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67-47-0

Basic Information
CAS No.: 67-47-0
Name: 2-Furancarboxaldehyde,5-(hydroxymethyl)-
Molecular Structure:
Molecular Structure of 67-47-0 (2-Furancarboxaldehyde,5-(hydroxymethyl)-)
Formula: C6H6O3
Molecular Weight: 126.12
Synonyms: 2-Hydroxymethyl-5-furfural;5-(Hydroxymethyl)-2-furaldehyde;5-(Hydroxymethyl)-2-furancarbonal;5-(Hydroxymethyl)-2-furancarboxaldehyde;5-(Hydroxymethyl)-2-furfural;5-(Hydroxymethyl)-2-furfuraldehyde;5-(Hydroxymethyl)furfural;5-Hydroxymethyl-2-formylfuran;5-Hydroxymethylfuraldehyde;5-Hydroxymethylfuran-2-aldehyde;5-Hydroxymethylfurfuraldehyde;5-Hydroxymethylfurfurol;5-Oxymethylfurfurole;HMF;Hydroxymethylfurfural;Hydroxymethylfurfuralaldehyde;Hydroxymethylfurfuraldehyde;NSC 40738;5-Hydroxymethyl-2furfuraldehyde;5-Hydroxymethylfurfural;2-Furaldehyde,5-(hydroxymethyl)- (8CI);2-Formyl-5-hydroxymethylfuran;
EINECS: 200-654-9
Density: 1.29 g/cm3
Melting Point: 30-34 °C
Boiling Point: 291.5 °C at 760 mmHg
Flash Point: 79.4 °C
Solubility: Soluble in water, alcohol, ethyl acetate, acetone, dimethylformamide, benzene, ether and chloroform.
Appearance: Beige coloured crystalline solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38-52/53
Safety: 26-36-24/25
Transport Information:
PSA: 50.44000
LogP: 0.58440
Synthetic route
39131-44-7

5-bromomethyl-furan-2-carbaldehyde

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With water at 25℃; for 1h;100%
With ethanol; silver nitrate
With ethanol; water; barium carbonate
With ethanol; silver(I) acetate at 80℃;
57-48-7

D-Fructose

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With tetraethylammonium bromide; water at 80 - 100℃; for 0.416667h;100%
With tetraethylammonium bromide In water at 80 - 100℃; for 0.666667h; Inert atmosphere;100%
With sulfonated polyphenylene sulfide sulfone catalyst In dimethyl sulfoxide at 20 - 90℃; for 1.33333h; Temperature;100%
57-50-1

Sucrose

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With H-Beta catalyst In dimethyl sulfoxide at 119.84℃; for 3h; Solvent; Time; Temperature; Inert atmosphere; Green chemistry;100%
With sodium chloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; water at 180℃; under 15001.5 Torr; for 1.75h; Inert atmosphere;98.2%
lanthanum(III) chloride In dimethyl sulfoxide at 120℃; for 2h; Dehydration;93%
492-61-5

β-D-glucose

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With formic acid; tetrabutylammomium bromide In ethanol; water at 270℃; under 112511 Torr; for 4h; Pressure; Reagent/catalyst;100%
With nickel doped 3D hybrids of reduced graphene oxide In tetrahydrofuran; water at 200℃; Solvent; Temperature; Reagent/catalyst; Microwave irradiation; Sealed tube;95%
With sodium chloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; water at 175℃; under 15001.5 Torr; for 1.75h; Reagent/catalyst; Concentration; Solvent; Inert atmosphere;90.5%
Conditions
ConditionsYield
With Fe-based metal-organic framework Fe/C-S In ethanol at 100℃; under 750.075 Torr; for 2h; Inert atmosphere;99%
With 1-butyl-3-methylimidazolium chloride In ethanol at 50℃; for 2h; Solvent;97.4%
With Amberlyst-15 In dimethyl sulfoxide at 120℃; for 1.5h; Temperature; Time; Solvent; Reagent/catalyst; Concentration; Inert atmosphere;97.1%
6347-01-9

fructopyranose

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
oxalic acid In dimethyl sulfoxide at 150℃; for 6h; Product distribution / selectivity;99%
With porous composite Al2SnO5 treated with phosphoric acid In N,N-dimethyl-formamide at 100℃; for 8h; Reagent/catalyst; Solvent; Temperature; Green chemistry;95%
With sulfonated carbon sphere solid acid catalyst In dimethyl sulfoxide at 160℃; for 1.5h; Reagent/catalyst; Solvent; Temperature;90%
102390-86-3

