Fumaric acid Basic information
Product Name: Fumaric acid
Synonyms: (2E)-2-Butenedioic acid;(e)-2-butenedioicaci;(e)-butenedioicaci;(E)-HO2CCH=CHCO2H;1,2-Ethenedicarboxylic acid, trans-;1,2-Ethylenedicarboxylic acid, (E);1,2-ethylenedicarboxylicacid;1,2-ethylenedicarboxylicacid,(e)
CAS: 110-17-8
MF: C4H4O4
MW: 116.07
EINECS: 203-743-0
Product Categories: INORGANIC & ORGANIC CHEMICALS;FOOD ADDITIVES;Intermediates;Food & Feed ADDITIVES;Substrates;C1 to C5;Carbonyl Compounds;Carboxylic Acids;Alphabetical Listings;E-F;Flavors and Fragrances;Companion Products and ReagentsCancer Research;Chemopreventive Agents;Insect Platform;Multidrug Resistance;Phase II Enzyme Inducers;Phase II Enzyme InducersCancer Research;Serum-free Media;Food & Flavor Additives
Mol File: 110-17-8.mol
Fumaric acid Chemical Properties
mp 298-300 °C (subl.)(lit.)
density 1.62
vapor pressure 1.7 mm Hg ( 165 °C)
FEMA 2488
Fp 230 °C
Water Solubility 0.63 g/100 mL (25 oC)
Merck 14,4287
BRN 605763
Stability: Stable at room temperature. Decomposes at around 230 C. Incompatible with strong oxidizing agents, bases, reducing agents. Combustible.
CAS DataBase Reference 110-17-8(CAS DataBase Reference)
NIST Chemistry Reference Fumaric acid(110-17-8)
Safety Information
Hazard Codes Xi
Risk Statements 36
Safety Statements 26
RIDADR UN 9126
WGK Germany 1
RTECS LS9625000
Hazardous Substances Data 110-17-8(Hazardous Substances Data)
MSDS Information
Provider Language
SigmaAldrich English
ACROS English
ALFA English
Fumaric acid Usage And Synthesis
Chemical Properties white powder or colourless crystals
General Description A colorless crystalline solid. The primary hazard is the threat to the environment. Immediate steps should be taken to limit spread to the environment. Combustible, though may be difficult to ignite. Used to make paints and plastics, in food processing and preservation, and for other uses.
Air & Water Reactions Slightly soluble in water.
Reactivity Profile Fumaric acid is a carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in Fumaric acid to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions. Partial carbonization and formation of maleic anhydride occur at 446° F (open vessel).
Health Hazard Inhalation of dust may cause respiratory irritation. Compound is non-toxic when ingested. Prolonged contact with eyes or skin may cause irritation.
Fumaric acid Preparation Products And Raw materials
Preparation Products L-Alanine-->L-Aspartic acid -->Succinic acid-->D-Tartaric acid-->Dimethyl fumarate-->1-Boc-4-(4-methoxycarbonylphenyl)piperazine-->4-[4-(tert-Butoxycarbonyl)piperazino]benzoic acid-->SEMOTIADIL-->Fumaryl chloride-->6-Methylcoumarin-->DL-Malic acid-->FUMARONITRILE-->Ferrous fumarate-->BROMOSUCCINIC ACID-->Disodium fumarate-->NEBRACETAM-->Diethyl fumarate -->Benzylfumarate
Raw materials Benzene-->Thiocarbamide-->Maleic anhydride -->Activated carbon-->Sodium chlorate-->Mineral oil-->D(+)-Sucrose-->Maleic acid-->Ammonium bromide-->Maltose-->butene -->Isomerization catalyst-->wax liquid
