Product Name

  • Name

    2,5-Dimethylfuran

  • EINECS 210-914-3
  • CAS No. 625-86-5
  • Article Data164
  • CAS DataBase
  • Density 0.917 g/cm3
  • Solubility Slightly miscible with water. Miscible with ethanol and fats.
  • Melting Point -62 °C
  • Formula C6H8O
  • Boiling Point 93.089 °C at 760 mmHg
  • Molecular Weight 96.1289
  • Flash Point 29°F
  • Transport Information UN 1993 3/PG 2
  • Appearance clear colorless to amber liquid
  • Safety 16
  • Risk Codes 11
  • Molecular Structure Molecular Structure of 625-86-5 (2,5-Dimethylfuran)
  • Hazard Symbols FlammableF
  • Synonyms Furan, 2,5-dimethyl-;2.5-Dimethyl furan;2,5-Dimthylfuran;
  • PSA 13.14000
  • LogP 1.89640

Synthetic route

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

5-hydroxymethyl-2-furfuraldehyde

2,5-dimethylfuran
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%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

B

hydrogen
1333-74-0

hydrogen

Conditions
ConditionsYield
With ethanol at 210℃; for 5h; Reagent/catalyst; Autoclave;A 99%
B n/a
2,5-hexanedione
110-13-4

2,5-hexanedione

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

Conditions
ConditionsYield
With MCM-36_M56 zeolite at 349.84℃; under 760.051 Torr; for 0.5h;98%
With choline chloride; urea at 80℃; for 12h; Paal-Knorr Furan Synthesis;95%
η-benzene-η-pentamethylcyclopentadienylrhodium(III) tetrafluoroborate at 200℃; for 5h; aldol condensation;90%
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;
5-Methylfurfural
620-02-0

5-Methylfurfural

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

Conditions
ConditionsYield
With hydrogen; pyrographite; N,N-dimethyl-formamide; palladium dichloride under 2585.81 Torr; for 1.75h;96%
With methanol; Cu/Al2O3 at 240℃; for 6h; Reagent/catalyst; Sealed tube;72.8%
With potassium tert-butylate; hydrazine hydrate In iso-butanol at 120℃; for 4h; Wolff-Kishner Reduction;62%
5-methyl-2-furfuryl acetate
18091-24-2

5-methyl-2-furfuryl acetate

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate; nickel dichloride at 0℃; for 3h;95%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

2-methylfuran
534-22-5

2-methylfuran

B

(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

C

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

Conditions
ConditionsYield
With hydrogen In 1,4-dioxane at 180℃; under 11251.1 Torr; for 2h; Catalytic behavior;A n/a
B n/a
C 93.4%
5-chloromethylfurfural
1623-88-7

5-chloromethylfurfural

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen; N,N-dimethyl-formamide In toluene at 35 - 43℃; under 258.581 - 2585.81 Torr; Reagent/catalyst; Solvent; Pressure; Temperature;93%
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; palladium/alumina; hydrogen In toluene at 30 - 35℃; under 2828.7 - 3345.86 Torr; for 2h; Reagent/catalyst; Solvent;84%
With palladium on activated charcoal; hydrogen
7-oxanorborn-5-ene-2,3-dicarboxylic anhydride
5426-09-5

7-oxanorborn-5-ene-2,3-dicarboxylic anhydride

methyl iodide
74-88-4

methyl iodide

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

Conditions
ConditionsYield
With aluminum (III) chloride at 120℃; for 2h; Reagent/catalyst; Temperature;93%
N-(5-methyl-2-furanylmethylene)-aniline
61973-96-4

N-(5-methyl-2-furanylmethylene)-aniline

A

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

B

aniline
62-53-3

aniline

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In diethyl ether under 1535.79 Torr; for 0.666667h; Solvent;A n/a
B 92%
5-hydroxymethyl-tetrahydrofuran-2-carbaldehyde
69924-30-7