5-(2-furaldehyde)methyl formate

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With potassium carbonate In methanol at 50℃;94%

D-fructose

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With N-(4-sulphonic acid)butylpyridinium hydrogen sulphate In dimethyl sulfoxide at 150℃; for 2h; Reagent/catalyst; Solvent; Temperature; Large scale;93.2%
Conditions
ConditionsYield
With sulfuric acid In tetrahydrofuran at 200℃; Catalytic behavior; Reagent/catalyst; Temperature;99%
With [1-(3-sulfonic acid)]propyl-3-methylimidazolium hydrogen sulfate; sodium chloride In tetrahydrofuran; water at 180℃; for 0.05h; Catalytic behavior; Reagent/catalyst; Temperature; Time; Solvent; Autoclave;95%
With mesoscopically assembled sulfated zirconia nanoparticle In dimethyl sulfoxide at 110℃; for 2h; Reagent/catalyst; Time; Temperature; Autoclave; Green chemistry;91.9%
41579-20-8

β-L-fructose

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With phosphotungstic acid at 80℃; for 0.0833333h; Reagent/catalyst; Temperature; Solvent; Ionic liquid; Green chemistry;99%
With sodium chloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; water at 175℃; under 15001.5 Torr; for 0.5h; Inert atmosphere;98.6%
With tin montmorillonite In tetrahydrofuran; dimethyl sulfoxide at 160℃; for 1h;78.1%
With tin (IV) chloride pentahydrate; 1-ethyl-3-methylimidazolium tetrafluoroborate at 100℃; for 3h; Ionic liquid;62%
With cerium(IV) phosphotungstate In water at 443℃; Reagent/catalyst; Temperature; Inert atmosphere; Autoclave;
10551-58-3

5-acetoxymethyl-2-furaldehyde

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With potassium carbonate In methanol for 12h;98%
With potassium carbonate In methanol at 20℃; for 18h;98%
With bis(tri-n-butyltin)oxide In benzene at 80℃; for 8h;92%
470-23-5

D-fructose

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With sulfonate modified hafnium metal organic framework In dimethyl sulfoxide at 100℃; for 1h; Catalytic behavior; Reagent/catalyst; Temperature; Time; chemoselective reaction;98%
With sulfonic acid-functionalized lignin-derived mesoporous carbon In dimethyl sulfoxide at 140℃; for 2h; Kinetics; Temperature; Reagent/catalyst; Inert atmosphere;98%
With 1,3,5-triformylphloroglucinol and 2,5-diaminobenzenesulfonic acid covalent organic framework In dimethyl sulfoxide at 100℃; for 1h; Catalytic behavior; Temperature; Reagent/catalyst; Inert atmosphere; Sealed tube; chemoselective reaction;97%
41847-51-2

fructofuranose

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With 1-methylimidazole hydrogen sulfate; water at 100℃; for 0.166667h; Ionic liquid; Autoclave;98%
With amberlyst-15 In dimethyl sulfoxide; isopropyl alcohol at 110℃; Flow reactor;95%

(L,D)-fructose

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With formaldehyde-acetone resin In dimethyl sulfoxide at 120℃; for 2h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature;97.41%
With dimethyl sulfoxide; isopropyl alcohol at 120℃; for 6h; Solvent; Temperature; Autoclave; Green chemistry;94%
C27H36Cl2CrN2 at 100℃; for 6h; Product distribution / selectivity; Ionic liquid;96 %Chromat.
10489-79-9

α-D-fructofuranose

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With glycerol‑tri(3‑methylimidazolium)trimesylate In neat (no solvent) at 130℃; for 3h; Solvent; Reagent/catalyst; Temperature; Inert atmosphere;97%
With sulfuric acid In 1-methyl-pyrrolidin-2-one at 150℃; for 0.166667h; Concentration; Reagent/catalyst; Temperature; Time; Pressure;90%
With Imidazole-Benzenesulfonic Acid at 100℃; for 0.05h; pH=0.97; Temperature;90.1%
50-99-7

