Product Name

  • Name

    2,5-Furandimethanol

  • EINECS 217-544-1
  • CAS No. 1883-75-6
  • Article Data153
  • CAS DataBase
  • Density 1.283 g/cm3
  • Solubility
  • Melting Point 74-77 °C
  • Formula C6H8O3
  • Boiling Point 275.4 °C at 760 mmHg
  • Molecular Weight 128.128
  • Flash Point 120.3 °C
  • Transport Information
  • Appearance Off-white to pale yellow solid
  • Safety 24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 1883-75-6 (2,5-Furandimethanol)
  • Hazard Symbols
  • Synonyms 2,5-Bis(hydroxymethyl)furan;2,5-Di(hydroxymethyl)furan;5-(Hydroxymethyl)furfuryl alcohol;FaRez 6305;NSC40737;NSC 524614;
  • PSA 53.60000
  • LogP 0.26420

Synthetic route

5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

2,5-bis-(hydroxymethyl)furan
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%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

B

5-hydroxymethyl-furan-2-carboxylic acid
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.
5-hydroxymethyl-tetrahydrofuran-2-carbaldehyde
69924-30-7

5-hydroxymethyl-tetrahydrofuran-2-carbaldehyde

B

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

Conditions
ConditionsYield
With hydrogen In 1,4-dioxane at 60℃; under 45004.5 Torr; for 6h; Catalytic behavior; Reagent/catalyst; Overall yield = 100 %;A 96.2%
B 3.6%
2,5-diformylfurane
823-82-5

2,5-diformylfurane

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol Cooling;94%
Stage #1: 2,5-diformylfurane With phenylsilane; caesium carbonate In 2-methyltetrahydrofuran at 25℃; for 1h; Green chemistry;
Stage #2: With ethanol In 2-methyltetrahydrofuran at 80℃; for 2h; Green chemistry; chemoselective reaction;
87%
With trans-Ru(mer-2-(4-phenyl-1H-1,2,3-triazol-1-yl)-N-(pyridin-2-ylmethyl)ethan-1-amine)(PPh3)Cl2; potassium tert-butylate; hydrogen In tetrahydrofuran at 80℃; under 7500.75 Torr; Autoclave; Sealed tube;52%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

5-Methylfurfural
620-02-0

5-Methylfurfural

B

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

Conditions
ConditionsYield
With hydrogen; 20Cu/Al2O3 In methanol at 130℃; under 22502.3 Torr; for 1h; Catalytic behavior; Solvent;A 6.62%
B 93.01%
With water; hydrogen at 160℃; under 30003 Torr; for 4h; Autoclave;
With hydrogen In ethanol at 100℃; under 37503.8 Torr; for 6h; Autoclave;
5-acetoxymethyl-2-furaldehyde
10551-58-3

5-acetoxymethyl-2-furaldehyde

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 20℃; for 0.5h;92%
Stage #1: 5-acetoxymethyl-2-furaldehyde With sodium tetrahydroborate In ethanol at 0 - 20℃; for 48h;
Stage #2: With hydrogenchloride In ethanol at 0℃; pH=4;
91%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

isopropyl alcohol
67-63-0

isopropyl alcohol

A

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

B

2,5-bis[(1-methylethoxy)methyl]furan

2,5-bis[(1-methylethoxy)methyl]furan

Conditions
ConditionsYield
With ZnO-ZrO2/USY(Si/Al-7) at 180℃; for 2.5h; Reagent/catalyst; Autoclave;A 6.6%
B 91.4%
With ZrO2/Beta1401 at 150℃; for 2.5h; Reagent/catalyst; Autoclave;A 22.8%
B 16.4%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

B

5-hydroxymethylfuran-2-carboxylic acid sodium
1356930-86-3

5-hydroxymethylfuran-2-carboxylic acid sodium

Conditions
ConditionsYield
With sodium hydroxide In water at 0 - 20℃; for 19h; Reagent/catalyst; Solvent; Temperature; Concentration; Cannizzaro Reaction; Green chemistry;A 90%
B 85%
(5-(1,3-dioxan-2-yl)furan-2-yl)methanol

