Fumaric Acid

Base Information

• Chemical Name: Fumaric Acid
• CAS No.: 6915-18-0
• Deprecated CAS: 623158-97-4,909873-99-0
• Molecular Formula: C4H4O4
• Molecular Weight: 116.073
• Hs Code.: 2917190090
• European Community (EC) Number: 203-743-0,607-861-7,634-144-6,866-556-9
• ICSC Number: 1173
• NSC Number: 760395,2752
• UN Number: 9126
• UNII: 88XHZ13131
• DSSTox Substance ID: DTXSID3021518
• Nikkaji Number: J292.521D,J2.880K
• Wikipedia: Fumaric_acid,Ammonium_fumarate
• Wikidata: Q139857
• NCI Thesaurus Code: C63655
• RXCUI: 25389
• Metabolomics Workbench ID: 37095
• ChEMBL ID: CHEMBL503160
• Mol file: 6915-18-0.mol

Synonyms:(E)-2-butenedioic acid;2-butenedioic acid;ammonium fumarate;fumarate dianion;fumarate(2-);fumaric acid;Furamag;mafusol;magnesium fumarate;sodium fumarate

Chemical Property of Fumaric Acid

Chemical Property:

• PSA: 74.60000
• LogP: -0.28820
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 116.01095860
• Heavy Atom Count: 8
• Complexity: 119

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C(=CC(=O)O)C(=O)O
• Isomeric SMILES: C(=C/C(=O)O)\C(=O)O
• Recent ClinicalTrials: Study of Secukinumab Compared to Fumaderm? in Adults With Moderate to Severe Psoriasis.
• Inhalation Risk: A nuisance-causing concentration of airborne particles can be reached quickly when dispersed.
• Effects of Short Term Exposure: The substance is irritating to the eyes.

Technology Process of Fumaric Acid

There total 20 articles about Fumaric 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: 99.0%

Sb(C6H5)4(OOCCHCHCOOH) → tetraphenylantimony(V) chloride (19638-17-6,16894-68-1) + 2-butenedioic acid (6915-18-0,26099-09-2)

Guidance literature:

With aq. HCl;

DOI:10.1007/BF01433760

Reference yield: 86.0%

L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) → D-Malic acid (636-61-3,78644-42-5) + (2S)-chlorobutanedioic acid (4198-33-8,617-41-4) + 2-butenedioic acid (6915-18-0,26099-09-2)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at -15 - 0 ℃; for 8h;

Reference yield: 55.0%

furfural (98-01-1) → carbon dioxide (124-38-9,18923-20-1) + 2-butenedioic acid (6915-18-0,26099-09-2)

Guidance literature:

With 2.0CuO*P₂O₅; oxygen; In water; at 115 ℃; under 6000.6 Torr; Autoclave;

DOI:10.1007/s10562-017-2191-5

upstream raw materials:

furan

formaldehyd

terephthalic acid

acrylic acid

Downstream raw materials:

1-[5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]-N-methylmethanamine monofumarate

diallyl maleate

N-(4-{4-[ethyl(6-fluoro-6-methylheptyl)amino]-1-hydroxybutyl}phenyl)methanesulfonamide hemi-fumaric acid

Refernces

• 1、 Liu, Xiangming,Wu, Haoyuan,Xu, Hua,Yang, Xinmin,Ye, Jinhua. "Efficient photodegradation of 2-chloro-4-nitrophenol over Fe-doped BiOCl nanosheets with oxygen vacancy". . p. 5119 - 5124. Retrieved 2021/08/16.
• 2、 Ferreira, Marta,Kuzniarska-Biernacka, Iwona,Fonseca, António M.,Neves, Isabel C.,Soares, Olívia S.G.P.,Pereira, Manuel F.R.,Figueiredo, José L.,Parpot, Pier. "Electrochemical oxidation of amoxicillin on carbon nanotubes and carbon nanotube supported metal modified electrodes". . p. 322 - 331. Retrieved 2019/07/10.