823-82-5

Basic information

• Product Name: Furan-2,5-dicarbaldehyde
• Synonyms: 2,5-Furandicarboxaldehyde 97%;2,5-Diformylfuran,98%;2,5-Furandicarbaldehyde;5-formylfurfural;diformylfuran;FURAN-2,5-DICARBALDEHYDE;2,5-FURANDICARBOXALDEHYDE;2,5-DIFORMYLFURAN
• CAS NO: 823-82-5
• Molecular Formula: C₆H₄O₃
• Molecular Weight: 124.09
• EINECS: 212-520-7
• Product Categories: aldehydes;Intermediates & Fine Chemicals;Mutagenesis Research Chemicals;Pharmaceuticals
• Mol File: 823-82-5.mol
• Article Data: 227

Chemical Properties

• Melting Point: 110°C
• Boiling Point: 276.8 °C at 760 mmHg
• Flash Point: 124.1 °C
• Appearance: /
• Density: 1.298 g/cm³
• Vapor Pressure: 0.0047mmHg at 25°C
• Refractive Index: 1.585
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Ethyl Acetate, Methanol (Slightly)
• BRN: 109424
• CAS DataBase Reference: Furan-2,5-dicarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: Furan-2,5-dicarbaldehyde(823-82-5)
• EPA Substance Registry System: Furan-2,5-dicarbaldehyde(823-82-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 823-82-5(Hazardous Substances Data)

Usage

Description

2,5-Furandicarboxaldehyde is one of the most important platform molecules in the organic chemicals industry.It is a member of the class of furans carrying two formyl substituents at positions 2 and 5. It is a member of furans, an arenecarbaldehyde and a dialdehyde.

Chemical Properties

Yellow Solid

Uses

Different sources of media describe the Uses of 823-82-5 differently. You can refer to the following data:
1. 2,5-Diformylfuran (cas# 823-82-5) is a compound useful in organic synthesis.
2. 2,5-diformylfuran (DFF) is a versatile chemical intermediate for the synthesis of pharmaceuticals, fungicides, furan-urea resins or heterocyclic ligands.

Definition

ChEBI: A member of the class of furans carrying two formyl substituents at positions 2 and 5.

Synthesis Reference(s)

Synthesis, p. 316, 1988 DOI: 10.1055/s-1988-27553

InChI:InChI=1/C6H4O3/c7-3-5-1-2-6(4-8)9-5/h1-4H

Synthetic route

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → 2,5-diformylfurane (823-82-5)

Conditions	Yield
With oxygen; N0.25MnO2 In acetonitrile at 30℃; for 6h; Reagent/catalyst; Solvent; Temperature; Green chemistry;	100%
With oxygen In toluene at 105℃; under 15001.5 Torr; for 12h; Time; Autoclave;	99.6%
With tert.-butylnitrite; oxygen; acetic acid In toluene at 50℃; for 1h;	99%

2,5-bis-(hydroxymethyl)furan (1883-75-6) → 2,5-diformylfurane (823-82-5)

Conditions	Yield
With Ru/Al2O3; oxygen In toluene at 80℃; for 24h; Solvent; Reagent/catalyst;	99%
With pyridine; 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl; iodine; sodium hydrogencarbonate In dichloromethane; water at 20 - 25℃; for 1h;	98%
With dipyridinium dichromate In dichloromethane for 24h;	60%

D-fructose (470-23-5, 470-24-6, 10247-46-8, 10489-79-9, 35673-97-3, 36441-90-4, 36441-92-6, 36468-68-5, 37500-17-7, 40461-86-7, 40461-87-8, 41579-20-8, 41846-98-4, 41846-99-5, 41847-00-1, 41847-01-2, 41847-02-3, 41847-03-4, 41847-04-5, 41847-05-6, 41847-06-7, 41847-51-2, 41847-52-3, 42744-42-3) → 2,5-diformylfurane (823-82-5)