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

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

Conditions
ConditionsYield
With NiRe0.5/TiO2; hydrogen; sodium carbonate In water at 40℃; under 37503.8 Torr; for 4h; pH=10.4; Reagent/catalyst; pH-value; Autoclave; Glovebox;89%
Multi-step reaction with 2 steps
1: sodium carbonate; Ni/TiO2; hydrogen / water / 4 h / 40 °C / 37503.8 Torr / pH 10.4 / Autoclave; Glovebox
2: Ni/TiO2; hydrogen / water / 4 h / 40 °C / 37503.8 Torr / Autoclave; Glovebox
View Scheme
Multi-step reaction with 2 steps
1: NiRe0.5/TiO2; hydrogen / water / 4 h / 40 °C / 37503.8 Torr / pH 7 / Autoclave; Glovebox
2: Ni/TiO2; hydrogen / water / 4 h / 40 °C / 37503.8 Torr / Autoclave; Glovebox
View Scheme
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

ethanol
64-17-5

ethanol

A

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

B

2,5-furandimethanol diethyl ether
99181-63-2

2,5-furandimethanol diethyl ether

Conditions
ConditionsYield
With BaO-ZrO2/SBA-15 at 150℃; for 4h; Reagent/catalyst; Time; Temperature; Autoclave;A 88.6%
B 5.2%
5-acetoxymethyl-2-furaldehyde
10551-58-3

5-acetoxymethyl-2-furaldehyde

A

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

B

5-hydroxymethyl-furan-2-carboxylic acid
6338-41-6

5-hydroxymethyl-furan-2-carboxylic acid

Conditions
ConditionsYield
With water; sodium hydroxide at 0℃; Cannizzaro Reaction;A 86%
B 76%
(5-(1,3-dioxan-2-yl)furan-2-yl)methanol

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

B

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

Conditions
ConditionsYield
With NiRe2/TiO2; hydrogen; sodium carbonate In water at 40℃; under 37503.8 Torr; for 4h; pH=10.2; Reagent/catalyst; Autoclave; Glovebox;A 6.9%
B 86%
Multi-step reaction with 2 steps
1: NiRe0.5/TiO2; hydrogen / water / 4 h / 40 °C / 37503.8 Torr / pH 7 / Autoclave; Glovebox
2: NiRe0.5/TiO2; hydrogen / water / 4 h / 40 °C / 37503.8 Torr / Autoclave; Glovebox
View Scheme
Multi-step reaction with 2 steps
1: sodium carbonate; Ni/TiO2; hydrogen / water / 4 h / 40 °C / 37503.8 Torr / pH 10.4 / Autoclave; Glovebox
2: NiRe0.5/TiO2; hydrogen / water / 4 h / 40 °C / 37503.8 Torr / Autoclave; Glovebox
View Scheme
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

ethanol
64-17-5

ethanol

A

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

B

5-(hydroxymethyl)-furfural diethyl acetal
195962-50-6

5-(hydroxymethyl)-furfural diethyl acetal

Conditions
ConditionsYield
With ZrO(OH)2 In ethanol at 109.84℃; for 2h; Time; Inert atmosphere;A 85.3%
B 11.4%
With hydrogen at 60℃; under 10343.2 Torr; for 5h; Autoclave;A 82%
B 8%
With hafnium-beta zeolite In water at 119.84℃; under 5933.09 Torr; for 4h;A 13%
B 6%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

B

cis-2,5-bis(hydroxymethyl)tetrahydrofuran
2144-40-3

cis-2,5-bis(hydroxymethyl)tetrahydrofuran

trans-2,5-bis(hydroxymethyl)tetrahydrofuran
104-80-3, 1122-89-0, 2144-40-3, 81370-88-9, 81370-89-0

trans-2,5-bis(hydroxymethyl)tetrahydrofuran

Conditions
ConditionsYield
With hydrogen In ethanol at 120℃; under 52505.3 Torr; for 3h; Reagent/catalyst; Autoclave;A 85%
B n/a
C n/a
With palladium/alumina; hydrogen In ethanol at 120℃; under 52505.3 Torr; for 3h; Reagent/catalyst; Autoclave;A 1%
B n/a
C n/a
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

