2-Chloro-2,2-difluoroacetophenone
2-Chloro-2,2-difluoro-1-phenylethan-1-one · Ethanone, 2-chloro-2,2-difluoro-1-phenyl- · 2-Chloro-2,2-d · CHLORODIFLUOROACETOPHENONE · Chlorodifluorobenzophenone · à,à-difluorophenacyl chloride · à-chloro-à,à-difluoroacetophene · A-CHLORO-A,A-DIFLUOROACETOPHENONE
Identifikatoren & physikalische Daten
| CAS No. | 384-67-8 |
|---|---|
| Summenformel | C8H5ClF2O |
| Durchschnittliche Molmasse | 190,57 g/mol |
| Monoisotopische Masse | 189,9996989 g/mol |
| SMILES | O=C(c1ccccc1)C(F)(F)Cl |
| InChIKey | MNOONJNILVDLSW-UHFFFAOYSA-N |
| PubChem CID | 238296 |
| EC No. | 621-031-1 |
| DTXSID | DTXSID20285675 |
Chemische & physikalische Eigenschaften
| XLogP | 2,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 176 |
| Schmelzpunkt | 102-103 °C |
| Siedepunkt | 94-96 °C35 mm Hg(lit.) |
| Dichte | 1.293 g/mL at 25 °C(lit.) |
| Brechungsindex | n20/D 1.497(lit.) |
| Flammpunkt | 163 °F |
| Lagerbedingungen | Keep in dark place,Inert atmosphere,Room temperature |
| Löslichkeit | Difficult to mix. |
| Aggregatzustand | liquid |
| Farbe | Clear, colourless |
| BRN | 2251448 |
| InChI | 1S/C8H5ClF2O/c9-8(10,11)7(12)6-4-2-1-3-5-6/h1-5H |
| InChIKey | MNOONJNILVDLSW-UHFFFAOYSA-N |
| SMILES | FC(F)(Cl)C(=O)c1ccccc1 |
| CAS Datenbank | 384-67-8(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 45 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| F | 19 |
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | UN 3334 |
| Zollcode | 29147000 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-36-37 |
| Lagerklasse | 10 - Combustible liquids |
| Gefahrenklasse | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Beschreibung
Novel and non-ODS-based (ODS = ozone-depleting substance) difluorocarbene reagents for O- and N-difluoromethylation. PhCOCF2Cl reacts with a variety of structurally diverse phenol derivatives to produce aryl difluoromethyl ethers in good yields. PhSO2CF2Cl can react with a variety of structurally diverse phenol derivatives and N-heterocyclic compounds.
Verwenden
2-Chloro-2,2-difluoroacetophenone can be used:As a reagent in the difluoromethylation of various phenols to yield aryl difluoromethyl ethers.As a precursor in the Baylis-Hillman reaction of fluoroalkyl ketones to obtain chlorodifluoromethyl containing products.As a substrate in the synthesis of propargyl alcohols using a novel ruthenium catalyst.