1,2-Diphenoxyethan
1,2-DIPHENOXYETHANE · ETHYLENE GLYCOL DIPHENYL ETHER · DIPHENYL GLYCOL · Diphenoxy Ethane · 1,2-Diphenoxyethan · sym-Diphenoxyethane · DIPHENYL CELLOSOLVE · Domiphen Impurity 5
Identifikatoren & physikalische Daten
| CAS No. | 104-66-5 |
|---|---|
| Summenformel | C14H14O2 |
| Durchschnittliche Molmasse | 214,26 g/mol |
| Monoisotopische Masse | 214,09937969 g/mol |
| SMILES | c1ccc(OCCOc2ccccc2)cc1 |
| InChIKey | XCSGHNKDXGYELG-UHFFFAOYSA-N |
| PubChem CID | 7713 |
| ChEMBL | CHEMBL1901367 |
| EC No. | 203-224-9 |
| DTXSID | DTXSID5026706 |
| Lokaler Name | 1,2-Diphenoxyethan |
Chemische & physikalische Eigenschaften
| XLogP | 3,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 18,5 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 5 |
| Schwere Atome | 16 |
| Formalladung | 0 |
| Komplexität | 150 |
| Stoffklassen | Other Classes -> Other Aromatic CompoundsAntioxidant |
| SpringerMaterials Properties | Chemical shift |
| LogP (Verteilungskoeffizient) | 3.81 |
| Dampfdruck | 0.000314 [mmHg]0Pa at 25℃ |
| Physical Description | Off-white powder[Alfa Aesar MSDS] |
| Schmelzpunkt | 94-96 °C (lit.) |
| Siedepunkt | 185 °C / 12mmHg |
| Dichte | 1.0781 (rough estimate) |
| Brechungsindex | 1.5570 (estimate) |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Löslichkeit | Chloroform (Slightly), Methanol (Slightly)22mg/L at 25℃ |
| Aggregatzustand | Solid |
| Farbe | White to Off-White |
| BRN | 2052248 |
| InChI | 1S/C14H14O2/c1-3-7-13(8-4-1)15-11-12-16-14-9-5-2-6-10-14/h1-10H,11-12H2 |
| InChIKey | XCSGHNKDXGYELG-UHFFFAOYSA-N |
| SMILES | C(COc1ccccc1)Oc2ccccc2 |
| LogP (Verteilungskoeffizient) | 3.81 at 25℃ |
| CAS Datenbank | 104-66-5(CAS DataBase Reference) |
| EPA chemische Informationen | 2-Phenoxyethyl phenyl ether (104-66-5) |
Sicherheit & Vorschriften
| GHS-Einstufung | H411 (100%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P273, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 5 reports by companies from 1 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Chemical: Benzene, 1,1'-[1,2-ethanediylbis(oxy)]bis-Benzene, 1,1'-[1,2-ethanediylbis(oxy)]bis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, 1,1'-[1,2-ethanediylbis(oxy)]bis- 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)FRI - indicates a polymeric substance containing no free-radical initiator in its Inventory name but is considered to cover the designated polymer made with any free-radical initiator regardless of the amount used.REACH registered substance: 1,2-diphenoxyethane (EC: 203-224-9) |
| Weitere Sicherheitsinformationen | IMAP assessments - Benzene, 1,1'-[1,2-ethanediylbis(oxy)]bis-: Human health tier I assessment |
| Gefahrenübersicht | May cause irritation[Alfa Aesar MSDS] See Benzyl ether. |
| Hazard Classes and Categories | Aquatic Chronic 2 (100%) |
| Protective Action Criteria (PAC) | 30 [mg/m3]330 [mg/m3]2000 [mg/m3] |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3077 9 / PGIII |
| Zollcode | 29093090 |
| R-Sätze (R) | 51/53 |
| Sicherheitshinweise (S) | 22-24/25-61-36-29/56 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Aquatic Chronic 2 |
Anwendungen & Verwendung
Verwenden
1,2-Diphenoxyethane is a reagent that is used in the production and use of activatable delivery compounds containing drugs or a detectable moiety and singlet oxygen-labile linkers.
Herstellung & Synthese
synthetische
The preparation of Ethylene glycol diphenyl ether is as follows:A three-necked flask was charged with 15.7 g of bromobenzene (100 mmol) and 47 ml of DMF, and stirred. 12.7 g of sodium carbonate (120 mmol, 1.2 eq.), 1.9 g of cuprous iodide (10 mmol, 0.1 eq.), 1.87 g of 2,2'-bipyridine (12 mmol, 0.1 eq.) and 7.4 g of ethylene glycol (120 mmol, 1.2 equivalent), the reaction mixture was stirred at 100 ° C overnight. After recovering DMF under reduced pressure, 100 ml of water and 100 ml of toluene were added, and the aqueous phase was extracted three times with 300 ml of toluene, and the organic layers were combined. Washed sequentially with 5% sodium carbonate. The organic phase was dried over anhydrous sodium sulfate, filtered, and then filtered and evaporated,The crude product was recrystallized from isopropanol and dried in vacuo to give 19.5 g of product, yield 91%, purity over 99%.