Product Name

  • Name

    2-(ETHOXYMETHYL)FURAN

  • EINECS 228-454-7
  • CAS No. 6270-56-0
  • Article Data27
  • CAS DataBase
  • Density 0.986 g/cm3
  • Solubility
  • Melting Point
  • Formula C7H10O2
  • Boiling Point 136.5 °C at 760 mmHg
  • Molecular Weight 126.155
  • Flash Point 41.2 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 6270-56-0 (2-(ETHOXYMETHYL)FURAN)
  • Hazard Symbols
  • Synonyms 2-(Ethoxymethyl)furan;Ethyl furfuryl ether;Furfuryl ethyl ether;NSC 35558;
  • PSA 22.37000
  • LogP 1.81610

Synthetic route

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

(2-furyl)methyl alcohol

ethanol
64-17-5

ethanol

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

Conditions
ConditionsYield
With tin(IV) oxide at 200℃; for 20h; Temperature; Reagent/catalyst;95%
With arenesulfonic acid and phenyl groups functionalized ethane bridged organosilica nanohybrid at 120℃; for 0.5h; Reagent/catalyst; Autoclave;
With Zr-mesoporous silica (SBA-15) at 100℃; for 5h;
With niobium pentoxide nanowires calcined at 100 ∘C at 100℃; under 6000.6 Torr; for 5h;
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

ethanol
64-17-5

ethanol

A

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

B

4,5,5-triethoxypentan-2-one
1446756-00-8

4,5,5-triethoxypentan-2-one

C

4-oxopentanoic acid ethyl ester
539-88-8

4-oxopentanoic acid ethyl ester

Conditions
ConditionsYield
at 110℃; for 2h; Temperature; Reagent/catalyst; Autoclave; Ionic liquid;A n/a
B n/a
C 92%
With hydrothermally treated graphene oxide (GO-HT) at 120℃; for 6h; Autoclave;A 38.8%
B 11.7%
C 39.7%
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

ethanol
64-17-5

ethanol

A

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

B

4-oxopentanoic acid ethyl ester
539-88-8

4-oxopentanoic acid ethyl ester

Conditions
ConditionsYield
With sulfonic acid-functionalized MIL-101(Cr) at 140℃; for 2h; Temperature; Reagent/catalyst; Autoclave;A n/a
B 79.2%
With hierarchical-HZ-5 at 99.84℃; for 4h; Catalytic behavior; Green chemistry;A 26%
B 73%
With hierarchical-HZ-5 at 99.84℃; for 4h; Catalytic behavior; Green chemistry;A 49%
B 41%
2-(diethoxymethyl)furan
13529-27-6

2-(diethoxymethyl)furan

A

furfural
98-01-1

furfural

B

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

C

Ethyl 2-furoate
614-99-3

Ethyl 2-furoate

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In 1,2-dichloro-ethane at 0℃; for 0.25h;A 19%
B 54%
C 15%
With boron trifluoride diethyl etherate In 1,2-dichloro-ethane at 0℃; for 0.25h; Mechanism;A 19%
B 54%
C 15%
monoaluminum phosphate at 150℃; Product distribution; other catalysts ( γ-alumina, γ-aluminium sulphate), other temperatures, other (substituted) furaldehyde acetals;
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

ethanol
64-17-5

ethanol

A

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

B

2-(diethoxymethyl)furan
13529-27-6

2-(diethoxymethyl)furan

C

4-oxopentanoic acid ethyl ester
539-88-8

4-oxopentanoic acid ethyl ester

Conditions
ConditionsYield
With silica-supported nickel phosphide at 180℃; under 750.075 Torr; for 3h; Temperature; Inert atmosphere; Autoclave;A 53.7%
B 7.4%
C 35.3%
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

ethanol
64-17-5

ethanol

A

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

B

4,5,5-triethoxypentan-2-one
1446756-00-8

4,5,5-triethoxypentan-2-one

Conditions
ConditionsYield
With graphene oxide at 80℃; for 6h; Autoclave;A 22.2%
B 12.3%
2-Chloromethylfuran
617-88-9

2-Chloromethylfuran

ethanol
64-17-5

ethanol

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

Conditions
ConditionsYield
With potassium hydroxide; diethyl ether at 75 - 80℃;
2-(Iodomethyl)tetrahydrofuran
117680-17-8

2-(Iodomethyl)tetrahydrofuran

ethanol
64-17-5

ethanol

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

Conditions
ConditionsYield
With potassium hydroxide; diethyl ether
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

ethyl iodide
75-03-6

ethyl iodide

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

Conditions
ConditionsYield
With potassium hydroxide
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

