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| CAS No.: | 4282-32-0 |
|---|---|
| Name: | Dimethyl Furan-2,5-dicarboxylate |
| Article Data: | 88 |
| Molecular Structure: | |
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|
|
| Formula: | C8H8O5 |
| Molecular Weight: | 184.149 |
| Synonyms: | 2,5-Furandicarboxylicacid, dimethyl ester (6CI,7CI,8CI,9CI);Dimethyl 2,5-furandicarboxylate;NSC191940;2,5-furandicarboxylic acid, dimethyl ester; |
| Density: | 1.244 g/cm3 |
| Melting Point: | 112°C |
| Boiling Point: | 270.9 °C at 760 mmHg |
| Flash Point: | 117.6 °C |
| PSA: | 65.74000 |
| LogP: | 0.85280 |
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- 67-56-1
methanol
- 3238-40-2
furan-2,5-dicarboxylic acid
- 4282-32-0
furan-2,5-dicarboxylic acid dimethyl ester
| 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 | 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 | 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 | 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% |
- 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 | Yield |
|---|---|
| In diethyl ether at -78℃; | 98% |
| 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 | Yield |
|---|---|
| With copper acetylacetonate at 150℃; for 6h; Inert atmosphere; Autoclave; | 95% |
- 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 | 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% |
| 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 | Yield |
|---|---|
| With oxygen; sodium carbonate at 129.84℃; under 3750.38 Torr; Autoclave; | 93% |
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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
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