HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Citraconsäureanhydrid
CTA · 2,5-Furandione, 3-Methyl- · 3-Methylmaleic anhydride · 3-methyl-furan-2,5-dione · METHYLMALEIC ANHYDRIDE · alpha-methylmaleicanhydride · CITRACONIC ANHYDRIDE · methyl-maleicanhydrid
Identifikatoren & physikalische Daten
| CAS No. | 616-02-4 |
|---|---|
| Summenformel | C5H4O3 |
| Durchschnittliche Molmasse | 112,08 g/mol |
| Monoisotopische Masse | 112,01604399 g/mol |
| SMILES | CC1=CC(=O)OC1=O |
| InChIKey | AYKYXWQEBUNJCN-UHFFFAOYSA-N |
| PubChem CID | 12012 |
| ChEMBL | CHEMBL398893 |
| EC No. | 210-459-0 |
| DTXSID | DTXSID8060660 |
| Lokaler Name | Citraconsäureanhydrid |
Chemische & physikalische Eigenschaften
| XLogP | 0,2 |
|---|---|
| Polarare Oberfläche (TPSA) | 43,4 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 8 |
| Formalladung | 0 |
| Komplexität | 178 |
| Polymers | Plastics & Rubber -> Acid Anhydrides, Cyclic |
| SpringerMaterials Properties | Boiling point |
| Dichte | 1.2469 @ 16 °C/4 °C1.247 g/mL at 25 °C (lit.) |
| Color/Form | COLORLESS LIQUID |
| Löslichkeit | SOL IN ALCOHOL, ETHER, ACETONEChloroform (Slightly), Methanol (Slightly)decomposes |
| Siedepunkt | 213-214 °C @ 760 MM HG213-214 °C (lit.) |
| Schmelzpunkt | 7-8 °C6-10 °C (lit.) |
| Dampfdruck | 1 MM HG @ 47.1 °C1.3 hPa ( 47 °C) |
| Brechungsindex | Index of refraction: 1.4716 at 21 °C/Dn20/D 1.471(lit.) |
| Physical Description | Colorless liquidmp = 7-8 deg C[Hawley] Clear almost colorless liquidmp = 7 deg C[MSDSonline] |
| Other Experimental Properties | DECOMP IN WATER |
| Dampfdichte | 4 (vs air) |
| Flammpunkt | 215 °F |
| Lagerbedingungen | Inert atmosphere,2-8°C |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless to very slightly yellow |
| BRN | 1835 |
| Dielektrizitätskonstante | 40.3(20℃) |
| InChI | 1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h2H,1H3 |
| InChIKey | AYKYXWQEBUNJCN-UHFFFAOYSA-N |
| SMILES | CC1=CC(=O)OC1=O |
| LogP (Verteilungskoeffizient) | -0.232 (est) |
| CAS Datenbank | 616-02-4(CAS DataBase Reference) |
| NIST chemische Informationen | 2,5-Furandione, 3-methyl-(616-02-4) |
| EPA chemische Informationen | 2,5-Furandione, 3-methyl- (616-02-4) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH311 (23.9%): Toxic in contact with skin [Danger Acute toxicity, dermal]P233, P260, P261, P262, P264, P264+P265, P270, P271, P272, P280, P284, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P333+P317, P342+P316, P361+P364, P362+P364, P363, P403, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 222 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 24-02-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/16743 |
| Gefahrenübersicht | An irritant[MSDSonline] See Maleic anhydride. See ACID ANHYDRIDES. |
| Hazard Classes and Categories | Acute Tox. 3 (23.9%) |
| Non-Human Toxicity Excerpts | ... CITRACONIC ACID ANHYDRIDE TESTED FULL STRENGTH BY DROP APPLICATION TO RABBITS EYES CAUSED SEVERE INJURY LIKE THAT CAUSED BY ACETIC ACID.VARIOUS CHEMICAL GROUPS WERE EVALUATED FOR THEIR SKIN SENSITIZATION POTENTIAL IN THE GUINEA PIG. CITRACONIC ANHYDRIDE SENSITIZED 3 OF 10 GUINEA PIGS. |
| F | 10-21 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2810 6.1/PG 3 |
| Zollcode | 29171990 |
| RTECS-Nr. | GE6825000 |
| R-Sätze (R) | 23/24/25-36/37/38-42/43-34-24 |
| Gefahrensymbole | T |
| Sicherheitshinweise (S) | 26-36/37/39-45-28A-23-36/37 |
| Gefahrenklasse | 6.1Eye Dam. 1Resp. Sens. 1Skin Corr. 1BSkin Sens. 1 |
| Verpackungsgruppe | III |
| Lagerklasse | 8A - Combustible corrosive hazardous materials |
| Gefahrstoffdaten | 616-02-4(Hazardous Substances Data) |
Anwendungen & Verwendung
Verwenden
Citraconic anhydride is used as a monomer for specialty unsaturated polyester resins. It is used to prepare bicyclic pyrrolidines, maleimides and co- and terpolymers. It is also used for the protection of N-terminal amino acids. Further, it is involved in the preparation of clothing ping acid and its amide. In addition to this, it is selectively used for the isolation of histidyl peptides.