2-(furan-2-yl)-1,3-oxathiolane
81932-19-6

2-(furan-2-yl)-1,3-oxathiolane

A

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

B

C19H36O2SSn
127084-52-0

C19H36O2SSn

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene Product distribution; Heating;
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: absolute diethyl ether; phosphorus triiodide
2: KOH-solution; diethyl ether
View Scheme
Multi-step reaction with 2 steps
1: pyridine; diethyl ether; thionyl chloride
2: KOH-solution; diethyl ether / 75 - 80 °C
View Scheme
furfural
98-01-1

furfural

ethanol
64-17-5

ethanol

A

furan
110-00-9

furan

B

2-methylfuran
534-22-5

2-methylfuran

C

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

(2-furyl)methyl alcohol

D

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

E

furan 2-(2-furanylmethyl)-5-methyl

furan 2-(2-furanylmethyl)-5-methyl

Conditions
ConditionsYield
With Ru/RuO2/C; hydrogen at 180℃; for 5h; Inert atmosphere;
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

ethanol
64-17-5

ethanol

A

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

B

diethyl ether
60-29-7

diethyl ether

C

4,5,5-triethoxypentan-2-one
1446756-00-8

4,5,5-triethoxypentan-2-one

D

4-oxopentanoic acid ethyl ester
539-88-8

4-oxopentanoic acid ethyl ester

Conditions
ConditionsYield
With hierarchical-HZ-5 at 99.84℃; for 2h; Catalytic behavior; Green chemistry;
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

ethanol
64-17-5

ethanol

A

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

B

4,5-diethoxy-5-hydroxypentan-2-one

4,5-diethoxy-5-hydroxypentan-2-one

C

4-oxopentanoic acid ethyl ester
539-88-8

4-oxopentanoic acid ethyl ester

Conditions
ConditionsYield
With 12.1PW12/ZrO2 bifunctionalized organosilica nanotubes at 120℃; Autoclave; High pressure;
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

ethanol
64-17-5

ethanol

A

5-methyl-5H-furan-2-one
591-11-7

5-methyl-5H-furan-2-one

B

5-methyl-2-furanone
591-12-8

5-methyl-2-furanone

C

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

D

4-oxopentanoic acid ethyl ester
539-88-8

4-oxopentanoic acid ethyl ester

Conditions
ConditionsYield
With zeolite H-beta at 110℃; for 1.5h; Autoclave;A n/a
B n/a
C 14.4 %Chromat.
D 23.3 %Chromat.
furfural
98-01-1

furfural

ethanol
64-17-5

ethanol

A

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

(2-furyl)methyl alcohol

B

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

Conditions
ConditionsYield
With formic acid at 100℃; for 5h; Sealed tube;
With hydrogen at 60℃; under 2250.23 Torr; for 2h; Catalytic behavior; Pressure;
furfural
98-01-1

furfural

ethanol
64-17-5

ethanol

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

C

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

(2-furyl)methyl alcohol

D

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

E

2-(diethoxymethyl)tetrahydrofuran
90755-37-6

2-(diethoxymethyl)tetrahydrofuran

Conditions
ConditionsYield
With hydrogen at 80℃; under 3750.38 Torr; for 2h;
furfural
98-01-1

furfural

ethanol
64-17-5

ethanol

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

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

(2-furyl)methyl alcohol

C

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

Conditions
ConditionsYield
With hydrogen at 60℃; under 2250.23 Torr; for 2h; Reagent/catalyst;
furfural
98-01-1

furfural

ethanol
64-17-5

ethanol

A

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

B

2-(diethoxymethyl)furan
13529-27-6

2-(diethoxymethyl)furan

Conditions
ConditionsYield
With hydrogen at 60℃; under 750.075 Torr; for 2h;
furfural
98-01-1

furfural

ethanol
64-17-5

ethanol

A

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

B

2-(diethoxymethyl)furan
13529-27-6

2-(diethoxymethyl)furan

C

2-(diethoxymethyl)tetrahydrofuran
90755-37-6

2-(diethoxymethyl)tetrahydrofuran

Conditions
ConditionsYield
With hydrogen at 60℃; under 2250.23 Torr; for 2h;
furfural
98-01-1

furfural

ethanol
64-17-5

ethanol

A

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

(2-furyl)methyl alcohol

B

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

C

2-(diethoxymethyl)furan
13529-27-6

2-(diethoxymethyl)furan

Conditions
ConditionsYield
With hydrogen at 60℃; under 2250.23 Torr; for 2h; Reagent/catalyst; Temperature; Pressure;
furfural
98-01-1

furfural

ethanol
64-17-5

ethanol

A

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

(2-furyl)methyl alcohol

B

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

C

2-(diethoxymethyl)tetrahydrofuran
90755-37-6

2-(diethoxymethyl)tetrahydrofuran

Conditions
ConditionsYield
With hydrogen at 60℃; under 2250.23 Torr; for 2h;
2-(diethoxymethyl)furan
13529-27-6

