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Dimethyl Furan-2,5-dicarboxylate

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Dimethyl Furan-2,5-dicarboxylate Basic information

Product Name:
Dimethyl Furan-2,5-dicarboxylate
Synonyms:
  • dimethyl furan-2,5-dicarboxylate
  • 2,5-Furandicarboxylic acid dimethyl ester
  • Furan-2,5-dicarboxylic acid dimethyl ester
  • Methyl Furan-2,5-dicarboxylate
  • 2,5-Bis(methoxycarbonyl)furan
  • Dimethyl 2,5-furandicarboxylate
  • Dimethyl furan dicarboxylic acid
  • Dimethyl furan-2,5-dicarboxylate 99%
CAS:
4282-32-0
MF:
C8H8O5
MW:
184.15
EINECS:
248-451-4
Product Categories:
  • 4282-32-0
Mol File:
4282-32-0.mol
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Dimethyl Furan-2,5-dicarboxylate Chemical Properties

Melting point:
112°C
Boiling point:
278.08°C (rough estimate)
Density 
1.3840 (rough estimate)
refractive index 
1.5690 (estimate)
storage temp. 
2-8°C
form 
crystals
color 
White
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Safety Information

HazardClass 
IRRITANT
HS Code 
2918999090
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Dimethyl Furan-2,5-dicarboxylate Usage And Synthesis

Description

Dimethyl Furan-2,5-dicarboxylate is a structural analog of diacids. It has been synthesized by the reaction of 5-hydroxymethylfurfural with ethyl esters and phosphotungstic acid.

Uses

2,5-Furandicarboxylic acid dimethyl ester can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes.

Synthesis

Preparation of dimethyl FDCA from methyl 5-formyl-2- furoate: A 15 niL glass liner was charged with a magnetic stirring bar, methyl 5- formyl-2-furoate (117 mg, 0.76 mmol), methanol (10 mL) and sodium methoxide (4 mg, 0.076 mmol) to give a clear solution. A 1.2 wt% Au/Ti02 (41.5 mg, 2.53 |ì|é|?|? Au) catalyst was added to give a purple suspension and the vial was placed in a 75 mL Parr Hastelloy C-276 reactor. The reactor was closed and flushed 3x with compressed air and then pressurized at 4.6 bar. Stirring was started (600 rpm) and the reaction was allowed to proceed at room temperature. After 19 h, the reaction had consumed 0.25 bar of air and the reactor was opened. The reaction mixture was filtered over Celite to remove the catalyst, which was washed with a httle methanol and dichlorom ethane. The combined organic layers were washed with water, dried over MgS04, filtered, and the solvent was removed under reduced pressure. 2,5-FDCA dimethyl ester was obtained as light yellow crystals (106 mg, yield 76%).

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