Dimethyl furan-2,5-dicarboxylate supplier

Name
Dimethyl Furan-2,5-dicarboxylate
EINECS
CAS No. 4282-32-0
Article Data88
CAS DataBase
Density 1.244 g/cm³
Solubility
Melting Point 112°C
Formula C₈H₈O₅
Boiling Point 270.9 °C at 760 mmHg
Molecular Weight 184.149
Flash Point 117.6 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2,5-Furandicarboxylicacid, dimethyl ester (6CI,7CI,8CI,9CI);Dimethyl 2,5-furandicarboxylate;NSC191940;2,5-furandicarboxylic acid, dimethyl ester;
PSA 65.74000
LogP 0.85280

Synthetic route

: 67-56-1
methanol

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

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With sulfuric acid for 3h; Reflux;	99%
With aluminum(III) sulphate octadecahydrate at 150℃; for 0.416667h; Sealed tube; Microwave irradiation;	98.5%
With gallium(III) triflate at 175℃; for 2h; Reagent/catalyst; Sealed tube; Inert atmosphere;	95%

: 67-56-1
methanol

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

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With oxygen at 120℃; under 7500.75 Torr; for 12h; Reagent/catalyst; Autoclave;	99%
With oxygen; potassium carbonate at 20℃; under 760.051 Torr; for 3h; Reagent/catalyst; Sealed tube;	96%
With oxygen at 80℃; under 1500.15 Torr; for 4h; Reagent/catalyst; Pressure; Temperature; Autoclave;	96%

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

: 616-38-6
carbonic acid dimethyl ester

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With tetramethylammonium bromide; lithium carbonate In N,N-dimethyl-formamide at 150℃; for 10.5h; Temperature; Reagent/catalyst; Solvent;	98.62%

: 67-56-1
methanol

: 2527-99-3
methyl 5-bromo-2-furoate

: 201230-82-2
carbon monoxide

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene at 100℃; under 4137.29 - 51716.2 Torr; for 15h; Reagent/catalyst; Pressure; Temperature;	98.3%
With disodium hydrogenphosphate; triphenylphosphine; palladium dichloride In 1-methyl-pyrrolidin-2-one Schlenk technique;	83%

...Expand

: 186581-53-3, 908094-01-9
diazomethane

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

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
In diethyl ether at -78℃;	98%

: 823-82-5
2,5-diformylfurane

: 67-56-1
methanol

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
Stage #1: 2,5-diformylfurane; methanol With sodium cyanide at 20℃; for 0.0833333h; Sealed tube; Stage #2: With manganese(IV) oxide at 80℃; for 1h; Sealed tube;	97%
With oxygen at 100℃; under 4500.45 Torr; for 12h; Reagent/catalyst;	96 %Chromat.

: 67-56-1
methanol

: 56-23-5
tetrachloromethane

: 88-14-2
2-furanoic acid

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With copper acetylacetonate at 150℃; for 6h; Inert atmosphere; Autoclave;	95%

...Expand

: 110-00-9
furan

: 67-56-1
methanol

: 56-23-5
tetrachloromethane

A: 611-13-2
2-furoic acid methyl ester

B: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With copper(l) iodide at 120℃; for 6h; Inert atmosphere; Autoclave;	A 95% B 5%
With copper(l) iodide at 140℃; for 0.5h; Inert atmosphere; Autoclave;	A 60% B 40%

...Expand

: 67-56-1
methanol

: (5-(1,3-dioxan-2-yl)furan-2-yl)methanol

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With oxygen; sodium carbonate at 129.84℃; under 3750.38 Torr; Autoclave;	95%
With oxygen; sodium carbonate at 120℃; under 3800.26 Torr; for 15h;	85%

: 67-56-1
methanol

: 90200-14-9
5-(hydroxymethyl)-2-(dimethoxymethyl)furan

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With oxygen; sodium carbonate at 129.84℃; under 3750.38 Torr; Autoclave;	93%

: 67-56-1
methanol

: 126380-43-6
[5-(1,3-dioxolan-2-yl)furan-2-yl]methanol

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With oxygen; sodium carbonate at 129.84℃; under 3750.38 Torr; Autoclave;	91%

