Basic information
- Name:
2-Butenedioic acid (2E)-
- Superlist Name:
- Fumaric acid
- CAS No.:
110-17-8
- Molecular Structure:
- Formula:
- C4H4O4
- Synonyms:
- 2-Butenedioic acid (2E)- (9CI);2-Butenedioic acid (E)-;EPA Pesticide Chemical Code 051201;trans-Butenedioic acid;Allomaleic acid;Boletic acid;(E)-2-Butenedioic acid;1,2-Ethenedicarboxylic acid, trans-;2-(E)-Butenedioic acid;trans-2-Butenedioic acid;FumaricAcid;Fumaric acid (Tech and Food grade);L-Carnitine Fumaric Acid;1, 2-Ethenedicarboxylic acid, trans-;Fumaric acid (NF);2-Butenedioic acid, (E)-;Tumaric acid;Allomalenic acid;Butenedioic acid, (E)-;2-Butenedioic acid;USAF EK-P-583;(2E)-but-2-enedioic acid;Fumaric acid (8CI);Kyselina fumarova;
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Chemistry
Structure of Fumaric acid (CAS NO.110-17-8):
IUPAC Name: (E)-but-2-enedioic acid
Empirical Formula: C4H4O4
Molecular Weight: 116.0722
EINECS: 203-743-0
Index of Refraction: 1.526
Molar Refractivity: 23.767 cm3
Molar Volume: 77.429 cm3
Polarizability: 9.422×10-24cm3
Surface Tension: 67.693 dyne/cm
Density: 1.499 g/cm3
Flash Point: 182.981 °C
Enthalpy of Vaporization: 65.985 kJ/mol
Melting Point: 298-300 °C (subl.)(lit.)
Boiling Point: 355.482 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C
Water Solubility: 0.63 g/100 mL (25 ºC)
Physical Appearance: white powder or colourless crystals
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
History
Fumaric acid was first prepared from Succinic acid.
Uses
Fumaric acid esters are sometimes used to treat psoriasis.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 100mg/kg (100mg/kg) | National Technical Information Service. Vol. AD277-689, | |
| mouse | LD50 | unreported | 5gm/kg (5000mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION | Toksikologicheskii Vestnik. Vol. (2), Pg. 25, 1994. |
| rabbit | LDLo | oral | 5gm/kg (5000mg/kg) | Industrial and Engineering Chemistry. Vol. 15, Pg. 628, 1923. | |
| rat | LD50 | oral | 9300mg/kg (9300mg/kg) | Toxicology and Applied Pharmacology. Vol. 42, Pg. 417, 1977. | |
| rat | LD50 | unreported | 6800mg/kg (6800mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION BEHAVIORAL: EXCITEMENT | Toksikologicheskii Vestnik. Vol. (2), Pg. 25, 1994. |
| rat | LDLo | intraperitoneal | 587mg/kg (587mg/kg) | GASTROINTESTINAL: OTHER CHANGES LIVER: OTHER CHANGES BLOOD: HEMORRHAGE | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 35, Pg. 298, 1946. |
Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36
R36:Irritating to eyes.
Safety Statements: 26
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 9126
WGK Germany: 1
RTECS: LS9625000
Fumaric acid converts to the irritant maleic anhydride, upon partial combustion.
Specification
Fumaric acid , its cas register number is 110-17-8. It also can be called 1,2-Ethenedicarboxylic acid, trans- ; 1,2-Ethylenedicarboxylic acid, (E) ; 2-Butenedioic acid, (E)- ; Allomaleic acid ; Allomalenic acid ; Butenedioic acid, (E)- ; Kyselina fumarova ; Lichenic acid ; Tumaric acid ; trans-1,2-Ethylenedicarboxylic acid ;
trans-Butenedioic acid .
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