Conditions | Yield |
---|---|
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
ethanol
A
2-(ethoxymethyl)furan
B
4,5,5-triethoxypentan-2-one
C
4-oxopentanoic acid ethyl ester
Conditions | Yield |
---|---|
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
ethanol
A
2-(ethoxymethyl)furan
B
4-oxopentanoic acid ethyl ester
Conditions | Yield |
---|---|
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
A
furfural
B
2-(ethoxymethyl)furan
C
Ethyl 2-furoate
Conditions | Yield |
---|---|
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
ethanol
A
2-(ethoxymethyl)furan
B
2-(diethoxymethyl)furan
C
4-oxopentanoic acid ethyl ester
Conditions | Yield |
---|---|
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
ethanol
A
2-(ethoxymethyl)furan
B
4,5,5-triethoxypentan-2-one
Conditions | Yield |
---|---|
With graphene oxide at 80℃; for 6h; Autoclave; | A 22.2% B 12.3% |
Conditions | Yield |
---|---|
With potassium hydroxide; diethyl ether at 75 - 80℃; |
Conditions | Yield |
---|---|
With potassium hydroxide; diethyl ether |
Conditions | Yield |
---|---|
With potassium hydroxide |
tri-n-butyl-tin hydride
2-(furan-2-yl)-1,3-oxathiolane
A
2-(ethoxymethyl)furan
B
C19H36O2SSn
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In benzene Product distribution; Heating; |
Conditions | Yield |
---|---|
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
ethanol
A
furan
B
2-methylfuran
C
(2-furyl)methyl alcohol
D
2-(ethoxymethyl)furan
Conditions | Yield |
---|---|
With Ru/RuO2/C; hydrogen at 180℃; for 5h; Inert atmosphere; |
(2-furyl)methyl alcohol
ethanol
A
2-(ethoxymethyl)furan
B
diethyl ether
C
4,5,5-triethoxypentan-2-one
D
4-oxopentanoic acid ethyl ester
Conditions | Yield |
---|---|
With hierarchical-HZ-5 at 99.84℃; for 2h; Catalytic behavior; Green chemistry; |
(2-furyl)methyl alcohol
ethanol
A
2-(ethoxymethyl)furan
C
4-oxopentanoic acid ethyl ester
Conditions | Yield |
---|---|
With 12.1PW12/ZrO2 bifunctionalized organosilica nanotubes at 120℃; Autoclave; High pressure; |
(2-furyl)methyl alcohol
ethanol
A
5-methyl-5H-furan-2-one
B
5-methyl-2-furanone
C
2-(ethoxymethyl)furan
D
4-oxopentanoic acid ethyl ester
Conditions | Yield |
---|---|
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
ethanol
A
(2-furyl)methyl alcohol
B
2-(ethoxymethyl)furan
Conditions | Yield |
---|---|
With formic acid at 100℃; for 5h; Sealed tube; | |
With hydrogen at 60℃; under 2250.23 Torr; for 2h; Catalytic behavior; Pressure; |
furfural
ethanol
A
2-methyltetrahydrofuran
B
Tetrahydrofurfuryl alcohol
C
(2-furyl)methyl alcohol
D
2-(ethoxymethyl)furan
E
2-(diethoxymethyl)tetrahydrofuran
Conditions | Yield |
---|---|
With hydrogen at 80℃; under 3750.38 Torr; for 2h; |
furfural
ethanol
A
Tetrahydrofurfuryl alcohol
B
(2-furyl)methyl alcohol
C
2-(ethoxymethyl)furan
Conditions | Yield |
---|---|
With hydrogen at 60℃; under 2250.23 Torr; for 2h; Reagent/catalyst; |
furfural
ethanol
A
2-(ethoxymethyl)furan
B
2-(diethoxymethyl)furan
Conditions | Yield |
---|---|
With hydrogen at 60℃; under 750.075 Torr; for 2h; |
furfural
ethanol
A
2-(ethoxymethyl)furan
B
2-(diethoxymethyl)furan
C