Conditions	Yield
Stage #1: D-fructose In ethanol at 100℃; under 750.075 Torr; for 2h; Inert atmosphere; Stage #2: With oxygen In ethanol at 100℃; under 750.075 Torr; for 3h; Temperature; Pressure;	99%
Multi-step reaction with 2 steps 1: Duolite C 204 F ionexchange resin (H form) / H2O; various solvent(s) / 16 h / Heating; a.) reflux, 16 h; 2.) r.t., 2 h 2: 93 percent / BaMnO4 / 1,2-dichloro-ethane / 4.5 h / 113 °C View Scheme
Multi-step reaction with 2 steps 1: hydrogenchloride / isopropyl alcohol / 3 h / 100 °C / Autoclave 2: water; vanadia; oxygen / 4 h / 100 °C / 7500.75 Torr / Autoclave View Scheme
Multi-step reaction with 2 steps 1: lithium bromide; sulfuric acid / N,N-dimethyl acetamide 2: manganese(IV) oxide / dichloromethane / 12 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: dimethyl sulfoxide / 1 h / 119.84 °C 2: FeVO4 supported –SO3H functionalized polyaniline / dimethyl sulfoxide / 24 h / 139.84 °C View Scheme

D-Fructose (57-48-7) → 2,5-diformylfurane (823-82-5)

Conditions	Yield
With hydrogenchloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium nitrite In water; 1,2-dichloro-ethane at 20℃; under 760.051 Torr; for 4h; Solvent; Reagent/catalyst; Temperature;	98.2%
With potassium bromide In water at 100℃; for 0.5h;	94%
With sulfuric acid; oxygen In dimethyl sulfoxide at 130℃; under 750.075 Torr; for 4h; Catalytic behavior; Reagent/catalyst;	82%

furan-2,5-dicarboxylic acid (3238-40-2) → 2,5-diformylfurane (823-82-5)

Conditions	Yield
With zinc(II) chloride In dichloromethane; dimethyl sulfoxide for 0.383333h;	98%

fructose (57-48-7, 87-79-6, 87-81-0, 551-68-8, 3615-39-2, 3615-56-3, 6035-50-3, 7776-48-9, 16354-64-6, 17598-81-1, 17598-82-2, 23140-52-5, 30237-26-4, 65732-90-3, 73952-10-0, 73952-11-1, 139686-85-4) → 2,5-diformylfurane (823-82-5)

Conditions	Yield
With hydrogenchloride; TEMPOL; oxygen; isopentyl nitrite In dichloromethane at 80℃; under 22502.3 Torr; for 8h; Reagent/catalyst; Pressure; Temperature;	96.6%
Multi-step reaction with 2 steps 1: hydrogenchloride / isopropyl alcohol / 120 °C 2: oxygen; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium nitrite / acetonitrile / 80 °C / 750.08 Torr View Scheme

5-(1,3-dioxolan-2-yl)furan-2-carbaldehyde (117953-13-6) → 2,5-diformylfurane (823-82-5)

Conditions	Yield
With hydrogenchloride In water; acetone for 1h; Reflux;	95%
With hydrogenchloride In acetone for 1h; Heating;	90%
With hydrogenchloride

7-oxanorborn-5-ene-2,3-dicarboxylic anhydride (5426-09-5) + formic anhydride (1558-67-4) → 2,5-diformylfurane (823-82-5)

Conditions	Yield
With nitric acid at 180℃; for 2h;	92%

5-(TMSoxymethyl)-2-furaldehyde → 2,5-diformylfurane (823-82-5)

Conditions	Yield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 90℃; for 0.166667h;	91%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → (2-furyl)methyl alcohol (98-00-0) + 2,5-diformylfurane (823-82-5)

Conditions	Yield
With carbon dioxide; palladium/alumina In tetrahydrofuran at 145℃; under 45004.5 Torr; for 4h; Catalytic behavior; Reagent/catalyst; Green chemistry;	A 90.9% B 5.5%
With Pd/γ-Al2O3 In 1,4-dioxane at 160℃; for 16h; Inert atmosphere; Autoclave;

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → 2,5-diformylfurane (823-82-5) + furan-2,5-dicarboxylic acid (3238-40-2)

Conditions	Yield
With methylammonium lead bromide In acetonitrile at 15℃; for 10h; Irradiation;	A 90% B n/a
With oxygen at 110℃; for 12h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature;	A 86.2% B 11.7%
With oxygen In N,N-dimethyl-formamide at 120℃; under 750.075 Torr; for 4h; Solvent; Time; Pressure; Reagent/catalyst; Autoclave; Green chemistry;	A 82.1% B 11.5%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → 2,5-diformylfurane (823-82-5) + 5-Formyl-2-furancarboxylic acid (13529-17-4)

