2-Furancarboxaldehyde, 5-(ethoxymethyl)- supplier

Name
5-(ETHOXYMETHYL)-2-FURALDEHYDE
EINECS
CAS No. 1917-65-3
Article Data85
CAS DataBase
Density 1.104 g/cm³
Solubility
Melting Point
Formula C₈H₁₀O₃
Boiling Point 234.258 °C at 760 mmHg
Molecular Weight 154.166
Flash Point 95.476 °C
Transport Information
Appearance
Safety 26-39
Risk Codes 41
Molecular Structure
Hazard Symbols Xi
Synonyms 5-(Ethoxymethyl)furan-2-carbaldehyde;
PSA 39.44000
LogP 1.62860

Synthetic route

: 39131-44-7
5-bromomethyl-furan-2-carbaldehyde

: 64-17-5
ethanol

: 1917-65-3
5-(ethoxymethyl)furfural

Conditions

Conditions	Yield
at 80℃; for 3h;	100%
With oil shale ashes taken from pulverized-fired boiler (Ash A) In water at 20℃; for 17h; Reagent/catalyst;	88%
With silver cyanide
With silver nitrate
With calcium carbonate

: 1623-88-7
5-chloromethylfurfural

: 64-17-5
ethanol

: 1917-65-3
5-(ethoxymethyl)furfural

Conditions

Conditions	Yield
at 20℃; for 8h;	95%
at 20℃; for 8h;	95%
With calcium hydroxide In water at 70℃; for 1h; Reagent/catalyst;	67%

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

: 64-17-5
ethanol

: 1917-65-3
5-(ethoxymethyl)furfural

Conditions

Conditions	Yield
With graphene oxide (GO) at 100℃; for 12h; Kinetics; Concentration; Reagent/catalyst; Autoclave;	92%
With Glu-Fe3O4-SO3H at 80℃; for 2h;	92%
Stage #1: 5-hydroxymethyl-2-furfuraldehyde; ethanol at 100℃; for 12h; Stage #2: With water at 100℃; for 2h;	91%

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

: 64-17-5
ethanol

A: 1917-65-3
5-(ethoxymethyl)furfural

B: 539-88-8
4-oxopentanoic acid ethyl ester

Conditions

Conditions	Yield
With dual acidic Glu-TsOH-Ti catalyst at 90℃; for 6h; Reagent/catalyst;	A 91% B n/a
With mesoporous silica Z-SBA-15 catalyst at 140℃; for 5h;	A 76% B 23%
With partially reduced graphene oxide (S-RGO) at 140℃; for 24h;	A 71% B 22%

...Expand

: 64-17-5
ethanol

inulin: inulin

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

B: 1917-65-3
5-(ethoxymethyl)furfural

Conditions

Conditions	Yield
With Glu-Fe3O4-SO3H In dimethyl sulfoxide at 100℃; for 24h;	A 10% B 85%
With graphene oxide (GO) In dimethyl sulfoxide at 130℃; for 24h; Kinetics; Autoclave;	A 7% B 66%

...Expand

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

: 64-17-5
ethanol

A: 1917-65-3
5-(ethoxymethyl)furfural

B: 539-88-8
4-oxopentanoic acid ethyl ester

C: 109-94-4
formic acid ethyl ester

Conditions

Conditions	Yield
With sulfuric acid at 75℃; for 24h; Reagent/catalyst; Temperature; Sealed tube;	A 81% B 16% C n/a

...Expand

: 57-48-7
D-Fructose

: 64-17-5
ethanol

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

B: 1917-65-3
5-(ethoxymethyl)furfural

Conditions

Conditions	Yield
With Glu-Fe3O4-SO3H at 80℃; for 24h;	A 7% B 81%
With graphene oxide (GO) In dimethyl sulfoxide at 130℃; for 24h; Kinetics; Autoclave;	A 9% B 71%
With graphene oxide (GO) In dimethyl sulfoxide at 100℃; for 24h; Kinetics; Temperature; Autoclave;	A 31% B 23%
In hexane at 100℃; for 0.333333h; Ionic liquid; Sealed tube; Green chemistry;

...Expand

: 57-48-7
D-Fructose

: 64-17-5
ethanol

A: 1917-65-3
5-(ethoxymethyl)furfural

B: 539-88-8
4-oxopentanoic acid ethyl ester

Conditions

Conditions	Yield
With poly(p-styrenesulfonic acid)-grafted carbon nanotubes at 100℃; for 12h; Sealed tube; Green chemistry; chemoselective reaction;	A n/a B 79%
With dual acidic Glu-TsOH-Ti catalyst at 120℃; for 30h;	A 66% B 18%
In hexane at 100℃; for 1.33333h; Ionic liquid; Sealed tube; Green chemistry;	A 54% B 6%

