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2-(Ethoxymethyl)furan is an organic compound with the chemical formula C7H10O2. It is a colorless liquid with a molecular weight of 126.15 g/mol. 2-(ETHOXYMETHYL)FURAN is characterized by a furan ring, which is a five-membered aromatic ring containing four carbon atoms and one oxygen atom, with an ethoxymethyl group (-CH2OCH2CH3) attached to the 2-position of the furan ring. 2-(Ethoxymethyl)furan is used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals. It is also known for its potential applications in the production of fragrances and flavorings. Due to its reactivity, it is important to handle 2-(ETHOXYMETHYL)FURAN with care, following proper safety protocols.

6270-56-0

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6270-56-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 6270-56-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,2,7 and 0 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 6270-56:
(6*6)+(5*2)+(4*7)+(3*0)+(2*5)+(1*6)=90
90 % 10 = 0
So 6270-56-0 is a valid CAS Registry Number.
InChI:InChI=1/C7H10O2/c1-2-8-6-7-4-3-5-9-7/h3-5H,2,6H2,1H3

6270-56-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(ETHOXYMETHYL)FURAN

1.2 Other means of identification

Product number -
Other names 2-Furfuryl ethyl ether

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6270-56-0 SDS

6270-56-0Synthetic 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.

6270-56-0Relevant academic research and scientific papers

Utilization of renewable resources: Investigation on role of active sites in zeolite catalyst for transformation of furfuryl alcohol into alkyl levulinate

Vaishnavi,Sujith,Kulal, Nagendra,Manjunathan, Pandian,Shanbhag, Ganapati V.

, (2021/01/18)

A bio-derived furfuryl alcohol transformation into various high-value chemicals is a growing field of interest among researchers. This study reports an exclusive investigation of the porosity and active sites responsible for the efficient alcoholysis of furfuryl alcohol to alkyl levulinate by the aid of zeolite catalyst. Alkyl levulinate is a promising platform chemical potentially used as a fuel additive and also for the production of chemicals. A detailed study using well-characterized HZSM-5 catalyst on the influence of acidity and post synthesis modification like desilication, dealumination, metal ion exchange and phosphate modification revealed the most desired type of acid sites required to catalyze this reaction. Among the HZSM-5 catalysts tested, HZSM-5 (SAR 95) showed the best performance of ≥ 99 % furfuryl alcohol conversion and 85 % butyl levulinate selectivity under optimum conditions. The catalyst exhibited good recyclability additionally addressing all the challenges reported in the previous literature fulfilling the green chemistry principles.

The selective conversion of furfuryl alcohol to ethyl levulinate over Zr-modified tungstophosphoric acid supported on β-zeolites

Yogita,Rao, B. Srinivasa,Subrahmanyam, Ch.,Lingaiah

, p. 3224 - 3233 (2021/02/26)

Catalysts of zirconium-exchanged proton-containing tungstophosphoric acid (TPA) supported on β-zeolites were prepared by an impregnation method for the selective alcoholysis of furfuryl alcohol into ethyl levulinate. The prepared catalysts were characterized by different spectroscopic techniques. The results indicated the existence of a Keggin ion structure of TPA after its modification with Zr ions and successive dispersion on β-zeolites. The introduction of Zr in TPA generated Lewis acidic sites in the catalyst. Pyridine-adsorbed FT-IR confirmed the presence of both Br?nsted and Lewis acidic sites in catalysts. The catalytic activity for the alcoholysis of furfuryl alcohol depends on the strength of both Br?nsted and Lewis acids of the catalyst. Among these catalysts, 20%Zr0.75TPA/β-zeolite was active for the alcoholysis of furfuryl alcohol with a 96% yield of ethyl levulinate. Optimal conditions were established to obtain maximum yield. A plausible reaction mechanism was also proposed. The catalyst was reused without any appreciable loss of activity.

