Chlorofumaric acid

Base Information

• Chemical Name: Chlorofumaric acid
• CAS No.: 617-42-5
• Molecular Formula: C4H3 Cl O4
• Molecular Weight: 150.518
• European Community (EC) Number: 622-391-2
• NSC Number: 408866,42913
• DSSTox Substance ID: DTXSID2021529
• Nikkaji Number: J569.889H,J1.667E
• Wikidata: Q81983788
• Mol file: 617-42-5.mol

Synonyms:2-chloromaleic acid

Chemical Property of Chlorofumaric acid

Chemical Property:

• Vapor Pressure: 4.45E-05mmHg at 25°C
• Boiling Point: 326°C at 760 mmHg
• Flash Point: 151°C
• PSA: 74.60000
• Density: 1.698g/cm³
• LogP: 0.27830
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 149.9719863
• Heavy Atom Count: 9
• Complexity: 171

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=C(C(=O)O)Cl)C(=O)O
• Isomeric SMILES: C(=C(/C(=O)O)\Cl)\C(=O)O

Technology Process of Chlorofumaric acid

There total 39 articles about Chlorofumaric 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: 52.0%

1,1,2,4,4-pentachloro-1,3-butadiene (21400-41-9) → chlorofumaric acid (617-42-5,19071-21-7)

Guidance literature:

With sulfuric acid; at 5 - 8 ℃; for 2h;

Reference yield: 30.0%

1,1,2,4,4-pentachloro-1,3-butadiene (21400-41-9) → chlorofumaric acid (617-42-5,19071-21-7) + Hexachlorobutadiene (87-68-3) + 1,1,3,4,4-pentachloro-1,3-butadiene-2-sulfonyl chloride (87926-02-1)

Guidance literature:

With chlorosulfonic acid; at 110 - 115 ℃; for 6h;

Reference yield:

2,4,6-Trichlorophenol (88-06-2,67471-29-8) → 2-chloromaleic acid (617-43-6,19071-21-7) + chlorofumaric acid (617-42-5,19071-21-7) + maleic acid (110-16-7,26099-09-2) + (2E)-but-2-enedioic acid (110-17-8,26099-09-2)

Guidance literature:

With potassium peroxomonosulfate; Fe(III) tetrasulfophthalocyanine; dihydrogen peroxide; In phosphate buffer; acetonitrile; at 20 ℃; pH=7; Further Variations:; pH-values; Reaction partners; Reagents; Product distribution;

DOI:10.1006/jcat.2001.3269

upstream raw materials:

2-chloromaleic acid

succinoyl dichloride

Acetylenedicarboxylic acid

diethyl oxaloacetate

Downstream raw materials:

2-chloromaleic anhydride

2-chloromaleic acid

3,3,3-trichloro-2,2-dihydroxy-propionic acid

water

Refernces

• 1、 Sanchez, Muriel,Hadasch, Anke,Fell, Rainer T.,Meunier, Bernard. "Key role of the phosphate buffer in the H2O2 oxidation of aromatic pollutants catalyzed by iron tetrasulfophthalocyanine". . p. 177 - 186. Retrieved 2007/10/03.
• 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.