Maleinsäureanhydrid
MA · Maleic · MAN · MALIEC ANHYDRIDE · MALEIC ACID ANHYDRIDE · 2,5-FURANDIONE · CIS-BUTENEDIOIC ANHYDRIDE · ANHYDRIDE MALEIC
Identifikatoren & physikalische Daten
| CAS No. | 108-31-6 |
|---|---|
| Summenformel | C4H2O3 |
| Durchschnittliche Molmasse | 98,06 g/mol |
| Monoisotopische Masse | 98,00039392 g/mol |
| SMILES | O=C1C=CC(=O)O1 |
| InChIKey | FPYJFEHAWHCUMM-UHFFFAOYSA-N |
| PubChem CID | 7923 |
| ChEMBL | CHEMBL374159 |
| ChEBI | CHEBI:474859 |
| EC No. | 203-571-6 |
| DTXSID | DTXSID7024166 |
| Lokaler Name | Maleinsäureanhydrid |
Chemische & physikalische Eigenschaften
| XLogP | -0,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 43,4 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 7 |
| Formalladung | 0 |
| Komplexität | 129 |
| Schmelzpunkt | 51-56 °C (lit.) |
| Siedepunkt | 200 °C (lit.) |
| Dichte | 1.48 |
| Dampfdichte | 3.4 (vs air) |
| Dampfdruck | 0.16 mm Hg ( 20 °C) |
| Brechungsindex | 1.4688 (estimate) |
| Flammpunkt | 218 °F |
| Lagerbedingungen | Store below +30°C. |
| Löslichkeit | Chloroform (Slightly), Ethyl Acetate (Slightly)79 g/100 mL (25 ºC) |
| pKa (Säurekonstante) | 0[at 20 ℃] |
| Aggregatzustand | powder |
| Farbe | White |
| pH | 0.8 (550g/l, H2O, 20℃)Hydrolysis |
| Geruch | Mild acrid odor. |
| Explosionsgrenze | 1.4-7.1%(V) |
| Merck | 14,5704 |
| BRN | 106909 |
| Henry-Konstante | (atmm3/mol): Not applicable - reacts with water |
| Dielektrizitätskonstante | 51.0(60℃) |
| Stabilität | Stable. Combustible. Incompatible with water, strong oxidizing agents, alkali metals, strong bases, amines, most common metals, polymerization catalysts and accelerators. |
| Kosmetik-Inhaltsstoffe Funktionen | FILM FORMING |
| InChI | 1S/C4H2O3/c5-3-1-2-4(6)7-3/h1-2H |
| InChIKey | FPYJFEHAWHCUMM-UHFFFAOYSA-N |
| SMILES | O=C1OC(=O)C=C1 |
| LogP (Verteilungskoeffizient) | -2.61 at 20℃ |
| CAS Datenbank | 108-31-6(CAS DataBase Reference) |
| NIST chemische Informationen | 2,5-Furandione(108-31-6) |
| EPA chemische Informationen | Maleic anhydride (108-31-6) |
Sicherheit & Vorschriften
| F | 21 |
|---|---|
| Berufliche Expositionsstufe (OEB) | C |
| Arbeitsplatzgrenzwert (OEL) | TWA: 1 mg/m3 (0.25 ppm) |
| Wassergefährdungsklasse (WGK) | 1 |
| Sofort lebensgefährliche Konzentration | 10 mg/m3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2215 8/PG III (MALEIC ANHYDRIDE, MOLTEN) |
| Zollcode | 2917 14 00 |
| RTECS-Nr. | ON3675000 |
| R-Sätze (R) | 22-34-42/43 |
| Toxizität | LD50 orally in Rabbit: 1090 mg/kg LD50 dermal Rabbit 2620 mg/kg |
| Gefahrensymbole | C |
| Sicherheitshinweise (S) | 22-26-36/37/39-45 |
| Gefahrenklasse | 8Acute Tox. 4 OralEye Dam. 1Resp. Sens. 1Skin Corr. 1BSkin Sens. 1ASTOT RE 1 Inhalation |
| Verpackungsgruppe | III |
| Lagerklasse | 6.1D - Non-combustible acute toxic Cat.3toxic hazardous materials or hazardous materials causing chronic effects |
| Gefahrstoffdaten | 108-31-6(Hazardous Substances Data) |
| Selbstentzündungstemperatur | 870 °F |
Anwendungen & Verwendung
Beschreibung
Maleic Anhydride (MAN) is an organic compound with the chemical formula C4H203. It is the acid anhydride of maleic acid and in its pure state it is a colourless or white solid with an acrid odour. Maleic anhydride is truly a remarkable molecule in that it possesses two types of chemical functionality making it uniquely useful in chemical synthesis and applications.Maleic Anhydride is a multifunctional chemical intermediate with applications in several fields of chemical industry. Its major end use is as feedstock in the production of unsaturated polyester resins (UPR).These resins are used both in glass-reinforced and in unreinforced applications. The UPR end uses includes a wide range of applications in construction, marine and automobile industries.
Verwenden
Maleic Anhydride is heterocyclic compound used in the manufacture of unsaturated polyester resins. It has a wide range of other applications; it is used in synthetic tensides, insecticides, herbicides and fungicides.
Herstellung & Synthese
synthetische
To a flask equipped with a Dean-Stark trap, condenser, and mechanical stirrer is added 116 gm (1.0 mole) of maleic acid and 120 ml of tetrachloroethane. The contents are heated, the water (18 ml, 1.0 mole) distilled off as the azeotrope, and the residue distilled under reduced pressure to afford 87.7 gm (89.5%) of the anhydride, b.p. 82-84°C (15 mm), m.p. 53°C. The residue remaining in the flask consists of about 10 gm of fumaric acid, m.p. 287°C. Fumaric and maleic acids both give maleic anhydride on heating. Fumaric acid must first be heated to a higher temperature to effect its conversion to maleic acid prior to its dehydration.