D-glucose

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With sodium chloride In water at 180℃; for 8h; Catalytic behavior; Reagent/catalyst; Solvent;96%
With chromium chloride; 1-butyl-3-methylimidazolium chloride In toluene at 100℃; for 4h;91%
With aluminium(III) triflate; methanesulfonic acid In dimethyl sulfoxide at 120℃; for 6h; Reagent/catalyst;90%
92344-56-4

cellobiose

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With sodium chloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; water at 180℃; under 15001.5 Torr; for 1.75h; Inert atmosphere;94.2%
With porous sulfonated carbonaceous In 2-methyltetrahydrofuran; water at 180℃; for 1h; Time; Microwave irradiation; Green chemistry;30 mol
cellulose

cellulose

A

67-47-0

5-hydroxymethyl-2-furfuraldehyde

B

50-99-7

D-glucose

Conditions
ConditionsYield
With hydrogenchloride; water for 4h; Reactivity; Ionic liquid;A 6%
B 93%
With carbon based mesoporous Sibunit-4-ox In water for 5h;A n/a
B 45%
With water; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride at 160℃; for 2.66667h; Product distribution / selectivity;A 7%
B 32%
inulin

inulin

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With β-cyclodextrin-SO3H In dimethyl sulfoxide at 140℃; for 2h; Inert atmosphere; Green chemistry;92%
With poly(p-styrenesulfonic acid)-grafted carbon nanotubes In dimethyl sulfoxide at 120℃; for 1.5h; Reagent/catalyst; Sealed tube; Green chemistry; chemoselective reaction;87%
With Zr-salen-MCM-41 In dimethyl sulfoxide at 130℃; for 3h; Green chemistry;84.7%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With sulfuric acid; lithium chloride In N,N-dimethyl acetamide; toluene at 80℃; for 3h;92%
2280-44-6

D-Glucose

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With chromium chloride at 100℃; for 0.0166667h; Microwave irradiation; Ionic liquid;91%
With 1-methyl-3-(propyl-3-sulfonic acid)imidazole chloride salt In dimethylsulfoxide-d6 at 20 - 150℃; for 4h; Mechanism; Solvent;90%
With zirconium(IV) oxide In water; dimethyl sulfoxide at 140℃; for 12h; Reagent/catalyst;86.58%
139686-85-4

fructose

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With tetraethylammonium bromide In water at 80 - 100℃; for 0.416667h;91%

N,N'-bis(2-ethyl-5-methylimidazole-4-methylene)ethanolamine

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
Stage #1: N,N'-bis(2-ethyl-5-methylimidazole-4-methylene)ethanolamine In water at 90℃; for 6h;
Stage #2: With sulfuric acid; 1-butyl-3-methylimidazolium chloride at 80℃; for 3h; Temperature; Reagent/catalyst;
91%
7660-25-5

D-fructose

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With choline chloride; toluene-4-sulfonic acid at 80℃; for 1h; Catalytic behavior; Temperature; Concentration;90.7%
With zeolite H-ZSM-5 at 110℃;65%
With niobium(V) oxide In water at 134.84℃; Inert atmosphere;
With phosphotungstic acid immobilized ionic liquids-modified organosilica hollow nanosphere In dimethyl sulfoxide at 100℃; for 2h; Catalytic behavior; Reagent/catalyst; Temperature; Time; Solvent;
1623-88-7

5-chloromethylfurfural

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With iodosylbenzene In water; dimethyl sulfoxide at 55 - 60℃; for 3h;90%
With water
With pyridine N-oxide; copper(l) chloride In water; acetonitrile at 82℃; for 24h; Solvent; Reagent/catalyst;100 %Spectr.
With water; calcium carbonate In 1,4-dioxane at 80℃; for 1h; Reagent/catalyst; Temperature; Time; Solvent;
With sodium dithionite; water; calcium carbonate In 1,4-dioxane; acetone at 80℃; for 0.5h; Reagent/catalyst; Temperature; Solvent;
57-48-7

D-Fructose

A

67-47-0

5-hydroxymethyl-2-furfuraldehyde

B

123-76-2

levulinic acid

Conditions
ConditionsYield
In water; iso-butanol at 180℃; Temperature;A 10%
B 89%
With hydrogenchloride; water In 4-methyl-2-pentanone at 140℃; for 0.25h;A 74%
B n/a
With hydrogenchloride; water In methanol at 140℃; for 1.33333h;A 11%
B 72%
cellulose

cellulose

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With 1-ethyl-3-methyl-1H-imidazol-3-ium chloride In water; dimethyl sulfoxide at 120℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Temperature;88%
With sodium chloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; water at 180℃; under 15001.5 Torr; for 1.75h; Inert atmosphere;86.2%
With ruthenium trichloride In water; iso-butanol at 220℃; under 26252.6 Torr; for 0.583333h; Reagent/catalyst; Solvent; Pressure; Autoclave; Inert atmosphere;83.6%
Conditions
ConditionsYield
With methanesulfonic acid; aluminium(III) chloride hexahydrate at 80℃; Reagent/catalyst;88%
With hydrogenchloride; aluminum (III) chloride; sodium chloride In water at 190℃; for 1h; pH=2.5; Time; Temperature;30.5%

sucrose

67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With 1-methylimidazole hydrogen sulfate; water at 120℃; for 1h; Ionic liquid; Autoclave;87%

