Phenyl Trifluoromethanesulfonate
PHENYL TRIFLATE · Phenol triflate · Phenol trifluoromethanesulfonate · PHENYL TRIFLUOROMETHANESULFONATE · Trifluoromethylsulfonyloxybenzene · Phenyl rifluoromehanesulfonae, 98% · PhenylTrifluoromethanesulfonate>Phenyl trifluoromethanesulfonate 98% · Trifluoromethanesulfonic acid phenyl ester
Identifikatoren & physikalische Daten
| CAS No. | 17763-67-6 |
|---|---|
| Summenformel | C7H5F3O3S |
| Durchschnittliche Molmasse | 226,17 g/mol |
| Monoisotopische Masse | 225,99114968 g/mol |
| SMILES | O=S(=O)(Oc1ccccc1)C(F)(F)F |
| InChIKey | GRJHONXDTNBDTC-UHFFFAOYSA-N |
| PubChem CID | 548641 |
| EC No. | 628-760-4 |
| DTXSID | DTXSID40338354 |
Chemische & physikalische Eigenschaften
| XLogP | 2,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 51,8 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 6 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 14 |
| Formalladung | 0 |
| Komplexität | 272 |
| Siedepunkt | 99-100 °C/60 mmHg (lit.) |
| Dichte | 1.396 g/mL at 25 °C (lit.) |
| Brechungsindex | n20/D 1.435(lit.) |
| Flammpunkt | 160 °F |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Aggregatzustand | clear liquid |
| Farbe | Colorless to Almost colorless |
| InChI | InChI=1S/C7H5F3O3S/c8-7(9,10)14(11,12)13-6-4-2-1-3-5-6/h1-5H |
| InChIKey | GRJHONXDTNBDTC-UHFFFAOYSA-N |
| SMILES | C(F)(F)(F)S(OC1=CC=CC=C1)(=O)=O |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH301 (97.5%): Toxic if swallowed [Danger Acute toxicity, oral]P260, P262, P264, P270, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P361+P364, P363, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 3 (97.5%) |
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | UN 2927 6.1/PG 2 |
| Zollcode | 29049090 |
| R-Sätze (R) | 36/37/38-34-24/25 |
| Gefahrensymbole | T |
| Sicherheitshinweise (S) | 26-36-45-36/37/39 |
| Gefahrenklasse | 6.1, 8Acute Tox. 3 OralSkin Corr. 1B |
| Lagerklasse | 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials |
Anwendungen & Verwendung
Verwenden
Phenyl trifluoromethanesulfonate (phenyl triflate) may be used in the following studies:As an arylating agent for the asymmetric α-arylation of ketones catalyzed by Pd(dba)2 and difluorphos.As a reactant in the one pot synthesis of carbazoles by palladium-catalyzed N-arylation of anilines with phenyl triflate followed by oxidative coupling.Synthesis of N-(2,6-diarylbenzoyl)anilines by diarylation of benzanilides with phenyl triflate in the presence of palladium-based catalyst.As an arylating agent in the synthesis of (R)-2-phenyl-2,3-dihydrofuran by the arylation of 2,3-dihydrofuran.
Herstellung & Synthese
synthetische
Synthesis of Phenyl trifluoromethanesulfonate: The reaction of phenol (1.00 g, 10.6 mmol) with triflic anhydride as outlined in the general procedure provided phenyl trifluoromethanesulfonate as colorless oil (0.73 g, 30%).1H NMR (400 MHz, CDCl3) δ 7.50 – 7.42 (m, 2H), 7.41 – 7.36 (m, 1H), 7.32 – 7.24 (m, 2H).