: 67-56-1
methanol

: 88-14-2
2-furanoic acid

: 124-38-9
carbon dioxide

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With sodium carbonate at 240℃; under 30003 Torr; for 24h; Sealed tube; Inert atmosphere;	91%

...Expand

: 67-56-1
methanol

: 10375-34-5
2,5-furandicarbonyl dichloride

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
for 2h; Heating;	90%

: 67-56-1
methanol

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

A: 36802-01-4
Methyl ester of 5-hydroxymethylfuran 2-carboxylic acid

B: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With oxygen at 80℃; under 1500.15 Torr; for 4h; Reagent/catalyst; Temperature; Pressure; Autoclave;	A 8% B 90%
With oxygen; caesium carbonate In N,N-dimethyl-formamide at 110℃; under 11251.1 Torr; for 16h; Catalytic behavior; Temperature; Reagent/catalyst; Molecular sieve; Autoclave;	A 8.6% B 80.2%
With oxygen at 130℃; under 7500.75 Torr; for 2h; Autoclave;

...Expand

: 67-56-1
methanol

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

A: 6750-85-2
2,5-furan-dicarboxylic acid monomethyl ester

B: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With tin(II) glucarate; n-butylstannoic acid at 20 - 200℃; for 1.5h; Reagent/catalyst; Autoclave; Sealed tube;	A n/a B 90%
With carbon dioxide at 200℃; under 62819.5 - 93849.2 Torr; for 6h; Temperature; Pressure; Time; Autoclave; Green chemistry;	A 10.3% B 89.2%
With carbon dioxide at 180℃; under 21446.5 - 83505.9 Torr; for 5h; Autoclave; Inert atmosphere; Green chemistry;	A 50.6% B 23.4%

...Expand

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

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With oxygen In methanol at 80℃; under 750.075 Torr; for 12h; Catalytic behavior; Mechanism; Temperature; Time;	89%
Multi-step reaction with 2 steps 1: sodium hydroxide; potassium permanganate / water / 20 °C 2: sulfuric acid / 6 h / Sealed tube; Reflux View Scheme
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / dichloromethane / 2 h / 25 °C 2: sodium carbonate; oxygen / 15 h / 120 °C / 3800.26 Torr View Scheme
Multi-step reaction with 4 steps 1: triethylamine / acetonitrile / 1 h / 20 °C 2: indium(III) triflate; trimethyl orthoformate / dichloromethane / 20 °C 3: methanol; sodium carbonate / dichloromethane 4: sodium carbonate; oxygen / 15 h / 120 °C / 3800.26 Torr View Scheme

: 75-91-2
tert.-butylhydroperoxide

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

: 2564-83-2, 45842-10-2
2,2,6,6-Tetramethyl-1-piperidinyloxy free radical

A: 34672-84-9
1-methoxy-2,2,6,6-tetramethylpiperidine

B: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With ultrafine CuO particles dispersed on nitrogen-doped hollow carbon nanospheres In water; dimethyl sulfoxide at 100℃; for 24h; Mechanism;	A 83% B 6%

...Expand

: 67-56-1
methanol

: 611-13-2
2-furoic acid methyl ester

: 67-66-3
chloroform

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With tert-Butyl peroxybenzoate; copper diacetate at 130℃; for 12h;	82%
With tert-Butyl peroxybenzoate; copper diacetate at 120℃; for 12h; Mechanism; Catalytic behavior; Reagent/catalyst; Temperature; Sealed tube;	80%

...Expand

: 5904-71-2
methyl 5-formylfuran-2-carboxylate

: 124-41-4
sodium methylate

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
In methanol at 20℃; under 3450.35 Torr; for 19h;	76%
With oxygen In methanol at 20℃; under 3750.38 Torr; for 19h;

: 67-56-1
methanol

: 67-66-3
chloroform

: 614-99-3
Ethyl 2-furoate

A: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

B: 2-ethyl 5-methyl furan-2,5-dicarboxylate

Conditions

Conditions	Yield
With tert-Butyl peroxybenzoate; copper diacetate at 120℃; for 12h; Sealed tube;	A 6% B 75%