1,6-di-O-acetyl-D-fructofuranose

A

67-47-0

5-hydroxymethyl-2-furfuraldehyde

B

10551-58-3

5-acetoxymethyl-2-furaldehyde

Conditions
ConditionsYield
With sulfuric acid In dimethyl sulfoxide at 120℃; for 2h; Solvent; Reagent/catalyst; Acidic conditions;A 10.4%
B 86.6%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

1883-75-6

2,5-bis-(hydroxymethyl)furan

Conditions
ConditionsYield
With hydrogen; 3mol% Pt/C In ethanol at 20℃; under 3750.38 Torr; for 48h; Product distribution / selectivity;100%
With methanol; magnesium oxide at 160℃; under 750.075 Torr; for 3h; Meerwein-Ponndorf-Verley Reduction; Autoclave; Inert atmosphere; chemoselective reaction;100%
With sodium tetrahydroborate In water100%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

6338-41-6

5-hydroxymethyl-furan-2-carboxylic acid

Conditions
ConditionsYield
With nicotinamide adenine dinucleotide; sodium hydroxide In aq. phosphate buffer at 35℃; for 0.5h; pH=8.5; Reagent/catalyst; Enzymatic reaction;100%
With oxygen; sodium hydroxide In water at 20℃; Temperature;99%
With NADH oxidase and vanillin dehydrogenase 2 co-expressed in Escherichia coli cells In aq. phosphate buffer at 30℃; for 2h; pH=7; Reagent/catalyst; Microbiological reaction;99%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

3238-40-2

furan-2,5-dicarboxylic acid

Conditions
ConditionsYield
With Mg-Al hydrotalcite; oxygen In water at 140℃; under 750.075 Torr; for 38h; Autoclave;100%
With sodium carbonate at 80 - 120℃; under 30003 Torr; for 4h; Temperature; Reagent/catalyst;100%
With oxygen at 80℃; under 750.075 Torr; for 30h; Catalytic behavior; Time;100%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

18162-48-6

tert-butyldimethylsilyl chloride

155108-06-8

5-(((tert-butyldimethylsilyl)oxy)methyl)furan-2-carbaldehyde

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃; for 24h; Inert atmosphere;100%
Stage #1: 5-hydroxymethyl-2-furfuraldehyde With 1H-imidazole In dichloromethane at 20℃; for 0.25h; Inert atmosphere;
Stage #2: tert-butyldimethylsilyl chloride In dichloromethane at 20℃; Inert atmosphere; Darkness;
99%
With potassium carbonate In dichloromethane at 20℃; for 12h;99%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

823-82-5

2,5-diformylfurane

Conditions
ConditionsYield
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%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

625-86-5

2,5-dimethylfuran

Conditions
ConditionsYield
With hydrogen under 2250.23 Torr; for 15h;100%
With CuZnCo-2.5 In ethanol at 200℃; for 0.5h; Temperature; Reagent/catalyst; Solvent; Autoclave;99.8%
With hydrogen at 160℃; under 7500.75 Torr; for 1.5h; Catalytic behavior; Time; chemoselective reaction;98.1%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

3213-79-4

N,N'-dimethyl-1,2-phenylenediamine

(5-(1,3-dimethyl-2,3-dihydro-1H-benzo[d]imidazol-2-yl)furan-2-yl)methanol

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In water at 20℃; for 0.0333333h;100%
109-01-3

1-methyl-piperazine

67-47-0

5-hydroxymethyl-2-furfuraldehyde

(5-(bis(4-methylpiperazin-1-yl)methyl)furan-2-yl)methanol

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In water at 20℃; for 0.0333333h;100%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

111-33-1

1,3-bis(methylamino)propane

(5-(1,3-dimethylhexahydropyrimidin-2-yl)furan-2-yl)methanol

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In water at 20℃; for 0.0333333h;100%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