Etherification of biomass-derived furanyl alcohols with aliphatic alcohols over silica-supported nickel phosphide catalysts: Effect of surplus P species on the acidity

Kim, Jinsung,Shin, Mi,Suh, Young-Woong

, (2020/08/05)

The acidity of nickel phosphide (Ni2P) catalysts plays a crucial role in producing a desired hydrodeoxygenation molecule from biomass-derived substrates; yet, it has never been explored in acid-catalyzed reactions. Herein, we demonstrated the activity of silica-supported Ni2P catalyst prepared with the nominal P/Ni ratio of 2 (Ni2P/SiO2-2P) in the etherification of furanyl alcohols (particularly, 5-(hydroxymethyl)furfural) with aliphatic alcohols including ethanol. By comparing the characteristics of Ni/SiO2, PxOy/SiO2, and Ni2P/SiO2-xP (x = 0.5 and 1), Ni2P/SiO2-2P was revealed to contain the Br?nsted and Lewis acid sites of which both contributed to the etherification reaction. Notably, the Br?nsted acidity was associated with the surplus P species added to produce the Ni2P phase. Consequently, supported Ni2P catalysts can work in acid-catalyzed reactions if an adequate ratio of Br?nsted to Lewis acid sites is provided by the amount of the surplus P species determined by adjusting the P/Ni ratio.

Efficient synthesis of niobium pentoxide nanowires and application in ethanolysis of furfuryl alcohol

Zhang, Zhenwei,Wang, Peng,Wu, Zeying,Yue, Chuanjun,Wei, Xuejiao,Zheng, Jiwei,Xiang, Mei,Liu, Baoliang

, p. 5690 - 5696 (2020/02/26)

Nb2O5 nanowires with high specific surface area and crystallinity were prepared by using ammonium oxalate and an acetic acid solvent system. The nanomaterial was applied in ethanolysis of furfuryl alcohol (FA), and the yield of the product, 2-(ethoxymethyl)furan (FEE), achieved was up to 79.6%. Compared to mesoporous Nb2O5 materials and other porous materials, the residence time of FEE on the surface of the catalyst is shorter, and the yield of ethyl levulinate (EL) is lower. Furthermore, a high temperature calcination treatment can change the acid sites and acidity type distribution on the nanowire surface. By XRD, NH3-TPD, IR, and TG-DTA determination methods, it was found that the weak and medium-strong acid sites on the surface of Nb2O5 nanowires were reduced after a 300 °C treatment, and the amount of strong acid was relatively higher. According to the catalytic performance test data and acidity determination, it was concluded that more weak acid and medium-strong acid sites improve the conversion of furfuryl alcohol to FEE, and the strong acid sites promote further conversion of FEE to EL.

SINGLE STEP PROCESS FOR THE SYNTHESIS OF FURFURYL ETHYL ETHER

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Paragraph 0048, (2019/07/29)

The present invention provides a single step process for the synthesis of furfuryl ethyl ether comprises refluxing the reaction mixture of furfuryl alcohol, ethanol and catalyst at temperature in the range of 80 to 120° C. for the period in the range of 3 to 7 hrs to afford furfuryl ethyl ether. The catalyst used in present invention is Zr incorporated SBA-15. Further, the conversion of furfuryl alcohol is in the range of 60 to 90%. The selectivity of reaction towards furfuryl ethyl ether is in the range of 85 to 95%.

Facile synthesis of furfuryl ethyl ether in high yield: Via the reductive etherification of furfural in ethanol over Pd/C under mild conditions

Wang, Yun,Cui, Qianqian,Guan, Yejun,Wu, Peng

, p. 2110 - 2117 (2018/05/24)

The one-pot synthesis of furfuryl ethyl ether (FEE) over Pd nanoparticles supported on TiO2, Al2O3, SiO2, and active carbon via the catalytic reductive etherification of furfural in ethanol was systematically studied. The Pd nanoparticles supported on SiO2, TiO2 and active carbon are all active for this novel process under mild reaction conditions, with Pd/C showing the highest selectivity to FEE. The effects of palladium loading, reaction temperature, and hydrogen pressure on the activity and selectivity of Pd/C have been investigated in detail. The results demonstrate that suitable Pd amount, low reaction temperature of about 60 °C, and low H2 pressure of about 0.3 MPa are favorable for the formation of the desired ether product. Under the optimized conditions, an unprecedented high yield of up to 81% of FEE was firstly obtained with the major by-products being furfuryl alcohol and 2-methyltetrahydrofuran. Compared with the conventional hydrogenation-etherification route via furfural alcohol as a reaction intermediate, the reductive etherification shows significant advantage in product yield because of its much lower reaction temperature that is required.

Magnetically separable sulfated zirconia as highly active acidic catalysts for selective synthesis of ethyl levulinate from furfuryl alcohol

Tiwari, Manishkumar S.,Gawade, Anil B.,Yadav, Ganapati D.