...Expand

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

: 107-19-7
propargyl alcohol

: 141-78-6
ethyl acetate

A: 5-((prop-2-yn-1-yloxy)methyl)furan-2-carbaldehyde

B: 1917-65-3
5-(ethoxymethyl)furfural

Conditions

Conditions	Yield
With Amberlyst 15 at 70℃;	A 78% B 15%

...Expand

: 39131-44-7
5-bromomethyl-furan-2-carbaldehyde

: 64-17-5
ethanol

A: 1917-65-3
5-(ethoxymethyl)furfural

B: 539-88-8
4-oxopentanoic acid ethyl ester

Conditions

Conditions	Yield
With calcium carbonate for 1h; Reflux;	A 74% B 6%
In water at 70℃; for 0.5h; Overall yield = 98 %;

...Expand

: 470-23-5
D-fructose

: 64-17-5
ethanol

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

B: 1917-65-3
5-(ethoxymethyl)furfural

C: 539-88-8
4-oxopentanoic acid ethyl ester

Conditions

Conditions	Yield
With SO3H-CD carbon In tetrahydrofuran at 120℃; for 6h; Catalytic behavior; Temperature; Time; Solvent; Reagent/catalyst; Sonication;	A n/a B 74% C n/a
With alkaline lignin acidic carbonaceous catalyst at 110℃; for 15h; Sealed tube;	A 7.4% B 55.9% C 8.1%
With sulfuric acid at 110℃; for 15h; Sealed tube;	A 8.4% B 49.8% C 7.3%

...Expand

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

: 64-17-5
ethanol

A: 38641-99-5
2-(diethoxymethyl)-5-(ethoxymethyl)furan

B: 1917-65-3
5-(ethoxymethyl)furfural

C: 539-88-8
4-oxopentanoic acid ethyl ester

Conditions

Conditions	Yield
With Amberlyst-15 resin at 110℃; Sealed tube;	A 10% B 71% C 16%
With partially reduced graphene oxide (S-RGO) at 140℃; for 24h; Reagent/catalyst; Temperature;	A 12% B 58% C 30%
With Amberlyst-15 resin at 75℃; for 24h; Sealed tube;	A 27% B 52% C 8%

...Expand

: 470-23-5, 470-24-6, 10247-46-8, 10489-79-9, 35673-97-3, 36441-90-4, 36441-92-6, 36468-68-5, 37500-17-7, 40461-86-7, 40461-87-8, 41579-20-8, 41846-98-4, 41846-99-5, 41847-00-1, 41847-01-2, 41847-02-3, 41847-03-4, 41847-04-5, 41847-05-6, 41847-06-7, 41847-51-2, 41847-52-3, 42744-42-3
D-fructose

: 64-17-5
ethanol

A: 1917-65-3
5-(ethoxymethyl)furfural

B: 539-88-8
4-oxopentanoic acid ethyl ester

Conditions

Conditions	Yield
With sulfuric acid at 100℃; for 24h; Sealed tube;	A 70% B 18%
With [N,N-dimethylacetamide]+[CH3SO3]- at 120℃; for 16h; Overall yield = 64 %; Overall yield = 1.09 g;

...Expand

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

: 64-17-5
ethanol

A: 105-57-7
diethyl acetal

B: 1917-65-3
5-(ethoxymethyl)furfural

C: 539-88-8
4-oxopentanoic acid ethyl ester

Conditions

Conditions	Yield
With mesoporous silica Al-MCM-41 (50) catalyst at 140℃; for 5h;	A 13% B 68% C 10%

...Expand

: 470-23-5
D-fructose

: 1917-65-3
5-(ethoxymethyl)furfural

Conditions

Conditions	Yield
With 30percent Tantalum tungstophosphoric acid dispersed on tin oxide In ethanol at 120℃; for 8h; Reagent/catalyst; Temperature; Sealed tube;	68%

: 57-48-7
D-Fructose

: 64-17-5
ethanol

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

B: 1917-65-3
5-(ethoxymethyl)furfural

C: 539-88-8
4-oxopentanoic acid ethyl ester

Conditions

Conditions	Yield
With dual acidic Glu-TsOH-Ti catalyst at 120℃; for 24h;	A 21% B 64% C 13%
With dual acidic Glu-TsOH-Ti catalyst at 120℃; for 6h;	A 60% B 29% C 6%
In hexane at 100℃; for 0.666667h; Ionic liquid; Sealed tube; Green chemistry;	A 21% B 43% C 8%