5-hydroxymethyl-tetrahydrofuran-2-carbaldehyde

A

2,5-dimethyltetrahydrofuran
1003-38-9

2,5-dimethyltetrahydrofuran

C

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

D

2,5-hexanedione
110-13-4

2,5-hexanedione

E

5-methyltetrahydro-2-furaldehyde
37493-29-1

5-methyltetrahydro-2-furaldehyde

Conditions
ConditionsYield
With hydrogen In 1,4-dioxane at 180℃; under 9000.9 Torr; for 4h; Catalytic behavior; Overall yield = 100 %;A 1.4%
B 3.6%
C 91.5%
D 3.2%
E n/a
With hydrogen In 1,4-dioxane at 180℃; under 9000.9 Torr; for 4h; Catalytic behavior; Overall yield = 100 %;A 9.5%
B 4.9%
C 80.1%
D 3.4%
E n/a
2,5-bis(trimethylsilyloxy)hexa-2,4-diene
116340-28-4

2,5-bis(trimethylsilyloxy)hexa-2,4-diene

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 140℃; for 3.5h;90%
2,5-hexanedione
110-13-4

2,5-hexanedione

A

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

B

3-Methyl-2-cyclopenten-1-one
2758-18-1

3-Methyl-2-cyclopenten-1-one

Conditions
ConditionsYield
Amberlite IR-120 at 180℃; for 12h;A 89%
B 0.2%
Amberlite IR-120 at 180℃; for 12h; Product distribution; various temperatures, also with Nafion-H;A 89%
B 0.2%
Nafion-H at 180℃; for 12h;A 30%
B 3%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

2,5-dimethyltetrahydrofuran
1003-38-9

2,5-dimethyltetrahydrofuran

B

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

C

n-hexan-2-ol
626-93-7

n-hexan-2-ol

Conditions
ConditionsYield
With hydrogen In 1,4-dioxane at 180℃; under 11251.1 Torr; for 15h; Temperature; Sealed tube;A n/a
B 88.5%
C n/a
2,5-bis(hydroxymethyl)furan diacetate
5076-10-8

2,5-bis(hydroxymethyl)furan diacetate

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

Conditions
ConditionsYield
With hydrogen; 2 wt% Pd/C In tetrahydrofuran at 90℃; under 7757.43 Torr; for 2h;86%
With methanol; sodium tetrahydroborate; nickel dichloride at 0℃; for 3h;67%
With palladium on carbon; hydrogen In tetrahydrofuran at 90℃; under 2585.81 Torr; for 4h;
With hydrogen; Pd/C under 25858.1 Torr; Product distribution / selectivity;
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

2,5-dimethyltetrahydrofuran
1003-38-9

2,5-dimethyltetrahydrofuran

B

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

Conditions
ConditionsYield
With isopropyl alcohol In decane at 160℃; under 15001.5 Torr; for 8h; Reagent/catalyst; Temperature; Solvent; Pressure; Autoclave; Inert atmosphere;A 8%
B 84%
With hydrogen In tetrahydrofuran at 220℃; under 11251.1 Torr; for 2.5h; Time;A 6.4%
B 67.5%
With rhodium on carbon; hydrogen; 1-butyl-3-methylimidazolium chloride In tetrahydrofuran; water at 220℃; under 37503.8 Torr; for 5h; Solvent; Reagent/catalyst; Autoclave;A 20%
B 47%
2-(chloromethyl)-5-(dibutoxymethyl)furan
126080-78-2

2-(chloromethyl)-5-(dibutoxymethyl)furan

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In pentane for 0.5h;82%
With 5%-palladium/activated carbon; hydrogen In pentane under 1277.21 Torr; for 0.666667h; Solvent;93 %Chromat.
2,5-bis-(hydroxymethyl)furan
1883-75-6