Conditions	Yield
With oxygen In dimethyl sulfoxide at 140℃; for 24h; Reagent/catalyst; Temperature;	A 90% B 7.6%
With 10% Fe-CeO2-500 °C; oxygen; sodium acetate In methanol at 150℃; under 7600.51 Torr; for 10h; Reagent/catalyst; Solvent; Temperature; Autoclave; Overall yield = 98.5 %;	A 10.4% B 84.1%
With aluminum(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In ethyl acetate at 50℃; under 760.051 Torr; for 5h;	A 78% B 22%

5-(((tert-butyldimethylsilyl)oxy)methyl)furan-2-carbaldehyde (155108-06-8) → 2,5-diformylfurane (823-82-5)

Conditions	Yield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In dodecane at 90℃; under 15 Torr; for 0.166667h;	88%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → 2,5-diformylfurane (823-82-5) + 5-hydroxymethyl-furan-2-carboxylic acid (6338-41-6)

Conditions	Yield
With oxygen In ethanol at 120℃; under 22502.3 Torr; for 4h; Catalytic behavior; Reagent/catalyst; Pressure; Solvent; Sealed tube;	A 88% B n/a
With oxygen In dimethyl sulfoxide at 120℃; under 6000.6 Torr; for 6h;	A 84.4% B 6.7%
With oxygen at 100℃; under 22502.3 Torr; for 5h; Reagent/catalyst; Ionic liquid; Autoclave;	A 26 %Chromat. B 16 %Chromat.

C12H17N4O2(1+)*Cl(1-) → 2,5-diformylfurane (823-82-5)

Conditions	Yield
With acetic acid In 1,2-dichloro-ethane at 160℃; for 2h; Solvent;	85%

D-fructose (470-23-5) → 2,5-diformylfurane (823-82-5)

Conditions	Yield
With 11-molybdo-1-vanadophosphoric acid; choline chloride; oxygen In dimethyl sulfoxide at 120℃; for 6h; Solvent; Reagent/catalyst; Temperature;	84%
With sulfur; lanthanum(lll) triflate In dimethyl sulfoxide at 150℃; for 18h;	82.8%
With oxygen In dimethyl sulfoxide at 140℃; for 22h; Solvent;	72.5%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → 2,5-diformylfurane (823-82-5) + 5-(2-furaldehyde)methyl formate (102390-86-3)

Conditions	Yield
With oxygen In toluene at 110℃; under 760.051 Torr; for 6h; Mechanism; Reagent/catalyst; Pressure; Temperature; Solvent; Concentration; Green chemistry;	A 83% B n/a

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → 2,5-diformylfurane (823-82-5) + 5-Formyl-2-furancarboxylic acid (13529-17-4) + furan-2,5-dicarboxylic acid (3238-40-2)

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccase from panus conchatus; oxygen In aq. acetate buffer at 25℃; for 96h; pH=4.5; Reagent/catalyst; Enzymatic reaction;	A 4% B 82% C 10%
With 10% Fe-CeO2-500 °C; oxygen; potassium acetate In methanol at 150℃; under 7600.51 Torr; for 10h; Reagent/catalyst; Solvent; Time; Autoclave; Overall yield = 95.2%;	A 9.4% B 80.7% C 5.2%
With FeIII-porphyrin cross-linked porous organic polymer; air In water at 100℃; under 7500.75 Torr; for 10h;	A 7% B 8% C 79%

Sucrose (57-50-1) → 2,5-diformylfurane (823-82-5) + 5-hydroxymethyl-2-furfuraldehyde (67-47-0) + α-D-fructofuranose (10489-79-9)

Conditions	Yield
With FeVO4 supported -SO3H functionalized polyaniline In dimethyl sulfoxide at 119.84℃; for 6h;	A n/a B 82% C n/a

5-(hydroxymethyl)-2-vinylfuran (59288-24-3) → 2,5-diformylfurane (823-82-5) + furan-2,5-dicarboxylic acid (3238-40-2)

Conditions	Yield
With oxygen at 110℃; for 2h; Temperature;	A 81.4% B 13.9%

5-chloromethylfurfural (1623-88-7) → 2,5-diformylfurane (823-82-5)

Conditions	Yield
With dimethyl sulfoxide at 150℃; for 18h;	81%
With dimethyl sulfoxide at 150℃; for 18h; Kornblum Aldehyd Synthesis;	81%
With bismuth (III) nitrate pentahydrate at 45℃;	65%
With pyridine N-oxide; copper(II) bis(trifluoromethanesulfonate) In Triethylene glycol dimethyl ether at 160℃; for 0.0833333h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Time; Microwave irradiation;	54 %Spectr.