B

2-hydroxymethyl-5-methylfuran
3857-25-8

2-hydroxymethyl-5-methylfuran

Conditions
ConditionsYield
With Cu(66)-ZnO; hydrogen In butan-1-ol at 100℃; under 11251.1 Torr; for 4h; Reagent/catalyst;A 85%
B 6%
With hydrogen In water at 35℃; under 6000.6 Torr; for 0.166667h; Solvent; Autoclave;
With hydrogen In 1,4-dioxane at 220℃; under 22502.3 Torr; for 5h; Autoclave;A 81 %Chromat.
B 10 %Chromat.
With hydrogen In isopropyl alcohol at 110℃; under 7500.75 Torr; for 24h; Reagent/catalyst; Autoclave; chemoselective reaction;A 86 %Chromat.
B 10 %Chromat.
methanol
67-56-1

methanol

5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

B

2,5-furandimethanol dimethyl ether
18801-76-8

2,5-furandimethanol dimethyl ether

Conditions
ConditionsYield
With BaO-ZrO2/SBA-15 at 100℃; for 2.5h; Autoclave;A 78.7%
B 9.6%
With MgO-ZrO2/SBA-15 at 100℃; for 2.5h; Autoclave;A 64.6%
B 17.6%
(5-(1,3-dioxan-2-yl)furan-2-yl)methanol

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

B

5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

C

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

Conditions
ConditionsYield
With NiRe0.5/TiO2; hydrogen In water at 40℃; under 37503.8 Torr; for 4h; pH=7; Autoclave; Glovebox;A 5%
B 8.5%
C 78.7%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

B

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

Conditions
ConditionsYield
With hydrogen In methanol at 100℃; under 61506.2 Torr; for 16h; Reagent/catalyst; Autoclave; Sealed tube;A 78%
B 17%
With Ni0.53Al0.47O1.10H0.39; hydrogen In water at 79.84℃; under 15001.5 Torr; for 6h; Kinetics; Temperature; Autoclave; Inert atmosphere;A 71%
B 25%
With hydrogen In water at 40℃; under 60006 Torr; for 1h; Reagent/catalyst; Autoclave;A 34.7%
B n/a
2,5-diformylfurane
823-82-5

2,5-diformylfurane

A

5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

B

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

Conditions
ConditionsYield
With nickel(II) oxide; isopropyl alcohol In neat (no solvent) at 150℃; for 4h; Sealed tube;A 16.7%
B 76.9%
With isopropyl alcohol at 180℃; for 4h;A 23.2%
B 70.6%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

B

5-Methylfurfural
620-02-0

5-Methylfurfural

C

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

D

C7H10O

C7H10O

E

2,2′-(1,2-ethanediyl)bis [5-methylfuran]
121709-55-5

2,2′-(1,2-ethanediyl)bis [5-methylfuran]

Conditions
ConditionsYield
With hydrogen In tetrahydrofuran at 130℃; under 7500.75 Torr; for 24h; Pressure; Temperature; Reagent/catalyst; Time; Autoclave; High pressure;A 76%
B n/a
C n/a
D n/a
E n/a
(5-Hydroxymethyl-furan-2-yl)-acetaldehyde

(5-Hydroxymethyl-furan-2-yl)-acetaldehyde

B

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

Conditions
ConditionsYield
With ruthenium-carbon composite; hydrogen; 1-butyl-3-methylimidazolium chloride In water at 50℃; under 37503.8 Torr; for 6h; Reagent/catalyst; Pressure; Temperature;A 74.3%
B 20.1%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

B

1-hydroxyl-2,5-hexanedione
65313-46-4

1-hydroxyl-2,5-hexanedione

C

2,5-hexanedione
110-13-4

2,5-hexanedione

Conditions
ConditionsYield
With hydrogen In water at 139.84℃; under 30003 Torr; for 2h; Reagent/catalyst; Autoclave;A 8%
B 67%
C 6%
With palladium on activated carbon; water; hydrogen; acetic acid at 89.84℃; under 30003 Torr; for 1h; Autoclave;A n/a
B 57%
C n/a
With platinum on activated charcoal; hydrogen In water at 139.84℃; under 30003 Torr; for 2h; Reagent/catalyst; Autoclave;A 44%
B 10%
C 7%
With water In aq. buffer at 20℃; pH=2; Reagent/catalyst; Electrochemical reaction;A 6.32 mmol
B 1.98 mmol
C 1.3 mmol
formic acid
64-18-6

formic acid

α-D-fructofuranose
10489-79-9

α-D-fructofuranose

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

Conditions
ConditionsYield
With Co-MNC (cobalt supported azacarbon catalyst) In 1,4-dioxane; water at 130℃; under 3750.38 - 7500.75 Torr; for 12h; Temperature; Reagent/catalyst; High pressure; Inert atmosphere;65%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