2-(diethoxymethyl)furan

A

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

(2-furyl)methyl alcohol

B

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

C

2-(diethoxymethyl)tetrahydrofuran
90755-37-6

2-(diethoxymethyl)tetrahydrofuran

Conditions
ConditionsYield
With hydrogen In ethanol at 60℃; under 2250.23 Torr; for 2h;
furfural
98-01-1

furfural

A

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

B

2-(diethoxymethyl)tetrahydrofuran
90755-37-6

2-(diethoxymethyl)tetrahydrofuran

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen; / 2 h / 60 °C / 2250.23 Torr
2: hydrogen; / ethanol / 2 h / 60 °C / 2250.23 Torr
View Scheme
Multi-step reaction with 2 steps
1: hydrogen; / 2 h / 60 °C / 750.08 Torr
2: hydrogen; / ethanol / 2 h / 60 °C / 2250.23 Torr
View Scheme
Multi-step reaction with 2 steps
1: hydrogen; / 2 h / 60 °C / 2250.23 Torr
2: hydrogen; / ethanol / 2 h / 60 °C / 2250.23 Torr
View Scheme
Multi-step reaction with 2 steps
1: hydrogen; / 2 h / 60 °C / 2250.23 Torr
2: hydrogen; / ethanol / 2 h / 60 °C / 2250.23 Torr
View Scheme
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

ethanol
64-17-5

ethanol

A

5-methyl-2-furanone
591-12-8

5-methyl-2-furanone

B

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

C

2,2'-difurylmethane
1197-40-6

2,2'-difurylmethane

D

4-oxopentanoic acid ethyl ester
539-88-8

4-oxopentanoic acid ethyl ester

Conditions
ConditionsYield
With niobium pentoxide nanowires calcined at 100 ∘C at 160℃; under 6000.6 Torr; for 5h; Temperature;
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

ethanol
64-17-5

ethanol

A

5-methyl-2-furanone
591-12-8

5-methyl-2-furanone

B

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

Conditions
ConditionsYield
With niobium pentoxide nanowires calcined at 100 ∘C at 120℃; under 6000.6 Torr; for 5h;
2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

furfural
98-01-1

furfural

Conditions
ConditionsYield
With water; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate In acetonitrile at 20℃; for 8h;90%
2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

dimethyl 4-(ethoxymethyl)-7-oxabicyclo [2.2.1] hepta-2,5-diene-2,3-dicarboxylate

dimethyl 4-(ethoxymethyl)-7-oxabicyclo [2.2.1] hepta-2,5-diene-2,3-dicarboxylate

Conditions
ConditionsYield
In toluene at 100℃; for 16h; Sealed tube;64%
2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

butan-1-ol
71-36-3

butan-1-ol

butyl levulinate
2052-15-5

butyl levulinate

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In water at 117℃; for 2.75h; Concentration;53%
2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

formaldehyd
50-00-0

formaldehyd

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

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

Conditions
ConditionsYield
With acetic acid at 70 - 80℃; for 3h;46%
2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

dimethyl 3-(ethoxymethyl)-6-hydroxy-1,2-benzenedicarboxylate

dimethyl 3-(ethoxymethyl)-6-hydroxy-1,2-benzenedicarboxylate

Conditions
ConditionsYield
Stage #1: dimethyl acetylenedicarboxylate With scandium tris(trifluoromethanesulfonate) In acetonitrile at 20℃; for 0.166667h;
Stage #2: 2-(ethoxymethyl)furan In acetonitrile at 100℃; for 16h; Sealed tube;
32%
2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

A

C7H9(2)HO2

C7H9(2)HO2

B

C7H9(2)HO2

C7H9(2)HO2

C

C7H9(2)HO2

C7H9(2)HO2

Conditions
ConditionsYield
With sodium methylate In deuteromethanol; toluene at 85℃; for 2h; Product distribution; Heating; other temperature;A 5%
B 16%
C 27%
2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

2-ethoxymethyl-5-trimethylsilylfuran
93271-55-7

2-ethoxymethyl-5-trimethylsilylfuran

Conditions
ConditionsYield
With n-butyllithium 1)ether in ether,0 deg C, 5 min 2)trimethylchlorosilane, -70 deg C, 30 min 3)room temp. 30 min; Yield given. Multistep reaction;
2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

pentachlorocyclopropane
6262-51-7

pentachlorocyclopropane

(1S*,5S*)-2,3,4,4-tetrachloro-1-ethoxymethyl-8-oxabicyclo-[3.2.1]octa-2,6-diene
1160560-98-4