...Expand

: 57-48-7
D-Fructose

: 64-17-5
ethanol

: 1917-65-3
5-(ethoxymethyl)furfural

Conditions

Conditions	Yield
With silica supported sulfonic acid catalyst at 100℃; under 760.051 Torr; for 24h; Catalytic behavior; Temperature;	63.1%
With graphene oxide (GO) In dimethyl sulfoxide at 150℃; for 24h; Kinetics; Autoclave;	62%

innulin: innulin

: 64-17-5
ethanol

: 1917-65-3
5-(ethoxymethyl)furfural

Conditions

Conditions	Yield
With silica supported sulfonic acid catalyst at 100℃; under 760.051 Torr; for 24h;	60.7%

: 64-17-5
ethanol

: 6347-01-9
fructopyranose

A: 1917-65-3
5-(ethoxymethyl)furfural

B: 539-88-8
4-oxopentanoic acid ethyl ester

Conditions

Conditions	Yield
With titanium(IV) oxide at 150℃; under 15001.5 Torr; for 1h; Inert atmosphere; Green chemistry;	A 18% B 58%

...Expand

: 470-23-5
D-fructose

: 64-17-5
ethanol

: 1917-65-3
5-(ethoxymethyl)furfural

Conditions

Conditions	Yield
With lignosulfonate acidic carbonaceous catalyst at 110℃; for 11h; Sealed tube;	57.3%
With per-rhenic acid In tetrahydrofuran at 140℃; for 1h; Schlenk technique;	73 %Spectr.

: 470-23-5, 470-24-6, 10247-46-8, 10489-79-9, 35673-97-3, 36441-90-4, 36441-92-6, 36468-68-5, 37500-17-7, 40461-86-7, 40461-87-8, 41579-20-8, 41846-98-4, 41846-99-5, 41847-00-1, 41847-01-2, 41847-02-3, 41847-03-4, 41847-04-5, 41847-05-6, 41847-06-7, 41847-51-2, 41847-52-3, 42744-42-3
D-fructose

: 64-17-5
ethanol

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

B: 1917-65-3
5-(ethoxymethyl)furfural

Conditions

Conditions	Yield
With hydrogenchloride In water for 4h; Sealed tube;	A 57% B n/a
With hydrogenchloride In water at 80℃; for 8h; Sealed tube;	A 38% B n/a
With ammonium chloride at 100℃; for 24h;

...Expand

: 64-17-5
ethanol

: 50-99-7, 59-23-4, 921-60-8, 1949-88-8, 1990-29-0, 2152-76-3, 2595-97-3, 2595-98-4, 3458-28-4, 4205-23-6, 5934-56-5, 5978-95-0, 5987-68-8, 6027-89-0, 6038-51-3, 7635-11-2, 10030-80-5, 15572-79-9, 19163-87-2, 23567-25-1, 26566-61-0, 30077-17-9, 31103-86-3, 39665-52-6, 40866-07-7, 58367-01-4, 58407-05-9, 58407-06-0, 83198-69-0, 83198-70-3, 83198-71-4, 93780-23-5, 145920-48-5
2,3,4,5,6-pentahydroxy-hexanal

A: 1917-65-3
5-(ethoxymethyl)furfural

B: 539-88-8
4-oxopentanoic acid ethyl ester

Conditions

Conditions	Yield
With tin(IV) oxide at 160℃; Reagent/catalyst;	A 6% B 57%

...Expand

: 10489-79-9
α-D-fructofuranose

: 64-17-5
ethanol

: 1917-65-3
5-(ethoxymethyl)furfural

Conditions

Conditions	Yield
With arenesulfonic acid modified SBA-15 mesostructured silica In dimethyl sulfoxide at 130℃; for 4h; Temperature;	56.9%

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

: 64-17-5
ethanol

A: 38641-99-5
2-(diethoxymethyl)-5-(ethoxymethyl)furan

B: 1917-65-3
5-(ethoxymethyl)furfural

Conditions

Conditions	Yield
With tantalum-beta zeolite at 119.84℃; under 5933.09 Torr; for 24h;	A 16% B 56%
With zirconium montmorillonite at 100℃; for 12h;
With tin(ll) chloride at 24.84℃; for 4h;

...Expand

: 470-23-5
D-fructose

: 64-17-5
ethanol

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

B: 1917-65-3
5-(ethoxymethyl)furfural

Conditions

Conditions	Yield
With lignosulfonate acidic carbonaceous catalyst at 110℃; for 15h; Sealed tube;	A 53.8% B 7.4%
With per-rhenic acid In dimethyl sulfoxide at 140℃; for 1h; Schlenk technique;	A 39 %Spectr. B 32 %Spectr.