2,5-bis-(hydroxymethyl)furan

A

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

B

5-Methylfurfural
620-02-0

5-Methylfurfural

C

2,5-diformylfurane
823-82-5

2,5-diformylfurane

Conditions
ConditionsYield
With iodine at 60℃; for 10h; Inert atmosphere; Sealed tube;A 5%
B 80%
C 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
exo/endo-2,2-Dichlor-1,4-dimethyl-3-neopentyl-7-oxa-2-silabicyclo<2.2.1>hex-5-en

exo/endo-2,2-Dichlor-1,4-dimethyl-3-neopentyl-7-oxa-2-silabicyclo<2.2.1>hex-5-en

A

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

B

(E)-1,1,3,3-Tetrachlor-2,4-dineopentyl-1,3-disilacyclobutan
118853-33-1

(E)-1,1,3,3-Tetrachlor-2,4-dineopentyl-1,3-disilacyclobutan

C

3,3-Dichlor-4-trichlorsilyl-6,6-dimethyl-3-silahept-1-en
148728-63-6

3,3-Dichlor-4-trichlorsilyl-6,6-dimethyl-3-silahept-1-en

D

2,2-Dichlor-4,7-dimethyl-3-neopentyl-1-oxa-2-silacyclohepta-4,6-dien

2,2-Dichlor-4,7-dimethyl-3-neopentyl-1-oxa-2-silacyclohepta-4,6-dien

Conditions
ConditionsYield
In neat (no solvent) at 170℃; for 72h; vacuum; Further byproducts given;A n/a
B n/a
C n/a
D 75%
(4-Fluoro-phenyl)-[1-(5-methyl-furan-2-yl)-meth-(E)-ylidene]-amine

(4-Fluoro-phenyl)-[1-(5-methyl-furan-2-yl)-meth-(E)-ylidene]-amine

A

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

B

C12H16FNO

C12H16FNO

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen; acetic acid In N,N-dimethyl-formamide at 20℃; under 1535.79 Torr;A 74%
B n/a
C16H19NO

C16H19NO

A

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

B

C16H25NO

C16H25NO

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen; acetic acid In N,N-dimethyl-formamide at 20℃; under 1535.79 Torr;A 73%
B n/a
C16H19NO

C16H19NO

A

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

B

4-tert-Butylaniline
769-92-6

4-tert-Butylaniline

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen; acetic acid under 1535.79 Torr;A 72%
B n/a
3-hexyn-2,5-diol
3031-66-1

3-hexyn-2,5-diol

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tributylphosphine; perfluorinated resinsulfonic acid (Nafion-H type) at 130℃; for 5h;71%
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

Conditions
ConditionsYield
With hydrogen; Al(OH)(2,2'-bipyridine-5,5'-dicarboxylic acid)0.81(PdCl2)0.48(OTf)0.38 at 150℃; under 15001.5 Torr; for 24h;A 71%
B 29%
With awaruite; hydrogen at 160℃; under 7500.75 Torr; for 2h; Catalytic behavior; Time; chemoselective reaction;A 15.7%
B 19.8%
With hydrogenchloride; hydrogen In tetrahydrofuran at 60℃; under 760.051 Torr; for 6h; Reagent/catalyst; Schlenk technique;A 8 %Chromat.
B 7 %Chromat.
5-hydroxymethyl-tetrahydrofuran-2-carbaldehyde
69924-30-7

5-hydroxymethyl-tetrahydrofuran-2-carbaldehyde

A

2,5-dimethyltetrahydrofuran
1003-38-9

2,5-dimethyltetrahydrofuran

C

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

D

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

2-hydroxymethyl-5-methylfuran

E

5-methyltetrahydro-2-furaldehyde
37493-29-1

5-methyltetrahydro-2-furaldehyde

Conditions
ConditionsYield
With hydrogen In 1,4-dioxane at 180℃; under 9000.9 Torr; for 4h; Catalytic behavior; Reagent/catalyst; Overall yield = 100 %;A 25.4%
B 3.1%
C 66.4%
D 2.8%
E n/a
D-Fructose
57-48-7

D-Fructose

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

Conditions
ConditionsYield
With aluminum (III) chloride; phosphoric acid; 5 wt% ruthenium/carbon; sulfuric acid; hydrogen In N,N-dimethyl-formamide at 200℃; under 11251.1 Torr; for 12h; Reagent/catalyst; Autoclave;66.3%
With palladium on activated charcoal; hydrogen; zinc(II) chloride In tetrahydrofuran; water at 150℃; under 6000.6 Torr; for 9.5h;19%
Multi-step reaction with 2 steps
1: Amb-70; Sn-β / water; tetrahydrofuran; 2-methyltetrahydrofuran / 0.67 h / 130 °C
2: SnRu/C; hydrogen / water / 4 h / 200 °C
View Scheme
furan
110-00-9

furan

methyl iodide
74-88-4

methyl iodide

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

Conditions
ConditionsYield
With sulfuric acid at 80℃; for 10h; Reagent/catalyst; Temperature;64%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