39131-44-7

5-bromomethyl-furan-2-carbaldehyde

Conditions
ConditionsYield
With trimethylsilyl bromide In 1,1,2-trichloroethane for 3h; Ambient temperature;99%
With hydrogen bromide In 1,2-dichloro-ethane at 20℃; for 24h; Temperature;92%
With trimethylsilyl bromide In chloroform at 45℃; for 6h;88%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

88910-22-9

5-hydroxymethylfuran-2-ylmethylamine

Conditions
ConditionsYield
With ammonium hydroxide; Ni6AlO(z); hydrogen at 100℃; under 750.075 Torr; for 6h; Catalytic behavior; Reagent/catalyst; Pressure; Temperature; Autoclave;99%
With ammonium hydroxide; hydrogen In water at 60℃; under 15001.5 Torr; for 1h; Autoclave;99%
With ammonia; hydrogen In methanol at 30℃; for 24h; Autoclave;93%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

14694-95-2

Wilkinson's catalyst

A

98-00-0

(2-furyl)methyl alcohol

B

15318-33-9, 16353-77-8, 13938-94-8

chlorocarbonylbis(triphenylphosphine)rhodium(I)

Conditions
ConditionsYield
In further solvent(s) argon-filled glovebox, durene, bibenzyl, heating 24h at 70°C; detn. of products by GC;A 99%
B n/a
In further solvent(s) argon-filled glovebox, durene, bibenzyl, heating 2h at 70°C; detn. of products by GC;A 48%
B n/a
67-56-1

methanol

67-47-0

5-hydroxymethyl-2-furfuraldehyde

4282-32-0

furan-2,5-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With oxygen at 120℃; under 7500.75 Torr; for 12h; Reagent/catalyst; Autoclave;99%
With oxygen; potassium carbonate at 20℃; under 760.051 Torr; for 3h; Reagent/catalyst; Sealed tube;96%
With oxygen at 80℃; under 1500.15 Torr; for 4h; Reagent/catalyst; Pressure; Temperature; Autoclave;96%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

Conditions
ConditionsYield
With hydrogen; Raney Nickel In methanol at 100℃; under 37503.8 - 67506.8 Torr; for 15.5h; Product distribution / selectivity; Autoclave;99%
With hydrogen In methanol at 100℃; under 61506.2 Torr; for 16h; Reagent/catalyst; Autoclave; Sealed tube;97.3%
With hydrogen; acetic acid In water at 39.84℃; for 2h; Inert atmosphere;96%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

1883-75-6

2,5-bis-(hydroxymethyl)furan

B

6338-41-6

5-hydroxymethyl-furan-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: 5-hydroxymethyl-2-furfuraldehyde With potassium hydroxide Cannizzaro Reaction; Milling; Inert atmosphere; Sealed tube; Green chemistry;
Stage #2: With hydrogenchloride In water for 0.0833333h; Reagent/catalyst; Time; Green chemistry;
A 99%
B 99%
With sodium dithionite; sodium hydroxide In water Cannizzaro Reaction;A 96%
B 94%
With sodium hydroxide In water; isopropyl alcohol at 20℃; for 16h; Solvent; Cannizzaro Reaction; Microwave irradiation;A 30%
B 31 %Chromat.
67-47-0

5-hydroxymethyl-2-furfuraldehyde

64-17-5

ethanol

539-88-8

4-oxopentanoic acid ethyl ester

Conditions
ConditionsYield
With Amberlyst 15 at 140℃; for 5h;99%
With naphthalene; N,N,N-triethyl-N-butanesulfonic acid ammonium hydrogen sulfate at 140℃; for 24h;85%
With Amberlyst-15 at 120℃;74%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

109-77-3

malononitrile

C9H4N2O2

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; sodium nitrite Knoevenagel Condensation;99%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

625-86-5

2,5-dimethylfuran

B

1333-74-0

hydrogen

Conditions
ConditionsYield
With ethanol at 210℃; for 5h; Reagent/catalyst; Autoclave;A 99%
B n/a
67-47-0

5-hydroxymethyl-2-furfuraldehyde

69924-30-7

5-hydroxymethyl-tetrahydrofuran-2-carbaldehyde

Conditions
ConditionsYield
With hydrogen In water at 80℃; under 22502.3 Torr; for 5h;99%
With hydrogen In water at 30℃; under 1500.15 Torr; for 4h; Pressure; Temperature; Reagent/catalyst;
67-47-0