ethanol
64-17-5

ethanol

A

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

B

(5-(ethoxymethyl)furan-2-yl)methanol
113983-97-4

(5-(ethoxymethyl)furan-2-yl)methanol

C

2,5-furandimethanol diethyl ether
99181-63-2

2,5-furandimethanol diethyl ether

Conditions
ConditionsYield
With ZrO(OH)2 In ethanol at 189.84℃; for 2h; Time; Inert atmosphere;A 63.8%
B 24.7%
C n/a
methanol
67-56-1

methanol

5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

B

(5-(methoxymethyl)furan-2-yl)methanol
934-93-0

(5-(methoxymethyl)furan-2-yl)methanol

C

2,5-furandimethanol dimethyl ether
18801-76-8

2,5-furandimethanol dimethyl ether

Conditions
ConditionsYield
With hydrogen at 120℃; under 15001.5 Torr; Temperature; Autoclave;A 8.4%
B 28.4%
C 62.3%
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

formaldehyd
50-00-0

formaldehyd

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

Conditions
ConditionsYield
Stage #1: (2-furyl)methyl alcohol With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 0.5h; Inert atmosphere;
Stage #2: formaldehyd In tetrahydrofuran; hexane at -78 - 20℃; for 2h; Inert atmosphere;
58%
Stage #1: (2-furyl)methyl alcohol With n-butyllithium In tetrahydrofuran; hexane at -78 - 0℃;
Stage #2: formaldehyd In tetrahydrofuran; hexane at -78 - 20℃;
With Fe2O3-CoO2-CuO2/ZrO2 supported catalyst In water at 35℃; for 60h; Green chemistry;
furan-2,5-dicarboxylic acid dimethyl ester
4282-32-0

furan-2,5-dicarboxylic acid dimethyl ester

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

Conditions
ConditionsYield
With C15H29MnNO3P2(1+)*Br(1-); potassium tert-butylate; hydrogen In 1,4-dioxane at 120℃; under 22502.3 Torr; for 48h; Inert atmosphere; Autoclave;58%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

formic acid
64-18-6

formic acid

A

2,5-dimethyltetrahydrofuran
1003-38-9

2,5-dimethyltetrahydrofuran

B

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

C

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

D

5-(2-furaldehyde)methyl formate
102390-86-3

5-(2-furaldehyde)methyl formate

E

2-(formyloxy)methyl-5-(hydroxymethyl)furan
1253934-87-0

2-(formyloxy)methyl-5-(hydroxymethyl)furan

F

2,5-hexanedione
110-13-4

2,5-hexanedione

Conditions
ConditionsYield
With gold nanoparticles anchored on tetragonal-phase zirconia In toluene at 140℃; under 760.051 Torr; for 0.5h; Solvent; Inert atmosphere;A n/a
B 58%
C n/a
D 8 %Chromat.
E n/a
F n/a
(5-(1,3-dioxan-2-yl)furan-2-yl)methanol

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

A

5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

B

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

Conditions
ConditionsYield
With Ni/TiO2; hydrogen; sodium carbonate In water at 40℃; under 37503.8 Torr; for 4h; pH=10.4; Reagent/catalyst; pH-value; Autoclave; Glovebox;A 56%
B 34.1%
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

2,5-[(di-tert-butyldimethylsiloxy)methyl]furan
349648-88-0

2,5-[(di-tert-butyldimethylsiloxy)methyl]furan

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 25℃; for 16h;100%
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

Conditions
ConditionsYield
With hydrogen In isopropyl alcohol at 40℃; for 3h; Green chemistry;100%
With hydrogen In water; isopropyl alcohol at 110℃; under 36201.3 Torr; for 3h;97%
With palladium on activated carbon; hydrogen In ethanol at 80 - 130℃; under 30003 - 75007.5 Torr; for 12h; Temperature; Pressure; Autoclave;95%
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