B

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

2-hydroxymethyl-5-methylfuran

Conditions
ConditionsYield
With hydrogen In tetrahydrofuran at 220℃; under 11251.1 Torr; for 2h;A 62.3%
B 9.3%
With hydrogenchloride; palladium on activated charcoal; hydrogen In tetrahydrofuran at 60℃; under 760.051 Torr; for 12h; Reagent/catalyst; Schlenk technique;
With hydrogen In ethanol at 230℃; under 37503.8 Torr; for 6h;A 85.9 %Chromat.
B 10.6 %Chromat.
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

2,5-hexanedione
110-13-4

2,5-hexanedione

Conditions
ConditionsYield
With water at 100℃; for 2h;100%
With carbon dioxide In water at 150℃; under 30003 Torr; for 15h; Autoclave;95%
With carbon dioxide In water at 150℃; under 30003 Torr; for 15h; Autoclave;95%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

mesoxalate de methyle
3298-40-6

mesoxalate de methyle

2-Hydroxy-2-(5-methyl-furan-2-ylmethyl)-malonic acid dimethyl ester
89215-47-4

2-Hydroxy-2-(5-methyl-furan-2-ylmethyl)-malonic acid dimethyl ester

Conditions
ConditionsYield
In dichloromethane at 20℃; under 6375510 Torr; for 24h;100%
In dichloromethane at 25℃; under 7500600 Torr; for 20h;80%
In dichloromethane at 25℃; under 7500600 Torr;80%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

α-chloroacetophenone benzoylhydrazone
130223-65-3

α-chloroacetophenone benzoylhydrazone

1-benzoyl-4a,6-dimethyl-3-phenyl,1,4,4a,7a-tetrahydrofuro<2,3-e>pyridazine
130223-66-4

1-benzoyl-4a,6-dimethyl-3-phenyl,1,4,4a,7a-tetrahydrofuro<2,3-e>pyridazine

Conditions
ConditionsYield
With sodium carbonate In dichloromethane for 12h;100%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

dimethyl 1,4-dimethyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate
18063-93-9

dimethyl 1,4-dimethyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

Conditions
ConditionsYield
In 1,4-dioxane at 103℃;100%
In dichloromethane under 7500600 Torr; for 20h; Ambient temperature;95%
In 1,4-dioxane at 101℃; for 17.5h;81%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

dimethyl 1,4-dimethyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate
18063-93-9

dimethyl 1,4-dimethyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

Conditions
ConditionsYield
at 100℃; for 21h;100%
at 100℃; for 2h; Sealed tube;78%
In 1,4-dioxane at 100℃; for 24h; Diels-Alder reaction;
In toluene at 150℃; Diels-Alder reaction; Microwave irradiation;
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

1,4-dimethyl-2,3,7-trioxa-bicyclo[2.2.1]hept-5-ene
45722-89-2

1,4-dimethyl-2,3,7-trioxa-bicyclo[2.2.1]hept-5-ene

Conditions
ConditionsYield
With oxygen In chloroform at -60℃;100%
With oxygen In dichloromethane Rate constant;
With oxygen In dichloromethane Rate constant; Mechanism; Irradiation; further furans and cyclopentadienes;
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