D-fructose → 2,5-diformylfurane (823-82-5)

Conditions	Yield
With molybdenum oxide-grafted sulfonated graphene quantum dots In dimethyl sulfoxide at 160℃; for 2h; Reagent/catalyst;	78%

2-hydroxymethyl-5-methylfuran (3857-25-8) → 2,5-diformylfurane (823-82-5)

Conditions	Yield
In dimethyl sulfoxide at 140℃; for 6h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent;	67.5%

5-(2-furaldehyde)methyl formate (102390-86-3) → 2,5-diformylfurane (823-82-5)

Conditions	Yield
With bismuth (III) nitrate pentahydrate for 0.75h;	65%
With dipotassium peroxodisulfate; copper(II) nitrate; ferric nitrate In acetonitrile at 80℃; for 3h; Temperature; Solvent; Reagent/catalyst;

5-(iodomethyl)furan-2-carbaldehyde (76154-40-0) → 2,5-diformylfurane (823-82-5) + 5-Formyl-2-furancarboxylic acid (13529-17-4)

Conditions	Yield
With dimethyl sulfoxide at 150℃; for 18h;	A 62% B 22%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → furfural (98-01-1) + (2-furyl)methyl alcohol (98-00-0) + 2,5-diformylfurane (823-82-5)

Conditions	Yield
With palladium/alumina In tetrahydrofuran at 145℃; under 45004.5 Torr; for 4h; Green chemistry;	A 6.9% B 60.1% C 32.9%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → 2,5-diformylfurane (823-82-5) + 5-Formyl-2-furancarboxylic acid (13529-17-4) + 5-hydroxymethyl-furan-2-carboxylic acid (6338-41-6)

Conditions	Yield
With iron(II) phthalocyanine In aq. phosphate buffer at 37 - 80℃; for 16.0833h; pH=7; Reagent/catalyst;	A 9% B 60% C 7%
With citrate buffer; dihydrogen peroxide; chloroperoxidase (E.C. 1.11.1.10) In water at 20℃; for 2.5h; pH=5; Oxidation;

5-Methylfurfural (620-02-0) → 2,5-diformylfurane (823-82-5)

Conditions	Yield
With dirhodium tetraacetate; Selectfluor In trifluoroacetic acid; trifluoroacetic anhydride at 75℃; for 7h; Sealed tube; Inert atmosphere; chemoselective reaction;	60%

D-fructose (470-23-5) → 2,5-diformylfurane (823-82-5) + 5-hydroxymethyl-2-furfuraldehyde (67-47-0)

Conditions	Yield
With choline chloride; oxygen In dimethyl sulfoxide at 120℃; for 6h;	A 5% B 60%
With 11-molybdo-1-vanadophosphoric acid; choline chloride; oxygen In dimethyl sulfoxide at 110℃; for 14h; Temperature;	A 52% B 29%
With oxygen In dimethyl sulfoxide at 140℃; under 6000.6 Torr; for 6h;	A 40.3% B 9.2%
With CuV2O6 In dimethyl sulfoxide at 135℃; for 3.5h; Reagent/catalyst;	A 15.2 %Chromat. B 37.2 %Chromat.