2-(diethoxymethyl)tetrahydrofuran
Conditions | Yield |
---|---|
With hydrogen at 60℃; under 2250.23 Torr; for 2h; |
furfural
ethanol
A
(2-furyl)methyl alcohol
B
2-(ethoxymethyl)furan
C
2-(diethoxymethyl)furan
Conditions | Yield |
---|---|
With hydrogen at 60℃; under 2250.23 Torr; for 2h; Reagent/catalyst; Temperature; Pressure; |
furfural
ethanol
A
(2-furyl)methyl alcohol
B
2-(ethoxymethyl)furan
C
2-(diethoxymethyl)tetrahydrofuran
Conditions | Yield |
---|---|
With hydrogen at 60℃; under 2250.23 Torr; for 2h; |
2-(diethoxymethyl)furan
A
(2-furyl)methyl alcohol
B
2-(ethoxymethyl)furan
C
2-(diethoxymethyl)tetrahydrofuran
Conditions | Yield |
---|---|
With hydrogen In ethanol at 60℃; under 2250.23 Torr; for 2h; |
Conditions | Yield |
---|---|
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
ethanol
A
5-methyl-2-furanone
B
2-(ethoxymethyl)furan
C
2,2'-difurylmethane
D
4-oxopentanoic acid ethyl ester
Conditions | Yield |
---|---|
With niobium pentoxide nanowires calcined at 100 ∘C at 160℃; under 6000.6 Torr; for 5h; Temperature; |
(2-furyl)methyl alcohol
ethanol
A
5-methyl-2-furanone
B
2-(ethoxymethyl)furan
Conditions | Yield |
---|---|
With niobium pentoxide nanowires calcined at 100 ∘C at 120℃; under 6000.6 Torr; for 5h; |
Conditions | Yield |
---|---|
With water; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate In acetonitrile at 20℃; for 8h; | 90% |
Conditions | Yield |
---|---|
In toluene at 100℃; for 16h; Sealed tube; | 64% |
Conditions | Yield |
---|---|
With bismuth(lll) trifluoromethanesulfonate In water at 117℃; for 2.75h; Concentration; | 53% |
2-(ethoxymethyl)furan
formaldehyd
(5-(ethoxymethyl)furan-2-yl)methanol
Conditions | Yield |
---|---|
With acetic acid at 70 - 80℃; for 3h; | 46% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With sodium methylate In deuteromethanol; toluene at 85℃; for 2h; Product distribution; Heating; other temperature; | A 5% B 16% C 27% |
2-(ethoxymethyl)furan
chloro-trimethyl-silane
2-ethoxymethyl-5-trimethylsilylfuran
Conditions | Yield |
---|---|
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
pentachlorocyclopropane
(1S*,5S*)-2,3,4,4-tetrachloro-1-ethoxymethyl-8-oxabicyclo-[3.2.1]octa-2,6-diene
Conditions | Yield |
---|---|
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
5-(ethoxymethyl)furfural
(5-(ethoxymethyl)furan-2-yl)methanol
Conditions | Yield |
---|---|
With hydrogen; Pd on active carbon | |
With hydrogen |
maleic anhydride
2-(ethoxymethyl)furan
1-ethoxymethyl-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride
Conditions | Yield |
---|---|
at 20℃; for 36h; | |
In neat (no solvent) at 15 - 20℃; for 26h; Diels-Alder Cycloaddition; |
2-(ethoxymethyl)furan
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
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
isopropyl alcohol
A
5-methyl-5H-furan-2-one
B
5-methyl-2-furanone
C
isopropyl levulinate
D
levulinic acid
Conditions | Yield |
---|---|
With zeolite H-beta at 110℃; for 1.5h; Autoclave; | A n/a B n/a C 7.7 %Chromat. D 6.4 %Chromat. |
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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