...Expand

: 67-56-1
methanol

: 56-23-5
tetrachloromethane

: 5904-71-2
methyl 5-formylfuran-2-carboxylate

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With copper(l) iodide; dihydrogen peroxide at 140℃; for 6h;	70%

...Expand

: 67-56-1
methanol

: 6270-34-4
isopropyl furan-2-carboxylate

: 67-66-3
chloroform

A: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

B: 2-isopropyl 5-methyl furan-2,5-dicarboxylate

Conditions

Conditions	Yield
With tert-Butyl peroxybenzoate; copper diacetate at 120℃; for 12h; Sealed tube;	A 9% B 70%

...Expand

: 67-56-1
methanol

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

A: 5904-71-2
methyl 5-formylfuran-2-carboxylate

B: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With oxygen at 100℃; under 7500.75 Torr; for 12h; Reagent/catalyst; Temperature; Pressure; Autoclave;	A 12% B 69%
With oxygen at 100℃; under 7500.75 Torr; for 12h; Reagent/catalyst; Autoclave;	A 45% B 29%

...Expand

: 67-56-1
methanol

: 20842-02-8
potassium furan-2-carboxylate

A: 1710-13-0
dimethyl furan-2,4-dicarboxylate

B: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
Stage #1: potassium furan-2-carboxylate With cadmium(II) iodide at 260℃; Henkel Reaction; Inert atmosphere; Stage #2: methanol With hydrogenchloride In water at 75℃; for 6h; pH=1;	A 28% B 67%

...Expand

: 67-56-1
methanol

: 583-33-5
furan-2-carboxylic acid butyl ester

: 67-66-3
chloroform

A: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

B: 2-butyl 5-methyl furan-2,5-dicarboxylate

Conditions

Conditions	Yield
With tert-Butyl peroxybenzoate; copper diacetate at 120℃; for 12h; Sealed tube;	A 13% B 65%

...Expand

: 67-56-1
methanol

: 39251-91-7
cyclohexyl furan-2-carboxylate

: 67-66-3
chloroform

A: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

B: 2-cyclohexyl 5-methyl furan-2,5-dicarboxylate

Conditions

Conditions	Yield
With tert-Butyl peroxybenzoate; copper diacetate at 120℃; for 12h; Sealed tube;	A 17% B 63%

...Expand

: 67-56-1
methanol

: 67-66-3
chloroform

: cycloheptyl furan-2-carboxylate

A: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

B: 2-cycloheptyl 5-methyl furan-2,5-dicarboxylate

Conditions

Conditions	Yield
With tert-Butyl peroxybenzoate; copper diacetate at 120℃; for 12h; Sealed tube;	A 16% B 63%

...Expand

: 67-56-1
methanol

: 67-66-3
chloroform

: cyclopentyl furan-2-carboxylate

A: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

B: 2-cyclopentyl 5-methyl furan-2,5-dicarboxylate

Conditions

Conditions	Yield
With tert-Butyl peroxybenzoate; copper diacetate at 120℃; for 12h; Sealed tube;	A 16% B 62%

...Expand

: 67-56-1
methanol

: 5380-40-5
furan-2-carboxylic acid benzyl ester

: 67-66-3
chloroform

A: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

B: 2-benzyl 5-methyl furan-2,5-dicarboxylate

Conditions

Conditions	Yield
With tert-Butyl peroxybenzoate; copper diacetate at 120℃; for 12h; Sealed tube;	A 15% B 61%

...Expand

: 67-56-1
methanol

: 67-66-3
chloroform

: cyclooctyl furan-2-carboxylate

A: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

B: 2-cyclooctyl 5-methyl furan-2,5-dicarboxylate

Conditions

Conditions	Yield
With tert-Butyl peroxybenzoate; copper diacetate at 120℃; for 12h; Sealed tube;	A 18% B 59%