2,5-diformylfurane
823-82-5

2,5-diformylfurane

Conditions
ConditionsYield
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-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

furan-2,5-dicarboxylic acid
3238-40-2

furan-2,5-dicarboxylic acid

Conditions
ConditionsYield
With oxygen; sodium hydrogencarbonate In water at 90℃; for 10h; Catalytic behavior;99%
With C24H33IrN4O3; water; sodium carbonate for 18h; Reflux;88%
With recombinant 5-hydroxymethylfurfural oxidase In aq. phosphate buffer at 25℃; for 15h; pH=7; Enzymatic reaction;4.4%
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

hexanoic acid
142-62-1

hexanoic acid

A

hexanoic acid 1,1’-[2,5-furandiylbis(methylene)] ester

hexanoic acid 1,1’-[2,5-furandiylbis(methylene)] ester

B

[5-(hydroxymethyl)furan-2-yl]methyl hexanoate

[5-(hydroxymethyl)furan-2-yl]methyl hexanoate

Conditions
ConditionsYield
With lipase B from Candida antarctica immobilized on macroporous acrylic resin In 2-methyltetrahydrofuran at 35℃; for 11h; Catalytic behavior; Time; Temperature; Reagent/catalyst; Molecular sieve; Sealed tube; Enzymatic reaction;A 99%
B n/a
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

Octanoic acid
124-07-2

Octanoic acid

A

octanoic acid 1,1’-[2,5-furandiylbis(methylene)] ester

octanoic acid 1,1’-[2,5-furandiylbis(methylene)] ester

B

[5-(hydroxymethyl)furan-2-yl]methyl octanoate

[5-(hydroxymethyl)furan-2-yl]methyl octanoate

Conditions
ConditionsYield
With lipase B from Candida antarctica immobilized on macroporous acrylic resin In 2-methyltetrahydrofuran at 35℃; for 24h; Molecular sieve; Sealed tube; Enzymatic reaction;A 99%
B n/a
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

acetic anhydride
108-24-7

acetic anhydride

2,5-bis(hydroxymethyl)furan diacetate
5076-10-8

2,5-bis(hydroxymethyl)furan diacetate

Conditions
ConditionsYield
With pyridine at 24℃; for 6h;98%
With pyridine In acetonitrile at 20℃; for 3h; Inert atmosphere;92%
With pyridine In 2-methyltetrahydrofuran at 24℃; for 24h; Autoclave;86%
lauric acid
143-07-7

lauric acid

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

C30H52O5

C30H52O5

Conditions
ConditionsYield
With 6CHO3(1-)*2Sb(3+) at 200℃; for 11h; Inert atmosphere;98%
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

Conditions
ConditionsYield
With tetradecane; hydrogen In ethanol at 200℃; under 22502.3 Torr; for 15h; Reagent/catalyst; Temperature; Pressure;97.6%
With formic acid; sulfuric acid; palladium on carbon In tetrahydrofuran for 15h; Reflux;
With formic acid; sulfuric acid; palladium on activated charcoal In tetrahydrofuran for 15h; Reflux;
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

vinyl caproate
3050-69-9

vinyl caproate

hexanoic acid 1,1’-[2,5-furandiylbis(methylene)] ester

hexanoic acid 1,1’-[2,5-furandiylbis(methylene)] ester

Conditions
ConditionsYield
With lipase B from Candida antarctica immobilized on macroporous acrylic resin In 2-methyltetrahydrofuran at 35℃; for 0.5h; Molecular sieve; Sealed tube; Enzymatic reaction;97%
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

6-hydroxy-6-(hydroxymethyl)-2H-pyran-3(6H)-one
120040-07-5

6-hydroxy-6-(hydroxymethyl)-2H-pyran-3(6H)-one

Conditions
ConditionsYield
With dihydrogen peroxide In water at 30℃; for 0.5h; Temperature; Reagent/catalyst; Molecular sieve;95.2%
With oxygen; 5,15,10,20-tetraphenylporphyrin; triphenylphosphine 1.) acetone, irradiation, -70 deg C, 2 h, 2.) -70 deg C, 10 min; Yield given. Multistep reaction;
With 3,3-dimethyldioxirane In acetone Ambient temperature;
With choline chloride; 3-chloro-benzenecarboperoxoic acid for 1h; Achmatowicz Reaction; Milling;
methanol
67-56-1

methanol

2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

2,5-furandimethanol dimethyl ether
18801-76-8

2,5-furandimethanol dimethyl ether

Conditions
ConditionsYield
With 2% Sn-ZSM-5 at 120℃; for 6h; Autoclave;95.13%
With dual acidic Glu-TsOH-Ti catalyst at 70℃; for 8h;89%
With Hβ (Si/Al=25) at 120℃; under 15001.5 Torr; for 1h; Inert atmosphere; Autoclave;80.5%
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

