2,2-Difluorosuccinic acid

Base Information

• Chemical Name: 2,2-Difluorosuccinic acid
• CAS No.: 665-31-6
• Molecular Formula: C4H4F2O4
• Molecular Weight: 154.07
• Hs Code.: 2917190090
• European Community (EC) Number: 211-558-1
• DSSTox Substance ID: DTXSID20216702
• Nikkaji Number: J79.781B
• Wikidata: Q72464288
• Mol file: 665-31-6.mol

Synonyms:2,2-Difluorosuccinic acid;665-31-6;2,2-difluorobutanedioic acid;2,2-Difluorosuccinicacid;Butanedioic acid, 2,2-difluoro-;EINECS 211-558-1;MFCD00040970;2,2-Difluorosuccinicacid,97%;C4H4F2O4;2,2-difluoro-succinic acid;2,2-difluoro-butanedioic acid;SCHEMBL2069147;DTXSID20216702;C4-H4-F2-O4;BBL100540;CCG-53254;STL554334;AKOS005063380;2,2-Difluorosuccinic acid, AldrichCPR;AT12559;MS-20034;CS-0130150;FT-0609240;A835483;J-506800;SR-01000642429-1

Chemical Property of 2,2-Difluorosuccinic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 144-145°C
• Refractive Index: 1.482
• Boiling Point: 227.5 °C at 760 mmHg
• PKA: 0.33±0.28(Predicted)
• Flash Point: 91.4 °C
• PSA: 74.60000
• Density: 2.051g/cm³
• LogP: 0.18100
• Water Solubility.: Soluble in water.
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 154.00776493
• Heavy Atom Count: 10
• Complexity: 165

Purity/Quality:

98% ^*data from raw suppliers

2,2-DifluorosuccinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): CXi
• Hazard Codes: C,Xi
• Statements: 34-36
• Safety Statements: 26-36/37/39-45-28-27

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(=O)O)C(C(=O)O)(F)F
• Uses: 2,2-Difluorosuccinic acid is used in the preparation of fluorofumaric acid. It is also used in enolate alkylation.

Technology Process of 2,2-Difluorosuccinic acid

There total 5 articles about 2,2-Difluorosuccinic 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: 93.9%

2,2-difluorobutanedioyl chloride + 2,2-Difluorosuccinic anhydride (79802-73-6) → 2,2-difluorosuccinic acid (665-31-6)

Guidance literature:

With water;

Reference yield: 88.2%

1-chloro-2,3,3,-trifluorocyclobutene (694-62-2) → 2,2-difluorosuccinic acid (665-31-6)

Guidance literature:

With potassium permanganate; tetrabutylammomium bromide; In water; acetone;

Reference yield:

trimethylsilyl 2,2-difluoro-4-pentenoate (118373-18-5) → 2,2-difluorosuccinic acid (665-31-6) + 2,2-difluoropent-4-enoic acid (55039-89-9)

Guidance literature:

With periodic acid; ruthenium trichloride; In water; acetonitrile; at 0 - 20 ℃;

DOI:10.1021/jo050591h

upstream raw materials:

1-chloro-2,3,3,-trifluorocyclobutene

1-chloro-4,4-difluorocyclobutene

2,2-dichloro-1,1-difluoro-3-vinyl-cyclobutane

trimethylsilyl 2,2-difluoro-4-pentenoate

Downstream raw materials:

fluorofumaric acid

diethyl 2,2-difluorobutanedioate

2-fluoro maleic acid

4-(benzylamino)-3,3-difluoro-4-oxobutanoic acid

Refernces

• 1、 -. "Preparation method of fluorine-containing carboxylic acid". Paragraph 0031. . Retrieved 2020/07/12.
• 2、 Akhtar,Botting,Cohen,Gani. "Enantiospecific synthesis of 3-substituted aspartic acids via enzymic amination of substituted fumaric acids". . p. 5899 - 5908. Retrieved 2007/10/02.