2,5-diformylfurane (823-82-5) + malononitrile (109-77-3) → 2,2'-(2,5-furandiyldimethylidyne)bispropanedinitrile (88694-82-0)

Conditions	Yield
In acetonitrile at 75℃; Knoevenagel Condensation;	100%
With aluminum oxide	70%

2,5-diformylfurane (823-82-5) → furan-2,5-dicarboxylic acid (3238-40-2)

Conditions	Yield
With immobilized lipase B from Candida antarctica; dihydrogen peroxide In ethyl acetate; tert-butyl alcohol at 40℃; for 24h; Enzymatic reaction;	100%
With oxygen In aq. phosphate buffer; acetonitrile at 37℃; pH=7; pH-value; Concentration; Reagent/catalyst; Temperature; Enzymatic reaction;	99%
With NADH oxidase and vanillin dehydrogenase 2 co-expressed in Escherichia coli cells In aq. phosphate buffer at 30℃; for 12h; pH=7; Microbiological reaction;	96%

2,5-diformylfurane (823-82-5) + ethyl 2-cyanoacetate (105-56-6) → diethyl 3,3'-(2,5-furandiyl)(2E,2'E)-bis(2-cyanoacrylate)

Conditions	Yield
In acetonitrile at 75℃; for 7h; Knoevenagel Condensation;	100%

2,5-diformylfurane (823-82-5) → tetrahydrofuran-2,5-dimethanol (104-80-3, 1122-89-0, 2144-40-3, 81370-88-9, 81370-89-0)

Conditions	Yield
With hydrogen In isopropyl alcohol at 60℃; for 3h; Green chemistry;	100%

2,5-diformylfurane (823-82-5) + (furan-2,5-diyl) dimethanamine (2213-51-6) → C24H20N4O4

Conditions	Yield
In tetrahydrofuran at 20℃; for 1h; Solvent; Temperature;	100%

2,5-diformylfurane (823-82-5) + propylamine (107-10-8) → C12H18N2O

Conditions	Yield
In methanol at 20℃;	100%

2,5-diformylfurane (823-82-5) → furan-2,5-dicarbonitrile (58491-62-6)

Conditions	Yield
With 1-sulfobutylpyridine hydrogensulfate ionic liquid type hydroxylamine salt In para-xylene at 100℃; under 760.051 Torr; for 2h; Solvent; Temperature; Time; Reagent/catalyst;	99.9%
With oxygen; ammonium bicarbonate; molybdenum(VI) oxide at 140℃; under 12001.2 Torr; for 6h; Temperature; Reagent/catalyst; Pressure;	92%
With α-manganese oxide; ammonium acetate In 1,4-dioxane at 30 - 60℃; under 3750.38 Torr; for 84h; Catalytic behavior; Reagent/catalyst; Temperature; Pressure;	80%
Multi-step reaction with 2 steps 1: hydroxylamine / water / 2 h / 110 °C 2: ammonium hydroxide; hydrogen / methanol / 2 h / 130 °C / 15001.5 Torr / Autoclave View Scheme
With N-(4-sulphonic acid)butylpyridinium hydrogen sulphate; hydroxylamine 1-sulfobutylpyridine hydrosulfate salt In para-xylene at 120℃; for 2h; Green chemistry;	99.9 %Chromat.

2,5-diformylfurane (823-82-5) + [4,5-bis(methoxycarbonyl)-1,3-dithiol-2-yl]tributyl-phosphonium tetrafluoroborate (68629-95-8) → C20H16O9S4 (141198-32-5)

Conditions	Yield
With triethylamine In acetonitrile for 5h;	99%

2,5-diformylfurane (823-82-5) → furan-2,5-dicarboxaldehyde dioxime

Conditions	Yield
With hydroxylamine In ethanol; water at 80℃; for 12h; Temperature; Solvent; Reagent/catalyst;	99%
With ammonium hydroxide; dihydrogen peroxide In water at 70℃; for 2h; Reagent/catalyst; Solvent; Temperature; Green chemistry;	98%
With hydroxylamine In water at 110℃; for 2h;	94.1%
With hydroxylamine hydrochloride; potassium acetate In ethanol; water at 50℃; for 1h;

2,5-diformylfurane (823-82-5) + N-butylamine (109-73-9) → 2,5-bis-(butylimino-methyl)-furan (97318-47-3)

Conditions	Yield
In methanol at 20℃; Inert atmosphere;	99%

2,5-diformylfurane (823-82-5) + serinol (534-03-2) → 2,2'-(((1E,1'E)-furan-2,5-diylbis(methanylylidene))bis(azanylylidene))bis(propane-1,3-diol)

Conditions	Yield
In ethanol for 16h; Reflux;	99%

2,5-diformylfurane (823-82-5) + 5,17-diamino-25,26,27,28-tetrakis(propyloxy)calix[4]arene (156874-49-6, 169436-70-8, 950744-70-4, 1078151-72-0) → C92H100N4O10

