Furan-2,3-dicarboxylic Acid

Base Information

• Chemical Name: Furan-2,3-dicarboxylic Acid
• CAS No.: 4282-24-0
• Molecular Formula: C6H4O5
• Molecular Weight: 156.095
• Hs Code.: 2932190090
• European Community (EC) Number: 676-246-3
• DSSTox Substance ID: DTXSID60356095
• Nikkaji Number: J802.980F
• Wikidata: Q82135248
• Mol file: 4282-24-0.mol

Synonyms:Furan-2,3-dicarboxylic Acid;4282-24-0;2,3-furandicarboxylic acid;Furandicarboxylic acid;SCHEMBL38507;DTXSID60356095;DNXDYHALMANNEJ-UHFFFAOYSA-N;Furan-2,3-dicarboxylic acid, 97%;MFCD01860231;AKOS000277019;AC-30530;AS-35389;CS-0099384;FT-0635202;EN300-188842;Z1201621407

Chemical Property of Furan-2,3-dicarboxylic Acid

Chemical Property:

• Vapor Pressure: 2.69E-06mmHg at 25°C
• Melting Point: 226°C
• Refractive Index: 1.58
• Boiling Point: 375.2 °C at 760 mmHg
• PKA: 2.47±0.20(Predicted)
• Flash Point: 180.7 °C
• PSA: 87.74000
• Density: 1.604 g/cm³
• LogP: 0.67600
• Storage Temp.: 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 156.00587322
• Heavy Atom Count: 11
• Complexity: 187

Purity/Quality:

98%,99%, ^*data from raw suppliers

Furan-2,3-dicarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

Useful:

• Canonical SMILES: C1=COC(=C1C(=O)O)C(=O)O

Technology Process of Furan-2,3-dicarboxylic Acid

There total 1 articles about Furan-2,3-dicarboxylic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-furanoic acid (88-14-2) + carbon dioxide (124-38-9,18923-20-1) → furan-2,5-dicarboxylic acid (3238-40-2) + furan-2,3-dicarboxylic acid (4282-24-0)

Guidance literature:

2-furanoic acid; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

carbon dioxide; at -78 ℃;

DOI:10.3998/ark.5550190.p008.285

Reference yield:

furan-2,3-dicarboxylic acid (4282-24-0) → Telatinib (332012-40-5) + 4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine (332012-41-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: chloro-trimethyl-silane / 15.5 h / 20 °C

2.1: ethanol; water; hydrazine / 5.5 h / Heating / reflux

2.2: 4 h / Heating / reflux

3.1: pyridine; trichlorophosphate / 4 h / Heating / reflux

4.1: ethanol / 4 h / Heating / reflux

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C

6.1: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.83 h / 20 °C

6.2: 0.17 h / 0 °C

With pyridine; chloro-trimethyl-silane; ethanol; sulfuric acid; water; iron(II) sulfate; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydrazine; hydroxylamine-O-sulfonic acid; trichlorophosphate; In ethanol; water;

Reference yield:

furan-2,3-dicarboxylic acid (4282-24-0) → Telatinib (332012-40-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: chloro-trimethyl-silane / 15.5 h / 20 °C

2.1: ethanol; water; hydrazine / 5.5 h / Heating / reflux

2.2: 4 h / Heating / reflux

3.1: pyridine; trichlorophosphate / 4 h / Heating / reflux

4.1: ethanol / 4 h / Heating / reflux

5.1: potassium hydroxide; 18-crown-6 ether / toluene / 83 - 87 °C

With pyridine; potassium hydroxide; chloro-trimethyl-silane; 18-crown-6 ether; ethanol; water; hydrazine; trichlorophosphate; In ethanol; toluene;

upstream raw materials:

2-furanoic acid

carbon dioxide

Downstream raw materials:

2,3-dicarbethoxyfuran

3-Furoic acid

4,7-dichlorofuro[2,3-d]pyridazine

4-[({4-[(3-chlorophenyl)amino]-furo[2,3-d]pyridazin-7-yl}oxy)methyl]-N-methyl-2-pyridinecarboxamide

Refernces