Furan-2,5-dicarbaldehyde

Base Information

• Chemical Name: Furan-2,5-dicarbaldehyde
• CAS No.: 823-82-5
• Molecular Formula: C6H4O3
• Molecular Weight: 124.096
• Hs Code.: 29321900
• European Community (EC) Number: 212-520-7
• NSC Number: 618088
• UNII: L4HT8N2Z72
• DSSTox Substance ID: DTXSID60231676
• Nikkaji Number: J195.078I
• Wikidata: Q16736622
• Mol file: 823-82-5.mol

Synonyms:2,5-diformylfuran

Chemical Property of Furan-2,5-dicarbaldehyde

Chemical Property:

• Vapor Pressure: 0.0047mmHg at 25°C
• Melting Point: 110 °C
• Refractive Index: 1.585
• Boiling Point: 276.8 °C at 760 mmHg
• Flash Point: 124.1 °C
• PSA: 47.28000
• Density: 1.298 g/cm³
• LogP: 0.90460
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate, Methanol (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 124.016043985
• Heavy Atom Count: 9
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

2,5-Diformylfuran ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(OC(=C1)C=O)C=O
• Description: 2,5-Furandicarboxaldehyde is one of the most important platform molecules in the organic chemicals industry.It is a member of the class of furans carrying two formyl substituents at positions 2 and 5. It is a member of furans, an arenecarbaldehyde and a dialdehyde.
• Uses: 2,5-Diformylfuran (cas# 823-82-5) is a compound useful in organic synthesis. 2,5-diformylfuran (DFF) is a versatile chemical intermediate for the synthesis of pharmaceuticals, fungicides, furan-urea resins or heterocyclic ligands.

Technology Process of Furan-2,5-dicarbaldehyde

There total 131 articles about Furan-2,5-dicarbaldehyde 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: 90.0%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → 2,5-diformylfurane (823-82-5,163857-09-8) + 5-Formyl-2-furancarboxylic acid (13529-17-4)

Guidance literature:

With oxygen; In dimethyl sulfoxide; at 140 ℃; for 24h; Reagent/catalyst; Temperature;

DOI:10.1039/c5gc02794b

Reference yield: 82.0%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → 2,5-diformylfurane (823-82-5,163857-09-8) + 5-Formyl-2-furancarboxylic acid (13529-17-4) + furan-2,5-dicarboxylic acid (3238-40-2)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccase from panus conchatus; oxygen; In aq. acetate buffer; at 25 ℃; for 96h; pH=4.5; Reagent/catalyst; Enzymatic reaction;

DOI:10.1039/c5gc00788g

Reference yield: 62.0%

5-(iodomethyl)furan-2-carbaldehyde (76154-40-0) → 2,5-diformylfurane (823-82-5,163857-09-8) + 5-Formyl-2-furancarboxylic acid (13529-17-4)

Guidance literature:

With dimethyl sulfoxide; at 150 ℃; for 18h;

DOI:10.1002/cctc.201400023

upstream raw materials:

furan

N,N-dimethyl-formamide

5-hydroxymethyl-2-furfuraldehyde

2,5-bis-(hydroxymethyl)furan

Downstream raw materials:

(2E,7E,13E,18E)-4,6,15,17-Tetramethyl-5,16-diphenyl-23,24-dioxa-3,4,6,7,14,15,17,18-octaaza-5,16-diphospha-tricyclo[18.2.1.1^9,12]tetracosa-1⁽²²⁾,2,7,9,11,13,18,20-octaene 5,16-disulfide

C₄₂H₄₅N₁₂O₃P₃S₃

bis (p-bromophenyl)-2 oxiranyl-1 furane diyl-2,4

(E)-3-[5-((E)-3-Oxo-3-phenyl-propenyl)-furan-2-yl]-1-phenyl-propenone

Refernces

• 1、 Asakawa, Miyuki,Boonyakarn, Tat,Chen, Lulu,Fukuoka, Atsushi,Hensen, Emiel J. M.,Nakajima, Kiyotaka,Wiesfeld, Jan J.. "Effective Oxidation of 5-Hydroxymethylfurfural to 2,5-Diformylfuran by an Acetal Protection Strategy". . . Retrieved 2022/02/25.
• 2、 Dai, Yihu,Jin, Yuguang,Song, Yu,Wan, Xiaoyue,Wang, Tianci,Yang, Yanhui,Zhao, Wanna,Zhou, Chunmei. "Electro-catalytic oxidation of HMF to FDCA over RuO2/MnO2/CNT catalysts in base-free solution". . p. 21285 - 21292. Retrieved 2021/12/09.