Conditions	Yield
With magnesium sulfate In methanol; dichloromethane for 24h; Condensation;	98%
With magnesium sulfate In methanol; dichloromethane for 24h; Heating;	98%

2,5-diformylfurane (823-82-5) + benzene (71-43-2) → 5-(diphenylmethyl)furan-2-carbaldehyde

Conditions	Yield
With aluminum tri-bromide at 20℃; for 1h; Temperature; Reagent/catalyst;	98%

2,5-diformylfurane (823-82-5) → 2, 5-dimethylaminofuran

Conditions	Yield
With ammonia; hydrogen In acetonitrile at 25 - 80℃; under 3750.38 Torr; for 3h; Reagent/catalyst; Temperature; Pressure; Solvent; Autoclave;	98%

morpholine (110-91-8) + 2,5-diformylfurane (823-82-5) → 2,5-bis(morpholinomethyl)furan (25252-04-4)

Conditions	Yield
Stage #1: morpholine; 2,5-diformylfurane In chloroform at 24℃; for 0.333333h; Stage #2: With sodium tris(acetoxy)borohydride In chloroform	98%
With sodium tris(acetoxy)borohydride In chloroform for 0.333333h;	98%
With sodium cyanoborohydride; zinc(II) chloride In methanol at 20℃; for 2h;	8%

2,5-diformylfurane (823-82-5) + 1-aminoguanidine hydrochloride (1937-19-5) → C8H12N8O*2ClH

Conditions	Yield
In ethanol at 70℃; for 12h; Solvent; Temperature; Time;	98%

2,5-diformylfurane (823-82-5) + methylmagnesium chloride (676-58-4) → C8H12O3

Conditions	Yield
In tetrahydrofuran at 0℃; Inert atmosphere;	98%

2-methylfuran (534-22-5) + 2,5-diformylfurane (823-82-5) → 5-[Bis-(5-methyl-furan-2-yl)-methyl]-furan-2-carbaldehyde

Conditions	Yield
With ion-exchange resin Lewatit SPC 108 (acid form) In 1,4-dioxane; water at 60℃; for 2h;	97%

2,5-diformylfurane (823-82-5) + methanol (67-56-1) → furan-2,5-dicarboxylic acid dimethyl ester (4282-32-0)

Conditions	Yield
Stage #1: 2,5-diformylfurane; methanol With sodium cyanide at 20℃; for 0.0833333h; Sealed tube; Stage #2: With manganese(IV) oxide at 80℃; for 1h; Sealed tube;	97%
With oxygen at 100℃; under 4500.45 Torr; for 12h; Reagent/catalyst;	96 %Chromat.

2,5-diformylfurane (823-82-5) + O-benzylhydoxylamine hydrochloride (2687-43-6) → C20H18N2O3

Conditions	Yield
With pyridine In ethanol at 20℃; for 4h;	97%

2,5-diformylfurane (823-82-5) + 1,1-dimethylhydrazine (57-14-7) → C10H16N4O

Conditions	Yield
With magnesium sulfate In dichloromethane at 20℃; for 5h;	97%

2,5-diformylfurane (823-82-5) + 1-(4-bromobenzyl)-tetrahydrothiophenium bromide (41570-68-7) → bis (p-bromophenyl)-2 oxiranyl-1 furane diyl-2,4 (114495-40-8)

Conditions	Yield
With potassium hydroxide; water In acetonitrile at 0℃; for 0.866667h;	96%

2,5-diformylfurane (823-82-5) + (5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-triphenyl-λ5-phosphane (133186-68-2) → 5-(5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidenemethyl)-furan-2-carbaldehyde

Conditions	Yield
With triethylamine In acetonitrile Ambient temperature;	96%

2,5-diformylfurane (823-82-5) + Trimethylenediamine (109-76-2) → C18H20N4O2*Ca(2+)*2ClO4(1-)

Conditions	Yield
With calcium perchlorate In ethanol for 1h; Heating;	95%

Upstream product

• 67-47-0 5-hydroxymethyl-2-furfuraldehyde 
• 625-86-5 2,5-dimethylfuran 
• 64-19-7 acetic acid 
• 98-01-1 furfural 
• 57-48-7 D-Fructose 
• 632-22-4 tetramethylurea 
• 56-45-1 L-serin 
• 50-81-7 ascorbic acid 
• 72-19-5 L-threonine 
• 2280-44-6 D-Glucose 
• 512-69-6 D-raffinose 
• 40461-86-7 tagatose (β-furanose) 
• 620-02-0 5-Methylfurfural 
• 50-99-7 D-glucose 