5-hydroxymethyl-2-furfuraldehyde

4229-44-1

N-methylhydroxyamine hydrochloride

(Z)-1-(5-(hydroxymethyl)furan-2-yl)-N-methylmethanimine oxide

Conditions
ConditionsYield
With sodium hydrogencarbonate; magnesium sulfate In isopropyl alcohol at 20℃; for 16h;99%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

57497-39-9

N-tertbutylhydroxylamine hydrochloride

(Z)-N-tert-butyl-1-(5-(hydroxymethyl)furan-2-yl)methanimine oxide

Conditions
ConditionsYield
With sodium hydrogencarbonate; magnesium sulfate In isopropyl alcohol at 20℃; for 16h;99%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

7389-38-0

cirsiumaldehyde

Conditions
ConditionsYield
With HZ-5 molecular sieves at 100℃; under 750.075 Torr; for 8h; Reagent/catalyst;98%
With ytterbium(III) triflate In toluene at 110℃; for 12h; Reagent/catalyst; Temperature; Solvent;98%
at 100℃; for 10h; Time; Molecular sieve;96%
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  • 5-Hydroxymethylfurfural

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    67-47-0

    5-Hydroxymethylfurfural

    Min.Order: 1 Gram

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Chemistry

Molecular Structure of 5-Oxymethylfurfurole (CAS NO.67-47-0):

IUPAC Name: 5-(Hydroxymethyl)furan-2-carbaldehyde 
Molecular Formula: C6H6O3
Molecular Weight: 126.11
EINECS: 200-654-9
Melting Point: 28-34 °C(lit.)
storage temp.: 2-8 °C
Index of Refraction: 1.563
Molar Refractivity: 31.75 cm3
Molar Volume: 97.7 cm3
Surface Tension: 50 dyne/cm
Density: 1.29 g/cm3
Flash Point: 79.4 °C
Enthalpy of Vaporization: 56.07 kJ/mol
Boiling Point: 291.5 °C at 760 mmHg
Vapour Pressure: 0.000891 mmHg at 25 °C
Solubility: highly water-soluble
Sensitive: Air & Light Sensitive
Appearance: Beige Coloured Crystalline Solid
Classification Code: Mutation data; Tumor data 
Product Categories: Aromatic Aldehydes & Derivatives (substituted); Aldehydes; Furans, Benzofurans & Dihydrobenzofurans; API intermediates; Detergents; furnan Flavor; Intermediates & Fine Chemicals; Mutagenesis Research Chemicals; Pharmaceuticals; Furans, Benzofurans & Dihydrobenzofurans

History

 5-Oxymethylfurfurole (CAS NO.67-47-0) was studied by French chemist Louis Maillard in 1912 in studies on non-enzymatic reactions of glucose.

Uses

 5-Oxymethylfurfurole (CAS NO.67-47-0) can be converted to 2,5-Dimethylfuran (DMF), which is a liquid biofuel that in certain ways is superior to ethanol. Oxidation of 5-Oxymethylfurfurole also gives 2,5-Furandicarboxylic acid, which has been proposed as a replacement terephthalic acid for the production of plastics. It has been found to bind specifically with intracellular sickle hemoglobin (HbS). Preliminary in vivo studies using transgenic sickle mice showed that orally administered it inhibits the formation of sickled cells in the blood.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 2500mg/kg (2500mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD National Technical Information Service. Vol. OTS0544683,

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Safety Information of 5-Oxymethylfurfurole (CAS NO.67-47-0):
Hazard Codes: IrritantXi
Risk Statements: 36/37/38-52/53 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 26-36-24/25 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S24/25:Avoid contact with skin and eyes.
WGK Germany: 2
RTECS: LT7031100

Specification

  5-Oxymethylfurfurole (CAS NO.67-47-0), its Synonyms are 2-Hydroxymethyl-5-furfural ; 5-(Hyddroxymethyl)furfurole ; 5-(Hydroxymethyl)-2-furancarbonal ; 5-(Hydroxymethyl)-2-furancarboxaldehyde ; 5-(Hydroxymethyl)-2-furfural ; 5-(Hydroxymethyl)-2-furfuraldehyde ; 5-(Hydroxymethyl)furfural ; 5-Hydroxymethyl-2-formylfuran ; 5-Hydroxymethylfuraldehyde ; 5-Hydroxymethylfuran-2-aldehyde ; Hydroxymethylfurfural ; Hydroxymethylfurfuralaldehyde ; Hydroxymethylfurfuraldehyde ; Hydroxymethylfurfurole .