...Expand

: 470-23-5
D-fructose

: 64-17-5
ethanol

A: 1917-65-3
5-(ethoxymethyl)furfural

B: 539-88-8
4-oxopentanoic acid ethyl ester

Conditions

Conditions	Yield
With lignosulfonate acidic carbonaceous catalyst at 110℃; for 15h; Sealed tube;	A 53.4% B 11.8%
With SO3H-CD carbon In tetrahydrofuran at 160℃; for 6h; Sonication;	A 42% B n/a
With sodium perrhenate at 160℃; for 16h; Schlenk technique;	A 22 %Spectr. B 11 %Spectr.
With [ReOCl3(PPh3)2] at 160℃; for 16h; Temperature; Schlenk technique;	A 12 %Spectr. B 50 %Spectr.

...Expand

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

: 75-03-6
ethyl iodide

: 1917-65-3
5-(ethoxymethyl)furfural

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 50℃; for 48h;	50%
With caesium carbonate In acetonitrile at 50℃; for 48h;	50%

: 64-17-5
ethanol

: 50-99-7
D-glucose

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

B: 1917-65-3
5-(ethoxymethyl)furfural

C: 539-88-8
4-oxopentanoic acid ethyl ester

Conditions

Conditions	Yield
Amberlyst 35 resin at 20 - 170℃; for 0.616667h; Product distribution / selectivity; Microwave irradiation; Sealed tube;	A 12.3% B 3% C 49.4%

...Expand

: 64-17-5
ethanol

: 57-48-7, 87-79-6, 87-81-0, 551-68-8, 3615-39-2, 3615-56-3, 6035-50-3, 7776-48-9, 16354-64-6, 17598-81-1, 17598-82-2, 23140-52-5, 30237-26-4, 65732-90-3, 73952-10-0, 73952-11-1, 139686-85-4
fructose

: 1917-65-3
5-(ethoxymethyl)furfural

Conditions

Conditions	Yield
With cobalt(II) sulphate heptahydrate at 170℃; under 22502.3 Torr; for 2h; Inert atmosphere; Autoclave;	45.8%

: 64-17-5
ethanol

: 57-50-1
Sucrose

A: 3198-49-0, 15486-24-5, 18997-88-1, 19467-01-7, 34625-23-5, 59121-69-6, 118245-31-1, 118245-32-2, 142925-34-6
ethyl D-glucopyranoside

B: 1917-65-3
5-(ethoxymethyl)furfural

Conditions

Conditions	Yield
With silica supported sulfonic acid catalyst at 100℃; under 760.051 Torr; for 24h;	A 45% B 34.9%

...Expand

: 1917-65-3
5-(ethoxymethyl)furfural

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

Conditions

Conditions	Yield
With hydrogen; 3mol% Pt/C In ethanol at 20℃; under 3750.38 Torr; for 96h; Product distribution / selectivity;	100%
With sodium tetrahydroborate In ethanol at 0 - 25℃;	89%
With sodium tetrahydroborate In methanol	86%
With hydrogen; Ni-doped silica In ethanol; water at 80℃; for 2h; Product distribution / selectivity;
With hydrogen In 1,4-dioxane at 80℃; under 4500.45 Torr; Large scale reaction; chemoselective reaction;

: 1917-65-3
5-(ethoxymethyl)furfural

: 591-50-4
iodobenzene

: [5-(ethoxymethyl)furan-2-yl](phenyl)methanol

Conditions

Conditions	Yield
Stage #1: iodobenzene With TurboGrignard at -20℃; for 0.5h; Inert atmosphere; Stage #2: 5-(ethoxymethyl)furfural at -20 - 20℃; for 2h; Inert atmosphere;	92%

: 1917-65-3
5-(ethoxymethyl)furfural

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

Conditions

Conditions	Yield
With oxygen; acetic acid; peracetic acid; manganese(II) acetate; cobalt(II) diacetate tetrahydrate at 130℃; under 7483.15 Torr; for 2h; Product distribution / selectivity; Autoclave;	89%
With oxygen; acetic acid; peracetic acid; manganese(II) acetate; cobalt(II) diacetate tetrahydrate at 130℃; under 7483.15 Torr; for 2h; Product distribution / selectivity; Autoclave;	89%
With manganese; oxygen; cobalt; acetic acid at 130℃; under 7483.15 Torr; Temperature; Concentration;	88.8%