...Expand

: 109-83-1
(2-hydroxyethyl)(methyl)amine

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

: 1041790-61-7
C12H18N2O5

Conditions

Conditions	Yield
sodium methylate In methanol at 100℃; for 2h;	99%

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

: 108-00-9
N,N-dimethylethylenediamine

: C14H24N4O3

Conditions

Conditions	Yield
at 106℃; for 3h;	99%

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

: 6750-85-2
2,5-furan-dicarboxylic acid monomethyl ester

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 50℃; for 24h;	95%
With sodium hydroxide In tetrahydrofuran at 0℃; for 0.5h;	43%
With water; sodium hydroxide In methanol at 60℃; for 24h;

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

: 118-92-3
anthranilic acid

: C14H12O5

Conditions

Conditions	Yield
Stage #1: anthranilic acid With trifluoroacetic acid; isopentyl nitrite In 1,2-dimethoxyethane at 20℃; for 1.5h; Stage #2: furan-2,5-dicarboxylic acid dimethyl ester In 1,2-dimethoxyethane; dichloromethane at 50℃; for 1.5h; Reagent/catalyst; Solvent; Diels-Alder Cycloaddition; Cooling with ice;	94%

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

: 77-86-1
2-amino-2-hydroxymethyl-1,3-propanediol

: C14H22N2O9

Conditions

Conditions	Yield
sodium methylate In methanol at 40℃; for 1h;	90.4%

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

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

Conditions

Conditions	Yield
With water; sodium hydroxide In methanol at 100℃; for 20h;	89%
With zinc diacetate; water at 160℃; under 15001.5 Torr; for 5h; Temperature; Reagent/catalyst; Pressure;
With water; potassium hydroxide

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

: 26095-97-6
furan-2,5-dicarboxylic acid dihydrazide

Conditions

Conditions	Yield
With hydrazine hydrate In methanol for 2h; Substitution; Heating;	88%
With ethanol; hydrazine hydrate

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

: 109-89-7
diethylamine

: methyl 5-(diethylcarbamoyl)furan-2-carboxylate

Conditions

Conditions	Yield
In methanol at 20℃; for 3h;	87%

: 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester

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

: C14H12O5

Conditions

Conditions	Yield
With cesium fluoride In acetonitrile at 70℃; for 16h; Temperature; Diels-Alder Cycloaddition;	84%

Dimethyl furan-2,5-dicarboxylate Specification

The Dimethyl furan-2,5-dicarboxylate, with the cas registry number 4282-32-0, is also called 2,5-furandicarboxylic acid, dimethyl ester. And the molecular formula of the chemical is C₈H₈O₅.

The characteristics of this chemical are as followings: (1)ACD/LogP: 0.87; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 5; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 4; (6)Polar Surface Area: 65.74 Å²; (7)Index of Refraction: 1.48; (8)Molar Refractivity: 42.09 cm³; (9)Molar Volume: 148 cm³; (10)Polarizability: 16.68×10^-24cm³; (11)Surface Tension: 39.4 dyne/cm; (12)Density: 1.244 g/cm³; (13)Flash Point: 117.6 °C; (14)Enthalpy of Vaporization: 50.91 kJ/mol; (15)Boiling Point: 270.9 °C at 760 mmHg; (16)Vapour Pressure: 0.00666 mmHg at 25°C.

Preparation of Dimethyl furan-2,5-dicarboxylate: This chemical can be prepared by methanol and furan-2,5-dicarboxylic acid. The reaction will need reagent p-toluenesulfonic acid monohydrate. The reaction time is 3 hours with heating, and the yield is about 68%.

Uses of Dimethyl furan-2,5-dicarboxylate: It can produce furan-2,5-dicarboxylic acid dihydrazide. This reaction will need reagent hydrazine hydrate, and the menstruum methanol. The reaction time is 2 hours with heating, and the yield is about 88%.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(OC)c1oc(C(=O)OC)cc1
(2)InChI: InChI=1/C8H8O5/c1-11-7(9)5-3-4-6(13-5)8(10)12-2/h3-4H,1-2H3
(3)InChIKey: UWQOPFRNDNVUOA-UHFFFAOYAK

Product Name

Dimethyl Furan-2,5-dicarboxylate

Synthetic route

Dimethyl furan-2,5-dicarboxylate Specification

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