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% |
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% |
2,5-diformylfurane
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 |
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% |
Conditions | Yield |
---|---|
With zinc(II) chloride In dichloromethane; dimethyl sulfoxide for 0.383333h; | 98% |
2,5-diformylfurane
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
2,5-diformylfurane
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
formic anhydride
2,5-diformylfurane
Conditions | Yield |
---|---|
With nitric acid at 180℃; for 2h; | 92% |
2,5-diformylfurane
Conditions | Yield |
---|---|
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 90℃; for 0.166667h; | 91% |
5-hydroxymethyl-2-furfuraldehyde
A
(2-furyl)methyl alcohol
B
2,5-diformylfurane
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
A
2,5-diformylfurane
B
furan-2,5-dicarboxylic acid
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
A
2,5-diformylfurane
B
5-Formyl-2-furancarboxylic acid
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
2,5-diformylfurane
Conditions | Yield |
---|---|
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In dodecane at 90℃; under 15 Torr; for 0.166667h; | 88% |
5-hydroxymethyl-2-furfuraldehyde
A
2,5-diformylfurane
B
5-hydroxymethyl-furan-2-carboxylic acid
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. |
2,5-diformylfurane
Conditions | Yield |
---|---|
With acetic acid In 1,2-dichloro-ethane at 160℃; for 2h; Solvent; | 85% |
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
A
2,5-diformylfurane
B
5-(2-furaldehyde)methyl formate
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
A
2,5-diformylfurane
B
5-Formyl-2-furancarboxylic acid
C
furan-2,5-dicarboxylic acid
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
A
2,5-diformylfurane
B
5-hydroxymethyl-2-furfuraldehyde
C
α-D-fructofuranose
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
A
2,5-diformylfurane
B
furan-2,5-dicarboxylic acid
Conditions | Yield |
---|---|
With oxygen at 110℃; for 2h; Temperature; | A 81.4% B 13.9% |
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. |
2,5-diformylfurane
Conditions | Yield |
---|---|
With molybdenum oxide-grafted sulfonated graphene quantum dots In dimethyl sulfoxide at 160℃; for 2h; Reagent/catalyst; | 78% |
Conditions | Yield |
---|---|
In dimethyl sulfoxide at 140℃; for 6h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; | 67.5% |
5-(2-furaldehyde)methyl formate
2,5-diformylfurane
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
A
2,5-diformylfurane
B
5-Formyl-2-furancarboxylic acid
Conditions | Yield |
---|---|
With dimethyl sulfoxide at 150℃; for 18h; | A 62% B 22% |
5-hydroxymethyl-2-furfuraldehyde
A
furfural
B
(2-furyl)methyl alcohol
C
2,5-diformylfurane
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
A
2,5-diformylfurane
B
5-Formyl-2-furancarboxylic acid
C
5-hydroxymethyl-furan-2-carboxylic acid
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; |
Conditions | Yield |
---|---|
With dirhodium tetraacetate; Selectfluor In trifluoroacetic acid; trifluoroacetic anhydride at 75℃; for 7h; Sealed tube; Inert atmosphere; chemoselective reaction; | 60% |
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
malononitrile
2,2'-(2,5-furandiyldimethylidyne)bispropanedinitrile
Conditions | Yield |
---|---|
In acetonitrile at 75℃; Knoevenagel Condensation; | 100% |
With aluminum oxide | 70% |
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% |
Conditions | Yield |
---|---|
In acetonitrile at 75℃; for 7h; Knoevenagel Condensation; | 100% |
2,5-diformylfurane
tetrahydrofuran-2,5-dimethanol
Conditions | Yield |
---|---|
With hydrogen In isopropyl alcohol at 60℃; for 3h; Green chemistry; | 100% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 1h; Solvent; Temperature; | 100% |
Conditions | Yield |
---|---|
In methanol at 20℃; | 100% |
2,5-diformylfurane
furan-2,5-dicarbonitrile
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
[4,5-bis(methoxycarbonyl)-1,3-dithiol-2-yl]tributyl-phosphonium tetrafluoroborate
C20H16O9S4
Conditions | Yield |
---|---|
With triethylamine In acetonitrile for 5h; | 99% |
2,5-diformylfurane
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; |
Conditions | Yield |
---|---|
In methanol at 20℃; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
In ethanol for 16h; Reflux; | 99% |
2,5-diformylfurane
5,17-diamino-25,26,27,28-tetrakis(propyloxy)calix[4]arene
Conditions | Yield |
---|---|
With magnesium sulfate In methanol; dichloromethane for 24h; Condensation; | 98% |
With magnesium sulfate In methanol; dichloromethane for 24h; Heating; | 98% |
Conditions | Yield |
---|---|
With aluminum tri-bromide at 20℃; for 1h; Temperature; Reagent/catalyst; | 98% |
2,5-diformylfurane
Conditions | Yield |
---|---|
With ammonia; hydrogen In acetonitrile at 25 - 80℃; under 3750.38 Torr; for 3h; Reagent/catalyst; Temperature; Pressure; Solvent; Autoclave; | 98% |
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% |
Conditions | Yield |
---|---|
In ethanol at 70℃; for 12h; Solvent; Temperature; Time; | 98% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 0℃; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With ion-exchange resin Lewatit SPC 108 (acid form) In 1,4-dioxane; water at 60℃; for 2h; | 97% |
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. |
Conditions | Yield |
---|---|
With pyridine In ethanol at 20℃; for 4h; | 97% |
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane at 20℃; for 5h; | 97% |
2,5-diformylfurane
1-(4-bromobenzyl)-tetrahydrothiophenium bromide
bis (p-bromophenyl)-2 oxiranyl-1 furane diyl-2,4
Conditions | Yield |
---|---|
With potassium hydroxide; water In acetonitrile at 0℃; for 0.866667h; | 96% |
2,5-diformylfurane
(5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-triphenyl-λ5-phosphane
Conditions | Yield |
---|---|
With triethylamine In acetonitrile Ambient temperature; | 96% |
Conditions | Yield |
---|---|
With calcium perchlorate In ethanol for 1h; Heating; | 95% |
Product Name: Furan-2,5-dicarbaldehyde (CAS NO.823-82-5)
Molecular Formula: C6H4O3
Molecular Weight: 124.09g/mol
Mol File: 823-82-5.mol
EINECS: 212-520-7
Melting Point: 110°C
Boiling point: 276.8 °C at 760 mmHg
Storage Temperature: Refrigerator
Flash Point: 124.1 °C
Density: 1.298 g/cm3
Index of Refraction: 1.585
Molar Refractivity: 32.05 cm3
Molar Volume: 95.5 cm3
Surface Tension: 47.8 dyne/cm
Enthalpy of Vaporization: 51.53 kJ/mol
Vapour Pressure: 0.0047 mmHg at 25°C
XLogP3-AA: 0.6
H-Bond Donor: 0
H-Bond Acceptor: 3
Structure Descriptors of Furan-2,5-dicarbaldehyde (CAS NO.823-82-5):
IUPAC Name: furan-2,5-dicarbaldehyde
Canonical SMILES: C1=C(OC(=C1)C=O)C=O
InChI: InChI=1S/C6H4O3/c7-3-5-1-2-6(4-8)9-5/h1-4H
InChIKey: PXJJKVNIMAZHCB-UHFFFAOYSA-N
Furan-2,5-dicarbaldehyde , its CAS NO. is 823-82-5, the synonym is Furan-2,5-dial .
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