1-decanoic acid
334-48-5

1-decanoic acid

2,5-furandimethanol didecyl ester

2,5-furandimethanol didecyl ester

Conditions
ConditionsYield
With sulfonic acid ionic resin at 100℃; Reagent/catalyst; Temperature;95.04%
With tin(IV) oxide In toluene for 8h; Reflux;
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

bromopentene
1119-51-3

bromopentene

2,5-bis(pent-4-enyloxymethyl)furan

2,5-bis(pent-4-enyloxymethyl)furan

Conditions
ConditionsYield
With potassium hydroxide; Aliquat 336 In water at 85℃; for 24h; Williamson reaction;95%
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

epichlorohydrin
106-89-8

epichlorohydrin

2,5-bis((oxiran-2-ylmethoxy)-methyl)furan
1269765-69-6

2,5-bis((oxiran-2-ylmethoxy)-methyl)furan

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water at 0 - 20℃; Temperature; Reagent/catalyst; Solvent;95%
With tetrabutylammomium bromide; sodium hydroxide at 50℃; for 2h; Inert atmosphere;85%
Stage #1: 2,5-bis-(hydroxymethyl)furan; epichlorohydrin With tetra(n-butyl)ammonium hydrogensulfate at 60℃; for 4h; Inert atmosphere;
Stage #2: With sodium hydroxide In water at 50℃; for 2h;
60%
Stage #1: 2,5-bis-(hydroxymethyl)furan; epichlorohydrin at 80℃; under 206.271 Torr; for 0.5h; Dean-Stark;
Stage #2: With sodium hydroxide In water for 3.58333h;
79.6 %Chromat.
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

1-dodecylbromide
143-15-7

1-dodecylbromide

2,5-bis((dodecyloxy)methyl)furan

2,5-bis((dodecyloxy)methyl)furan

Conditions
ConditionsYield
With potassium hydroxide; Aliquat 336 at 180℃; for 0.166667h; Irradiation;94%
Stage #1: 2,5-bis-(hydroxymethyl)furan With potassium tert-butylate In dimethyl sulfoxide at -10℃; for 0.5h;
Stage #2: 1-dodecylbromide In dimethyl sulfoxide at -10 - 20℃; Inert atmosphere;
39%
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

methyl iodide
74-88-4

methyl iodide

2,5-furandimethanol dimethyl ether
18801-76-8

2,5-furandimethanol dimethyl ether

Conditions
ConditionsYield
Stage #1: 2,5-bis-(hydroxymethyl)furan With sodium hydride In tetrahydrofuran at 20℃; for 0.333333h;
Stage #2: methyl iodide In tetrahydrofuran at 20℃; for 14h;
94%
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

butyric acid
107-92-6

butyric acid

A

[5-(hydroxymethyl)furan-2-yl]methyl butyrate

[5-(hydroxymethyl)furan-2-yl]methyl butyrate

B

butanoic acid 1,1’-[2,5-furandiylbis(methylene)] ester

butanoic acid 1,1’-[2,5-furandiylbis(methylene)] ester

Conditions
ConditionsYield
With lipase B from Candida antarctica immobilized on macroporous acrylic resin In 2-methyltetrahydrofuran at 35℃; for 24h; Molecular sieve; Sealed tube; Enzymatic reaction;A n/a
B 94%
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

hexadecanyl bromide
112-82-3

hexadecanyl bromide

2,5-Bis-hexadecyloxymethyl-furan

2,5-Bis-hexadecyloxymethyl-furan

Conditions
ConditionsYield
With potassium hydroxide; Aliquat 336 at 85℃; for 5h;93%
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

butan-1-ol
71-36-3

butan-1-ol

2,5-furandimethanol dibutyl ether
101099-24-5

2,5-furandimethanol dibutyl ether

Conditions
ConditionsYield
With dual acidic Glu-TsOH-Ti catalyst at 120℃; for 8h;93%
With Amberlyst 15 at 48.04℃; Kinetics; Temperature;
With Amberyst-15 at 60℃; for 10h; Temperature;74 %Chromat.
With Fe2O3-CoO2-CuO2/ZrO2 supported catalyst at 40℃; for 56h; Reagent/catalyst; Green chemistry;
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