(1S*,5S*)-2,3,4,4-tetrachloro-1-ethoxymethyl-8-oxabicyclo-[3.2.1]octa-2,6-diene

Conditions
ConditionsYield
Stage #1: pentachlorocyclopropane With potassium hydroxide In 1,4-dioxane at 20 - 65℃; for 1h;
Stage #2: 2-(ethoxymethyl)furan In 1,4-dioxane at 85 - 90℃; for 16h;
2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

5-(ethoxymethyl)furfural
1917-65-3

5-(ethoxymethyl)furfural

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

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

Conditions
ConditionsYield
With hydrogen; Pd on active carbon
With hydrogen
maleic anhydride
108-31-6

maleic anhydride

2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

1-ethoxymethyl-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride
1428945-27-0

1-ethoxymethyl-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride

Conditions
ConditionsYield
at 20℃; for 36h;
In neat (no solvent) at 15 - 20℃; for 26h; Diels-Alder Cycloaddition;
2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

3-(ethoxymethyl)phthalic acid disodium salt

3-(ethoxymethyl)phthalic acid disodium salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 36 h / 20 °C
2.1: sodium methylate / methanol / 18 h / 0 - 20 °C
2.2: 5 h / Reflux
View Scheme
2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

benzene-1,2,3-tricarboxlic acid
569-51-7

benzene-1,2,3-tricarboxlic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 36 h / 20 °C
2.1: sodium methylate / methanol / 18 h / 0 - 20 °C
2.2: 5 h / Reflux
3.1: potassium permanganate / water / 18 h / 20 °C
View Scheme
2-(ethoxymethyl)furan
6270-56-0

2-(ethoxymethyl)furan

isopropyl alcohol
67-63-0

isopropyl alcohol

A

5-methyl-5H-furan-2-one
591-11-7

5-methyl-5H-furan-2-one

B

5-methyl-2-furanone
591-12-8

5-methyl-2-furanone

C

isopropyl levulinate
21884-26-4

isopropyl levulinate

D

levulinic acid
123-76-2

levulinic acid

Conditions
ConditionsYield
With zeolite H-beta at 110℃; for 1.5h; Autoclave;A n/a
B n/a
C 7.7 %Chromat.
D 6.4 %Chromat.

Ethyl furfuryl ether Specification

The Furan, 2-(ethoxymethyl)-, with the CAS registry number of 6270-56-0, is also known as Ethyl furfuryl ether. Its EINECS registry number is 228-454-7. This chemical's molecular formula is C7H10O2 and molecular weight is 126.15. What's more, its IUPAC name is 2-(Ethoxymethyl)furan.

Physical properties about Furan, 2-(ethoxymethyl)- are: (1)ACD/LogP: 1.65; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.65; (4)ACD/LogD (pH 7.4): 1.65; (5)ACD/BCF (pH 5.5): 10.56; (6)ACD/BCF (pH 7.4): 10.56; (7)ACD/KOC (pH 5.5): 188.15; (8)ACD/KOC (pH 7.4): 188.15; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 22.37 Å2; (13)Index of Refraction: 1.451; (14)Molar Refractivity: 34.47 cm3; (15)Molar Volume: 127.9 cm3; (16)Polarizability: 13.66×10-24 cm3; (17)Surface Tension: 29.1 dyne/cm; (18)Density: 0.986 g/cm3; (19)Flash Point: 41.2 °C; (20)Enthalpy of Vaporization: 35.85 kJ/mol; (21)Boiling Point: 136.5 °C at 760 mmHg; (22)Vapour Pressure: 9.11 mmHg at 25 °C.

Preparation: this chemical is prepared by Furfural-diethylacetal. The reaction needs reagent BF3O(C2H5)2 and solvent 1, 2-Dichloro-ethane. The reaction time is 15 minutes with reaction temperature of 0 °C. The yield is about 54 %.

Uses: it is used to produce other chemicals. For example, it is used to produce 5-Ethoxymethyl-furfuryl alcohol. This reaction needs reagent Acetic acid. Other condition of this reaction is reaction time of 3 hours at 70-80 °C. The yield is about 46 %.

You can still convert the following datas into molecular structure:
(1) SMILES: O(CC)Cc1occc1
(2) InChI: InChI=1/C7H10O2/c1-2-8-6-7-4-3-5-9-7/h3-5H,2,6H2,1H3
(3) InChIKey: BHGBNDNKYPEAAT-UHFFFAOYAB

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