2,5-dimethoxyphenyl triflate
1391764-29-6

2,5-dimethoxyphenyl triflate

5,8-dimethoxy-1,4-dimethyl-1,4-epoxy-1,4-dihydronaphthalene

5,8-dimethoxy-1,4-dimethyl-1,4-epoxy-1,4-dihydronaphthalene

Conditions
ConditionsYield
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 25℃;100%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

sodium 2-(4-chlorophenyl)diazene-1-sulfonate

sodium 2-(4-chlorophenyl)diazene-1-sulfonate

trifluoroacetic acid
76-05-1

trifluoroacetic acid

1-(4-chlorophenyl)-3,6-dimethylpyridazin-1-ium trifluoroacetate

1-(4-chlorophenyl)-3,6-dimethylpyridazin-1-ium trifluoroacetate

Conditions
ConditionsYield
In acetonitrile at 20 - 40℃; for 0.583333h; Schlenk technique; Inert atmosphere;100%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

sodium 2-(4-methoxyphenyl)diazene-1-sulfonate
5354-81-4

sodium 2-(4-methoxyphenyl)diazene-1-sulfonate

trifluoroacetic acid
76-05-1

trifluoroacetic acid

1-(4-methoxyphenyl)-3,6-dimethylpyridazin-1-ium trifluoroacetate

1-(4-methoxyphenyl)-3,6-dimethylpyridazin-1-ium trifluoroacetate

Conditions
ConditionsYield
In acetonitrile at 20 - 40℃; for 0.583333h; Schlenk technique; Inert atmosphere;100%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

(Z)-hex-3-ene-2,5-dione
17559-81-8

(Z)-hex-3-ene-2,5-dione

Conditions
ConditionsYield
With magnesium monoperoxyphthalate hexahydrate In ethanol; water for 0.25h; Ambient temperature;99%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at -10 - 20℃;99%
With monoperoxyphthalic acid magnesium salt hexahydrate In ethanol; water at 20℃; for 0.25h; Inert atmosphere;99%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

1,2,3,3-tetrachlorocyclopropene
6262-42-6

1,2,3,3-tetrachlorocyclopropene

2,3,4,4-tetrachloro-1,5-dimethyl-8-oxa-bicyclo-[3.2.1]octa-2,6-diene
724423-64-7

2,3,4,4-tetrachloro-1,5-dimethyl-8-oxa-bicyclo-[3.2.1]octa-2,6-diene

Conditions
ConditionsYield
In benzene at 80℃; Diels-Alder cycloaddition;99%
In toluene for 16h; Diels-Alder Reaction; Heating / reflux;95.9%
In toluene for 16h; Heating / reflux;
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

3-(diphenylmethyl)-2,5-dimethylfuran

3-(diphenylmethyl)-2,5-dimethylfuran

Conditions
ConditionsYield
With tin(IV) chloride; bis(1,5-cyclooctadiene)diiridium(I) dichloride at 90℃; for 0.166667h;99%
With [Cp*Ir(SnCl3)2{SnCl2(H2O)2}] In 1,2-dichloro-ethane at 70℃; Schlenk technique; Inert atmosphere; regioselective reaction;96%
With copper(ll) bromide In 1,2-dichloro-ethane at 85℃; for 3h; Friedel-Crafts Alkylation;85%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

2-(2,5-dimethylfuran-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1025718-96-0

2-(2,5-dimethylfuran-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
Stage #1: bis(pinacol)diborane With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine In tert-butyl methyl ether Inert atmosphere;
Stage #2: 2,5-dimethylfuran In tert-butyl methyl ether at 80℃; for 0.0333333h; Inert atmosphere; Microwave irradiation;
99%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

1,2,3,3-tetrachlorocyclopropene
6262-42-6

1,2,3,3-tetrachlorocyclopropene

C9H8Cl4O

C9H8Cl4O

Conditions
ConditionsYield
In toluene Diels-Alder Cycloaddition; Reflux;99%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

diethyl 1,4-dimethyl-7-oxabicyclo[2,2,1]hepta-2,5-diene-2,3-dicarboxylate
24736-84-3

diethyl 1,4-dimethyl-7-oxabicyclo[2,2,1]hepta-2,5-diene-2,3-dicarboxylate

Conditions
ConditionsYield
In 1,4-dioxane at 100℃; for 24h; Diels-Alder Cycloaddition; Inert atmosphere;99%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