Downstream Products

• 116750-28-8 5-[4-Oxo-3-(3,4,5-trimethoxy-benzoyl)-4H-chromen-2-yl]-furan-2-carbaldehyde 
• 100148-28-5 2,5-bis(phenyliminomethyl)furan 
• 13529-17-4 5-Formyl-2-furancarboxylic acid 
• 3238-40-2 furan-2,5-dicarboxylic acid 
• 625-86-5 2,5-dimethylfuran 
• 1883-75-6 2,5-bis-(hydroxymethyl)furan 
• 3857-25-8 2-hydroxymethyl-5-methylfuran 
• 620-02-0 5-Methylfurfural 
• 98-01-1 furfural 
• 98-00-0 (2-furyl)methyl alcohol 
• 67-47-0 5-hydroxymethyl-2-furfuraldehyde 
• 4437-22-3 2,2-[oxybis(methylene)]bis-furan 
• 19377-75-4 1-(furan-2-yl)ethane-1,2-diol 
• 528-44-9 1,2,4-benzene tricarboxylic acid 

Relevant articles and documents

A “universal” catalyst for aerobic oxidations to synthesize (hetero)aromatic aldehydes, ketones, esters, acids, nitriles, and amides

Functionalized (hetero)aromatic compounds are indispensable chemicals widely used in basic and applied sciences. Among these, especially aromatic aldehydes, ketones, carboxylic acids, esters, nitriles, and amides represent valuable fine and bulk chemicals, which are used in chemical, pharmaceutical, agrochemical, and material industries. For their synthesis, catalytic aerobic oxidation of alcohols constitutes a green, sustainable, and cost-effective process, which should ideally make use of active and selective 3D metals. Here, we report the preparation of graphitic layers encapsulated in Co-nanoparticles by pyrolysis of cobalt-piperazine-tartaric acid complex on carbon as a most general oxidation catalyst. This unique material allows for the synthesis of simple, functionalized, and structurally diverse (hetero)aromatic aldehydes, ketones, carboxylic acids, esters, nitriles, and amides from alcohols in excellent yields in the presence of air.

Hydroxyapatite Supported Manganese Oxide as a Heterogeneous Catalyst for the Synthesis of 2, 5-Diformylfuran

A series of hydroxyapatite (HAP) supports with different Ca/P ratios were synthesized to prepare the MnOx/HAP catalysts. A MnOx/HAP catalyst showed highly efficient conversion of 5-hydroxymethylfurfural (HMF) into 2, 5-diformylfuran (DFF) in toluene solvent under no-alkali condition. 86.4% conversion of HMF with 90.9% selectivity of DFF at 120?°C for 12?h under 1.0?MPa O2 over the MnOx/HAP-10.0-400 were obtained. The redox of Mn4+/Mn3+ improved the oxidation of 5-HMF to DFF by the lattice oxygen, and the lattice oxygen was replenished by adsorbing O2 molecules. The reusability tests were found the catalyst could be reused up to four cycles without notable loss of catalytic activity. The MnOx/HAP-10.0-400 was a stable and reusable material for further industrial exploration of DFF in an environmentally friendly way. Graphical Abstract: [Figure not available: see fulltext.]

Highly selective oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran over an α-MnO2 catalyst

Selective oxidation of 5-hydroxymethylfurfural (HMF) to 2, 5-diformylfuran (DFF) with molecular oxygen is realized with an α-MnO2 catalyst under mild conditions. In this work, α-MnO2 exhibited the best performance among the samples examined. Meanwhile, solvent shows a significant effect on the product selectivity and isopropanol is found good for improving the selectivity of DFF. 93.2 % conversion of HMF was achieved at 140 °C for 4 h with 84.3 % selectivity of DFF. Moreover, α-MnO2 catalyst keeps good reusability in recycling for five times. The reaction pathway indicated that the lattice oxygen species on α-MnO2 is involved in the selective oxidation of hydroxyl group in HMF molecule.