: 67-56-1
methanol

: 1917-65-3
5-(ethoxymethyl)furfural

: C9H13NO3

Conditions

Conditions	Yield
With ammonia; oxygen In water at 30℃; under 3750.38 Torr; for 48h; Autoclave;	80%

: 128-53-0
N-Ethylmaleimide

: 1917-65-3
5-(ethoxymethyl)furfural

: 57-14-7
1,1-dimethylhydrazine

: 4-((2,2-dimethylhydrazono)methyl)-7-(ethoxymethyl)-2-ethylisoindoline-1,3-dione

Conditions

Conditions	Yield
Stage #1: 5-(ethoxymethyl)furfural; N,N-Dimethylhydrazine In water at 50℃; for 4h; pH=6; Green chemistry; Stage #2: N-Ethylmaleimide In water at 50℃; for 1h; Diels-Alder Cycloaddition; Green chemistry;	72%

...Expand

: 3437-95-4
2-Iodothiophene

: 1917-65-3
5-(ethoxymethyl)furfural

: [5-(ethoxymethyl)furan-2-yl](thiophen-2-yl)methanol

Conditions

Conditions	Yield
Stage #1: 2-Iodothiophene With TurboGrignard at -20℃; for 1h; Inert atmosphere; Stage #2: 5-(ethoxymethyl)furfural at -20 - 20℃; for 2.5h; Inert atmosphere;	66%

: 1917-65-3
5-(ethoxymethyl)furfural

: bromo(3-fluoro-4-methoxyphenyl)magnesium

: [5-(ethoxymethyl)furan-2-yl](3-fluoro-4-methoxyphenyl)methanol

Conditions

Conditions	Yield
In tetrahydrofuran at -20 - 20℃; for 2.5h; Inert atmosphere;	63%

: 109-72-8, 29786-93-4
n-butyllithium

: 1917-65-3
5-(ethoxymethyl)furfural

: 1-[5-(ethoxymethyl)furan-2-yl]pentan-1-ol

Conditions

Conditions	Yield
In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;	61%

: 1917-65-3
5-(ethoxymethyl)furfural

A: 5-(ethoxymethyl)-furan-2-carbaldehyde oxime

B: C8H11NO3

Conditions

Conditions	Yield
With hydroxylamine hydrochloride In ethanol at 20℃; for 0.5h;	A 32% B 59%

2-Furancarboxaldehyde, 5-(ethoxymethyl)- Specification

The 2-Furancarboxaldehyde, 5-(ethoxymethyl)-, with the CAS registry number 1917-65-3, is also known as 5-(Ethoxymethyl)-2-furaldehyde. This chemical's molecular formula is C₈H₁₀O₃ and molecular weight is 154.16. What's more, its IUPAC name is called 5-(Ethoxymethyl)furan-2-carbaldehyde.

Physical properties about 2-Furancarboxaldehyde, 5-(ethoxymethyl)- are: (1)ACD/LogP: 0.506; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.51; (4)ACD/LogD (pH 7.4): 0.51; (5)ACD/BCF (pH 5.5): 1.43; (6) ACD/BCF (pH 7.4): 1.43; (7)ACD/KOC (pH 5.5): 44.91; (8)ACD/KOC (pH 7.4): 44.91; (9)#H bond acceptors: 3; (10)#H bond donors: 0 ; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 39.44 Å²; (13)Index of Refraction: 1.503; (14)Molar Refractivity: 41.233 cm³; (15)Molar Volume: 139.58 cm³; (16)Polarizability: 16.346×10^-24cm³; (17)Surface Tension: 36.193 dyne/cm; (18)Density: 1.104 g/cm³; (19)Flash Point: 95.476 °C; (20)Enthalpy of Vaporization: 47.099 kJ/mol; (21)Boiling Point: 234.258 °C at 760 mmHg; (22)Vapour Pressure: 0.053 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: CCOCc1ccc(o1)C=O
(2) InChI: InChI=1S/C8H10O3/c1-2-10-6-8-4-3-7(5-9)11-8/h3-5H,2,6H2,1H3
(3) InChIKey: CCDRPZFMDMKZSZ-UHFFFAOYSA-N

Product Name

5-(ETHOXYMETHYL)-2-FURALDEHYDE

Synthetic route

2-Furancarboxaldehyde, 5-(ethoxymethyl)- Specification

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