ferrocenyl(2-methylphenyl)methanol
89670-33-7, 221527-96-4, 1197054-73-1

ferrocenyl(2-methylphenyl)methanol

2-methyl-5-(2-(ferrocenyl)-2-(o-tolyl)ethyl)furan

2-methyl-5-(2-(ferrocenyl)-2-(o-tolyl)ethyl)furan

Conditions
ConditionsYield
With camphor-10-sulfonic acid In 1,2-dichloro-ethane at 20℃; chemospecific reaction;99%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

benzo[1,4]dithiin-1,1,4,4-tetraoxide
96735-23-8

benzo[1,4]dithiin-1,1,4,4-tetraoxide

C14H14O5S2
97984-16-2

C14H14O5S2

Conditions
ConditionsYield
In dichloromethane for 20h; Ambient temperature;98%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

2,3,5,6-tetrabromo-p-xylene
23488-38-2

2,3,5,6-tetrabromo-p-xylene

6,7-dibromo-1,4,5,8-tetramethyl-1,4-dihydronaphthlene-1,4-endoxide
75670-39-2

6,7-dibromo-1,4,5,8-tetramethyl-1,4-dihydronaphthlene-1,4-endoxide

Conditions
ConditionsYield
With n-butyllithium In hexane; toluene at -78℃; for 2h;98%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

3,4-dibromo-1-methyl-2,5-dihydropyrrole-2,5-dione
3005-27-4

3,4-dibromo-1-methyl-2,5-dihydropyrrole-2,5-dione

2,6-dibromo-1,4,7-trimethyl-10-oxa-4-azatricyclo<5.2.1.02,6>dec-8-ene-3,5-dione
155793-98-9

2,6-dibromo-1,4,7-trimethyl-10-oxa-4-azatricyclo<5.2.1.02,6>dec-8-ene-3,5-dione

Conditions
ConditionsYield
at 70℃; for 18h;98%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

aniline
62-53-3

aniline

2,5-dimethyl-1-phenyl-1H-pyrrole
83-24-9

2,5-dimethyl-1-phenyl-1H-pyrrole

Conditions
ConditionsYield
With Hf/SBA-15(20) at 150℃; for 6h; Reagent/catalyst; Temperature; Inert atmosphere;98%
With solid acid H form zeolite Y with 2.6 Si/Al catalyst In toluene at 150℃; under 3750.38 Torr; for 0.5h; Inert atmosphere;93%
With Fe3O4atSiO2atCS-SO3H In methanol; water at 170℃; for 3h; Temperature; Solvent; Autoclave;79.9 %Chromat.
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

(1S,2S,3R,4R)-1,4-Dimethyl-7-oxa-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid dimethyl ester

(1S,2S,3R,4R)-1,4-Dimethyl-7-oxa-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With hafnium tetrachloride In dichloromethane at -30℃; for 11h;97%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

ethene
74-85-1

ethene

para-xylene
106-42-3

para-xylene

Conditions
ConditionsYield
With P-containing zeolite Beta In n-heptane at 250℃; under 46504.7 Torr; Reagent/catalyst; Diels-Alder Cycloaddition;97%
With benzoic acid anhydride In acetic acid at 280℃; under 63006.3 Torr; for 8h; Pressure; Reagent/catalyst; Solvent; Temperature; Time;92.3%
With copper(II) bis(trifluoromethanesulfonate) In tetrahydrofuran at 270℃; under 26892.4 - 82745.9 Torr; for 5h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere;91%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

1-(4-methylbenzenesulfonyl)-4-(4-fluorobenzene)-1H-1,2,3-triazole
1427026-26-3

1-(4-methylbenzenesulfonyl)-4-(4-fluorobenzene)-1H-1,2,3-triazole

1-(4-(4-fluorophenyl)-2-methyl-1-tosyl-1H-pyrrol-3-yl)propan-2-one
1427026-31-0

1-(4-(4-fluorophenyl)-2-methyl-1-tosyl-1H-pyrrol-3-yl)propan-2-one

Conditions
ConditionsYield
With Rh2[(N-(4-dodecylphenyl)sulfonyl)-(S)-prolinate]4 In 1,2-dichloro-ethane at 70℃; for 6h; Inert atmosphere;97%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

