4,4'-Oxydiphthalic anhydride
ODPA · 4,4'-Oxydiphthalic dianhydride · s-ODPA · 4,4'-Oxydiphthalic Acid · 4,4-Oxydiphthalic anhydride · 5,5'-Oxybis(isobenzofuran-1,3-dione) · FCK · BIS-(3-PHTHALYL ANHYDRIDE) ETHER
Identifikatoren & physikalische Daten
| CAS No. | 1823-59-2 |
|---|---|
| Summenformel | C16H6O7 |
| Durchschnittliche Molmasse | 310,21 g/mol |
| Monoisotopische Masse | 310,01135253 g/mol |
| SMILES | O=C1OC(=O)c2cc(Oc3ccc4c(c3)C(=O)OC4=O)ccc21 |
| InChIKey | QQGYZOYWNCKGEK-UHFFFAOYSA-N |
| PubChem CID | 74574 |
| ChEMBL | CHEMBL1243052 |
| EC No. | 412-830-4 |
| DTXSID | DTXSID1044859 |
Chemische & physikalische Eigenschaften
| XLogP | 2,2 |
|---|---|
| Polarare Oberfläche (TPSA) | 96 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 7 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 23 |
| Formalladung | 0 |
| Komplexität | 533 |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Schmelzpunkt | 225-229 °C(lit.) |
| Siedepunkt | 410.39°C (rough estimate) |
| Dichte | 1.4942 (rough estimate) |
| Brechungsindex | 1.6380 (estimate) |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Löslichkeit | very slightly in Toluene,Acetone |
| Aggregatzustand | powder to crystal |
| Farbe | White to Light yellow to Light orange |
| InChI | InChI=1S/C16H6O7/c17-13-9-3-1-7(5-11(9)15(19)22-13)21-8-2-4-10-12(6-8)16(20)23-14(10)18/h1-6H |
| InChIKey | QQGYZOYWNCKGEK-UHFFFAOYSA-N |
| SMILES | O(C1C=CC2C(=O)OC(=O)C=2C=1)C1C=CC2C(=O)OC(=O)C=2C=1 |
| CAS Datenbank | 1823-59-2(CAS DataBase Reference) |
| NIST chemische Informationen | Bis-(3-phthalyl anhydride) ether(1823-59-2) |
| EPA chemische Informationen | 1,3-Isobenzofurandione, 5,5'-oxybis- (1823-59-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | H412: Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P273, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 92% (104 of 113) of all reports.Not ClassifiedAggregated GHS information provided per 113 reports by companies from 3 notifications to the ECHA C&L Inventory.H412 (100%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard] |
|---|---|
| Regulatorische Informationen | 1,3-Isobenzofurandione, 5,5'-oxybis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Isobenzofurandione, 5,5'-oxybis- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.Status: Active Update: 30-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/24117 |
| Hazard Classes and Categories | Not ClassifiedAquatic Chronic 3 (100%)Hazardous to the aquatic environment (chronic) - category 3Aquatic Chronic 3 |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29189900 |
| R-Sätze (R) | 52/53 |
| Sicherheitshinweise (S) | 61 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Aquatic Chronic 3 |
Anwendungen & Verwendung
Verwenden
4,4'-oxydiphthalic anhydride be used for the preparation of a polyimide material.
Herstellung & Synthese
synthetische
The preparation of 4,4'-Oxydiphthalic anhydride is as follows:Chlorophthalic anhydride (30g, 160mmol), tetraphenyl phosphonium bromide (0.3g, 0.7mmol), and 2,5-dichlorobenzoic acid (0.08g, 0.4mmol) were heated to approximately 220℃. Potassium carbonate (7.95g, 58mmol) was added over 45 minutes. The reaction was sampled after addition of the potassium carbonate and showed a 24.9% conversion to 4,4'-oxydiphthalic anhydride. The reaction was heated for an additional 45 minutes. The reaction mixture was diluted with 1,2,4-trichlorobenzene (90g) and filtered. The 4,4'-oxydiphthalic anhydride was allowed to crystallize and was collected, washed with 1,2,4-trichlorobenzene followed by hexane, and dried in an air circulating oven at 120℃. to give crude 4,4'-oxydiphthalic anhydride, 12.9g.