, p. 963 - 976 (2017/03/15)

Magnetically separable sulfated zirconia catalysts were prepared by a two-step approach. Coating of zirconia around the particles helps to increase the number of sites needed for sulfate ion loading and hence enhances the acidity of the catalyst. Different molar concentrations of chlorosulfonic acid were used for sulfonation. The prepared catalysts were used for selective synthesis of ethyl levulinate using renewable substrates: furfuryl alcohol and ethanol. Ethyl levulinate has many applications in different industries including as a potential blending component in biodiesel. The catalyst could be easily separated by the use of a magnet. The influence of different parameters was investigated to reach the optimum yield of ethyl levulinate. Detailed kinetics were established for scaling up purposes. The catalyst is robust and reusable.

Catalytic Transfer Hydrogenation of Furfural to Furfuryl Alcohol by using Ultrasmall Rh Nanoparticles Embedded on Diamine-Functionalized KIT-6

Neeli, Chinna Krishna Prasad,Chung, Young-Min,Ahn, Wha-Seung

, p. 4570 - 4579 (2017/11/29)

A Rh/ED-KIT-6 catalyst comprised of Rh nanoparticles embedded on mesoporous silica (KIT-6) functionalized with N1-[3-(trimethoxysilyl)propyl]ethane-1,2-diamine was synthesized by Rh3+ adsorption and chemical reduction in the liquid phase. The structure of ED-KIT-6 and textural properties of the pristine and supported Rh catalysts, as well as particle size and chemical state of the Rh species were examined by various analytical methods. The homogeneous dispersion of ultrasmall Rh nanoparticles, approximately 1.2 nm in size, stabilized by the grafted diamine (ED) species was confirmed. Rh/ED-KIT-6 was applied to the transfer hydrogenation of furfural (FFR) to furfuryl alcohol (FAL) by using formic acid (FA) as the hydrogen source. The effect of the solvent and reaction parameters, such as temperature, reaction time, and FA/FFR ratio, were investigated. The Rh-embedded catalyst exhibited a significantly high turnover frequency (TOF≈204 h?1) to that of Ru, Pd, or Ni-based catalysts on KIT-6. A plausible reaction mechanism was proposed after examining an independent FA decomposition reaction over the same Rh-ED-KIT-6 catalyst. The heterogeneity of the catalyst was verified by a hot filtration experiment. The Rh/ED-KIT-6 could be reused for up to three cycles without any decrease in catalytic activity and selectivity, but the slow oxidation of Rh species was detected.

Catalytic upgrading of furfuryl alcohol to bio-products: Catalysts screening and kinetic analysis

Paniagua,Melero,Iglesias,Morales,Hernández,López-Aguado

, p. 74 - 82 (2017/03/22)

The conversion of furfuryl alcohol, a highly versatile biomass-derived platform molecule, into a large variety of bio-products, including ethers, lactones and levulinates, has been evaluated in alcohol media using different solid acid catalysts, such as commercial zeolites, sulfonic acid-functionalized materials, and sulfated zirconia. Reaction pathways and mechanisms have been correlated to the particular type of catalyst used, aiming to establish the influence of the main physico-chemical properties of the materials on the extent of furfuryl alcohol conversion, as well as on the predominant reaction pathway followed. Mechanistic and kinetics modelling studies for each type of catalyst have been developed and compared, providing an useful tool for the selection of the most suitable solid acid catalyst for the production of each of the reaction intermediates in the cascade from furfuryl alcohol to alkyl levulinate.

Preparation method for furfuryl alkyl ether

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Paragraph 0034-0035; 0042-0043, (2017/06/10)

The invention discloses a preparation method for furfuryl alkyl ether through reaction of furfuryl alcohol and monohydric alcohol. The preparation method comprises the following steps: dissolving furfuryl alcohol in monohydric alcohol in a reaction kettle; then adding a catalyst; and next carrying out a reaction for 1-24 hours at the temperature of 150-260 DEG C, and thus obtaining the furfuryl alkyl ether. The preparation method is simple in process and easy to control, only adopts an inorganic metal oxide as the catalyst, has no addition of organic acids and alkalis, inorganic acids and alkalis or other co-catalysts, is convenient for separation of the catalyst and other operations, and is conducive to large-scale industrialized production.

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