production. Despite the fact that recently some routes to renewable p-xylene have been identified, there is no clear consensus on their feasibility or implications. We have critically reviewed the current state-of-the-art with focus on catalytic routes and possible outlook for commercialisation. Pathways to obtain p-xylene from a biomass-derived route include methanol-to-aromatics (MTA), ethanol dehydration, ethylene dimerization, furan cycloaddition or catalytic fast pyrolysis and hydrotreating of lignin. Some of the processes identified suggest near-future possibilities, but also more speculative or longer-term sources for synthesis of p-xylene are highlighted.

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Novel Pathways to 2,5‐Dimethylfuran via Biomass‐Derived 5‐(Chloromethyl)furfural

Cited by 48 publications

References 30 publications

Recent Advances in the Catalytic Production of Platform Chemicals from Holocellulosic Biomass

Recent Advances in the Catalytic Production of Platform Chemicals from Holocellulosic Biomass

5‐(Chloromethyl)furfural is the New HMF: Functionally Equivalent But More Practical in Terms of its Production From Biomass

Biomass‐Derived Renewable Aromatics: Selective Routes and Outlook for p‐Xylene Commercialisation

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