2,3-Difluorofumaric acid

Base Information

• Chemical Name: 2,3-Difluorofumaric acid
• CAS No.: 2714-32-1
• Molecular Formula: C4H2 F2 O4
• Molecular Weight: 152.054
• Mol file: 2714-32-1.mol

Synonyms:2,3-difluorofumarate;2,3-difluorofumaric acid

Chemical Property of 2,3-Difluorofumaric acid

Chemical Property:

• Vapor Pressure: 0.000468mmHg at 25°C
• Melting Point: 268-270 °C(Solv: water (7732-18-5))
• Boiling Point: 291.9°Cat760mmHg
• PKA: 1.03±0.44(Predicted)
• Flash Point: 130.4°C
• PSA: 74.60000
• Density: 1.729g/cm³
• LogP: 0.30620
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 151.99211486
• Heavy Atom Count: 10
• Complexity: 185

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(=C(C(=O)O)F)(C(=O)O)F
• Isomeric SMILES: C(=C(/C(=O)O)\F)(\C(=O)O)/F
• Use Description: 2,3-difluorofumaric acid, a chemical compound with two fluorine atoms substituted on a fumaric acid backbone, finds applications in several fields. In the pharmaceutical industry, it serves as a key intermediate in the synthesis of various drug compounds, particularly those used for treating infections and metabolic disorders. In the realm of organic chemistry, this compound plays a crucial role as a building block for creating more complex molecules. Additionally, it has applications in the field of materials science, where it can be used to modify the properties of polymers, potentially enhancing their performance in various applications. Its versatility and importance in drug development, chemical synthesis, and materials research make 2,3-difluorofumaric acid a valuable compound with a significant impact on multiple industries.

Technology Process of 2,3-Difluorofumaric acid

There total 16 articles about 2,3-Difluorofumaric 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:

Pentafluoroanisole (389-40-2) → difluoromaleic acid (685-64-3,2714-32-1,26180-09-6) + 2,3,5,6-tetrafluoro-1,4-benzoquinone (527-21-9,777826-79-6) + 2,3,5,6,-tetrafluoro-4-methoxyphenol (14753-97-0)

Guidance literature:

With dihydrogen peroxide; In acetonitrile; at 60 ℃; for 15h; Catalytic behavior;

DOI:10.1021/ja505437h

Reference yield:

Hexafluorobenzene (392-56-3) → difluoromaleic acid (685-64-3,2714-32-1,26180-09-6) + 2,3,5,6-tetrafluoro-1,4-benzoquinone (527-21-9,777826-79-6) + 2,3,5,6-tetrafluoro-1,4-benzenediol (771-63-1) + 2,3,4,5,6-pentafluorophenol (771-61-9)

Guidance literature:

With dihydrogen peroxide; In acetonitrile; at 60 ℃; for 15h; Reagent/catalyst; Solvent; Catalytic behavior;

DOI:10.1021/ja505437h

Reference yield:

2,3,4,5,6-pentafluorophenol (771-61-9) → difluorofumaric acid (2714-32-1) + 2,3,5,6-tetrafluoro-1,4-benzoquinone (527-21-9,777826-79-6) + tetrafluoro-1,2-benzoquinone (1423-12-7)

Guidance literature:

With lead(IV) acetate; In trifluoroacetic acid; for 0.166667h; Product distribution; Mechanism;

DOI:10.1016/S0022-1139(00)85195-7

upstream raw materials:

2,2,3-trifluorosuccinic acid

Tetrafluorophthalonitrile

pentafluorobenzenesulfonic acid

2,3,4,5,6-pentafluorotoluene

Downstream raw materials:

L-threo-fluoromalic acid

difluorofumaric acid diethyl ester

Refernces

• 1、 Perrin, Charles L.,Karri, Phaneendrasai,Moore, Curtis,Rheingold, Arnold L.. "Hydrogen-bond symmetry in difluoromaleate monoanion". supporting information; experimental part. p. 7766 - 7772. Retrieved 2012/07/02.
• 2、 Kovtonyuk, V.N.,Kobrina, L.S.,Yakobson, G.G.. "INTERACTION OF PENTAFLUOROPHENOL WITH LEAD TETRAACETATE IN ACIDS". . p. 89 - 98. Retrieved 2007/10/02.