α-bromomethyl p-nitrophenyl ketoxime
14181-73-8

α-bromomethyl p-nitrophenyl ketoxime

4a,6-dimethyl-3-(p-nitrophenyl)-4a,7a-dihydro-4H-furo-[2,3-e][1,2]oxazine

4a,6-dimethyl-3-(p-nitrophenyl)-4a,7a-dihydro-4H-furo-[2,3-e][1,2]oxazine

Conditions
ConditionsYield
With sodium carbonate In dichloromethane at 20℃; for 17.5h;97%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

1,4-dihydro-1,4-dimethyl-1,4-epoxynaphthalene
4705-93-5

1,4-dihydro-1,4-dimethyl-1,4-epoxynaphthalene

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 20℃; for 16h; Diels-Alder Cycloaddition;97%
2,5-dimethylfuran
625-86-5

2,5-dimethylfuran

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

1,4-dimethyl-1,4-dihydro-1,4-epoxynaphthalene
4705-93-5

1,4-dimethyl-1,4-dihydro-1,4-epoxynaphthalene

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 20℃; for 16h; Diels-Alder Cycloaddition;97%

2,5-Dimethylfuran Chemical Properties

Molecular Structure of 2,5-Dimethyl furane (CAS NO.625-86-5):

IUPAC Name: 2,5-Dimethylfuran 
Molecular Formula: C6H8O
Molecular Weight: 96.13
EINECS: 210-914-3
Melting Point: -62 °C
Index of Refraction: 1.45
Molar Refractivity: 28.2 cm3
Molar Volume: 104.7 cm3
Surface Tension: 25.9 dyne/cm
Density: 0.917 g/cm3
Flash Point: 29 °F
Enthalpy of Vaporization: 31.91 kJ/mol
Boiling Point: 93.1 °C at 760 mmHg
Vapour Pressure: 57.1 mmHg at 25 °C
storage temp.: Flammables area
Classification Code: Mutation data 
Appearance: clear colorless to amber liquid
Canonical SMILES: CC1=CC=C(O1)C
InChI: InChI=1S/C6H8O/c1-5-3-4-6(2)7-5/h3-4H,1-2H3
InChIKey: GSNUFIFRDBKVIE-UHFFFAOYSA-N
Product Categories: Furans; furnan Flavor; Building Blocks; Heterocyclic Building Blocks 
Air & Water Reactions: Highly flammable, Insoluble in water

2,5-Dimethylfuran Uses

 2,5-Dimethyl furane (CAS NO.625-86-5) is used as a pharmaceutical intermediate and potential biofuel and used for organic synthesis.

2,5-Dimethylfuran Toxicity Data With Reference

1.    

dnr-bcs 190 µg/disc

    DFSCDX    Developments in Food Science. 13 (1986),353.
2.    

cyt-ham:ovr 8 mmol/L

    CALEDQ    Cancer Letters (Shannon, Ireland). 13 (1981),89.
3.    

ihl-rat LCLo:500 ppm/4H

    JIHTAB    Journal of Industrial Hygiene and Toxicology. 31 (1949),343.

 

2,5-Dimethylfuran Consensus Reports

Reported in EPA TSCA Inventory.

2,5-Dimethylfuran Safety Profile

Moderately toxic by inhalation. Mutation data reported. A very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. Keep away from heat and open flame. To fight fire, use alcohol foam, foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.
Safety Information of 2,5-Dimethyl furane (CAS NO.625-86-5):
Hazard Codes: FlammableF,HarmfulXn
Risk Statements: 11-22 
R11:Highly flammable. 
R22:Harmful if swallowed.
Safety Statements: 16 
S16:Keep away from sources of ignition.
RIDADR: UN 1993 3/PG 2
WGK Germany: 3
RTECS: LU0875000
F: 8
Hazard Note: Harmful/Flammable
HazardClass: 3
PackingGroup: II

2,5-Dimethylfuran Specification

 2,5-Dimethyl furane (CAS NO.625-86-5), its Synonyms are 2,5-Dimethylfuran ; Furan, 2,5-dimethyl- ; 2.5-Dimethyl furan .

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