59288-24-3

Usage

Uses

Used in Flavor and Fragrance Industry:
2-Furanmethanol, 5-ethenylis used as a flavor and fragrance ingredient for its sweet, bready odor, enhancing the sensory experience of food and beverage products.
Used in Pharmaceutical Production:
2-Furanmethanol, 5-ethenylis used as a building block in the synthesis of various pharmaceutical compounds, contributing to the development of new medications.
Used in Pesticide Production:
2-Furanmethanol, 5-ethenylis utilized in the production of pesticides, playing a role in the development of effective and environmentally friendly pest control solutions.
Used in Organic Compound Synthesis:
2-Furanmethanol, 5-ethenylserves as a key intermediate in the synthesis of other organic compounds, enabling the creation of a wide range of chemical products.
Used in Biofuels and Renewable Energy:
As a potential biomass-derived platform chemical, 2-Furanmethanol, 5-ethenylis explored for its use in the development of biofuels and renewable energy sources, contributing to a sustainable energy future.

Upstream product

• 59288-25-4 5-(acetoxymethyl)-2-vinylfuran 
• 55087-82-6 1-[5-(hydroxymethyl)furan-2-yl]ethan-1-one 
• 1193-79-9 2-acetyl-5-methylfuran 
• 623-17-6 furfurylacetate 
• 10551-58-3 5-acetoxymethyl-2-furaldehyde 
• 67-47-0 5-hydroxymethyl-2-furfuraldehyde 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 470-23-5 D-fructose 
• 1067966-63-5 methyltriphenylphosphonium methylcarbonate 
• 153026-71-2 5-ethynylfuran-2-carbaldehyde 
• 114430-54-5 2-acetyl-5-(bromomethyl)furan 
• 1009843-50-8 5-acetyl-2-furfuryl acetate 
• 534-22-5 2-methylfuran 

Relevant academic research and scientific papers

Diversified upgrading of HMF via acetylation, aldol condensation, carboxymethylation, vinylation and reductive amination reactions

Multiple sustainable methodologies were developed for the chemical upgrading of HMF: i) at 30–90 °C, highly selective base-catalyzed acetylation and carboxymethylation reactions of HMF with nontoxic reagents as isopropenyl acetate (iPAc) and dimethyl carbonate (DMC) were achieved to prepare the corresponding ester and carbonate products, (5-formylfuran-2-yl)methyl acetate (5-formylfuran-2-yl) methyl carbonate, respectively; ii) based on the combined use of iPAc/DMC with acetone, a tandem protocol of acetylation/transcarbonation and aldol condensation was designed to synthesize a variety of HMF-derived α,β-unsaturated carbonyl compounds; iii) in water as a solvent, a chemoselective Pd-catalysed reductive amination of HMF with amino-alcohols also including glycerol derivatives, was developed using H2 at atmospheric pressure; iv) finally, both HMF and its ester and carbonate products successfully underwent Wittig vinylation reactions promoted by a methyl carbonate phosphonium salt ( [Ph3PCH3] [CH3OCO2]), to obtain the corresponding olefins. The vinylation reagent (the salt) was a DMC derivative. In all cases i-iv), not only processes occurred under mild conditions, but post-reaction procedures (work-up and purification) were optimized to isolate final products in high yields of 85–98%.

COMPOUNDS FOR USING IN IMAGING AND PARTICULARLY FOR THE DIAGNOSIS OF NEURODEGENERATIVE DISEASES

The invention relates to compounds of formula (II) for using in imaging and particularly for the diagnosis of neurodegenerative diseases

5-Hydroxymethyl-2-vinylfuran: A biomass-based solvent-free adhesive

5-Hydroxymethylfurfural (HMF) is an important platform chemical derived from biomass. Tremendous efforts have been made to transform HMF into valuable chemicals for applications in biofuels, materials science, and pharmaceuticals. Here we report the conversion of HMF into 5-hydroxymethyl-2-vinylfuran (HMVF), a versatile adhesive. HMVF can bond to a variety of substrates, e.g. metal, glass, plastics and rubber, under heating or acid treatment at room temperature. Mechanistic studies show that the vinyl group undergoes free radical polymerization and the hydroxyl group dehydrates to form an ether linkage to crosslink HMVF under either heating or acid treatment. The bonding strength (τ) of HMVF cured by heating (h-HMVF) is close to that of Krazy Glue (Loctite 401, cyanoacrylate) and higher than that of white glue (Pattex No. 710, PVA) and Pattex PKME15C epoxy glue. The outstanding adhesive performance of HMVF is attributed both to the interaction of hydroxyl groups with substrates and crosslinking by etherification between hydroxyl groups. Similar to Krazy Glue, HMVF is also used in its monomer form, which eliminates the use of solvents. Cells show good adhesion on crosslinked HMVF, which makes HMVF a potential bio-adhesive.

Synthesis of 5-acetoxymethyl- and 5-hydroxymethyl-2-vinylfuran

5-Acetoxymethyl- and 5-hydroxymethyl-2-vinylfuran were synthesized by two routes. The first route starts from 2-methylfuran and the second from furfuryl acetate. The latter route, involving successive Vilsmeier-Haack and Wittig reactions, is suitable for producing 5-acetoxymethyl-2-vinylfuran and 5-hydroxymethyl-2 vinylfuran in 68% and 60% yields, respectively.