A

5-Formyl-2-furancarboxylic acid
13529-17-4

5-Formyl-2-furancarboxylic acid

B

furan-2,5-dicarboxylic acid
3238-40-2

furan-2,5-dicarboxylic acid

Conditions
ConditionsYield
With oxygen; sodium hydrogencarbonate In water at 90℃; for 10h; Catalytic behavior; Reagent/catalyst;A 6%
B 93%
Multi-step reaction with 2 steps
1: recombinant 5-hydroxymethylfurfural oxidase / aq. phosphate buffer / 0.5 h / 25 °C / pH 7 / Enzymatic reaction
2: recombinant 5-hydroxymethylfurfural oxidase / aq. phosphate buffer / 1 h / 25 °C / pH 7 / Enzymatic reaction
View Scheme
Multi-step reaction with 2 steps
1: recombinant 5-hydroxymethylfurfural oxidase / aq. phosphate buffer / 0.5 h / 25 °C / pH 7 / Enzymatic reaction
2: recombinant 5-hydroxymethylfurfural oxidase / aq. phosphate buffer / 4 h / 25 °C / pH 7 / Enzymatic reaction
View Scheme
Multi-step reaction with 2 steps
1: recombinant 5-hydroxymethylfurfural oxidase / aq. phosphate buffer / 1 h / 25 °C / pH 7 / Enzymatic reaction
2: recombinant 5-hydroxymethylfurfural oxidase / aq. phosphate buffer / 1 h / 25 °C / pH 7 / Enzymatic reaction
View Scheme
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccase from Trametes versicolor In aq. phosphate buffer at 25℃; for 24h; pH=6;
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

sodium isocyanate
917-61-3

sodium isocyanate

furan-2,5-diylbis(methylene) dicarbamate

furan-2,5-diylbis(methylene) dicarbamate

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 25 - 41℃; for 0.25h;93%
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

ethanol
64-17-5

ethanol

2,5-furandimethanol diethyl ether
99181-63-2

2,5-furandimethanol diethyl ether

Conditions
ConditionsYield
With dual acidic Glu-TsOH-Ti catalyst at 80℃; for 8h;92%
With 2% Sn-ZSM-5 at 130℃; for 4h; Autoclave;92.1%
With toluene-4-sulfonic acid at 60℃; for 3h;81%
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

benzyl bromide
100-39-0

benzyl bromide

2,5-Bis-benzyloxymethyl-furan
174153-23-2

2,5-Bis-benzyloxymethyl-furan

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; sodium hydride In tetrahydrofuran at 67℃; for 2.5h; Etherification;92%
With potassium hydroxide; Aliquat 336 at 105℃; for 0.0833333h; Irradiation;74%

2,5-Furandimethanol Chemical Properties

Molecule structure of 2,5-Furandimethanol (CAS NO.1883-75-6):

IUPAC Name: [5-(Hydroxymethyl)furan-2-yl]methanol 
Molecular Weight: 128.12592 g/mol
Molecular Formula: C6H8O3 
Density: 1.283 g/cm3 
Melting Point: 74-77 °C
Boiling Point: 275.4 °C at 760 mmHg 
Flash Point: 120.3 °C
Index of Refraction: 1.542
Molar Refractivity: 31.45 cm3
Molar Volume: 99.8 cm3
Polarizability: 12.46×10-24 cm3
Surface Tension: 52.1 dyne/cm 
Enthalpy of Vaporization: 54.27 kJ/mol
Vapour Pressure: 0.00248 mmHg at 25 °C 
XLogP3-AA: -0.7
H-Bond Donor: 2
H-Bond Acceptor: 3
Rotatable Bond Count: 2
Exact Mass: 128.047344
MonoIsotopic Mass: 128.047344
Topological Polar Surface Area: 53.6
Heavy Atom Count: 9
Complexity: 74.4
Canonical SMILES: C1=C(OC(=C1)CO)CO
InChI: InChI=1S/C6H8O3/c7-3-5-1-2-6(4-8)9-5/h1-2,7-8H,3-4H2
InChIKey: DSLRVRBSNLHVBH-UHFFFAOYSA-N
EINECS: 217-544-1
Product Categories: Detergents;Mutagenesis Research Chemicals

2,5-Furandimethanol Specification

 2,5-Furandimethanol (CAS NO.1883-75-6) is also named as 2,5-Bis(hydroxymethyl)furan ; NSC 40737 ; NSC 524614 ; 2,5-Furandimethanol ; Furan-2,5-diyldimethanol . 2,5-Furandimethanol (CAS NO.1883-75-6) is off-white to pale yellow solid.

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