2-Pyrrolidinemethanol, alpha,alpha-diphenyl-, (S)-
(S)-DIPHENYLPROLINOL · (S)-DIPHENYL(PYRROLIDIN-2-YL)METHANOL · SDPP · (S)-(-)-ALPHA,ALPHA-DIPHENYL-2-PYRROLIDINEMETHANOL · Diphenyl(2-pyrrolidinyl)methanol · ALPHA,ALPHA-DIPHENYL-L-PROLINOL · (S)-(-)-2-(DIPHENYLHYDROXYMETHYL)PYRROLIDINE · alpha,alpha-Diphenyl
Identifikatoren & physikalische Daten
| CAS No. | 112068-01-6 |
|---|---|
| Summenformel | C17H19NO |
| Durchschnittliche Molmasse | 253,34 g/mol |
| Monoisotopische Masse | 253,14666423 g/mol |
| SMILES | OC(c1ccccc1)(c1ccccc1)[C@@H]1CCCN1 |
| InChIKey | OGCGXUGBDJGFFY-INIZCTEOSA-N |
| PubChem CID | 2724899 |
| EC No. | 601-153-1 |
| DTXSID | DTXSID50369275 |
Chemische & physikalische Eigenschaften
| XLogP | 2,7 |
|---|---|
| Polarare Oberfläche (TPSA) | 32,3 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 19 |
| Formalladung | 0 |
| Komplexität | 261 |
| Schmelzpunkt | 77-80 °C(lit.) |
| Siedepunkt | 396.54°C (rough estimate) |
| Dichte | 1.0078 (rough estimate) |
| Brechungsindex | -66.5 ° (C=3, CHCl3) |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Löslichkeit | Soluble in chloroform. |
| Aggregatzustand | powder |
| pKa (Säurekonstante) | 13.15±0.29(Predicted) |
| Farbe | white to off white ., crystal |
| Merck | 14,155 |
| BRN | 17103 |
| InChI | 1S/C17H19NO/c19-17(16-12-7-13-18-16,14-8-3-1-4-9-14)15-10-5-2-6-11-15/h1-6,8-11,16,18-19H,7,12-13H2/t16-/m0/s1 |
| InChIKey | OGCGXUGBDJGFFY-INIZCTEOSA-N |
| SMILES | OC([C@@H]1CCCN1)(c2ccccc2)c3ccccc3 |
| CAS Datenbank | 112068-01-6(CAS DataBase Reference) |
| NIST chemische Informationen | S-(-)-1,1-diphenylprolinol(112068-01-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (95.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract 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 47 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%)Eye Irrit. 2 (100%)STOT SE 3 (95.7%) |
| F | 10-34 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | No |
| Zollcode | 29339900 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-37/39-24/25-36 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Verwenden
suzuki reaction
Herstellung & Synthese
synthetische
Into a four-necked flask, add tetrahydrofuran, L-proline methyl ester hydrochloride, and phenyl magnesium chloride （dissolved in tetrahydrofuran) solution was added dropwise from a constant pressure dropping funnel, and the addition was completed in about 4 hours, and then stirred at 10-15°C for 3 hours. Add water, adjust the pH to 5-6 with 10% ammonium chloride aqueous solution, extract with dichloromethane, extract the aqueous layer twice with dichloromethane each time, and obtain the organic phase. Wash once with saturated sodium chloride aqueous solution. The organic phase was dried with anhydrous sodium sulfate for 4 hours and filtered. The obtained organic phase was distilled under reduced pressure to distill dichloromethane and tetrahydrofuran to obtain light yellow oily (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol, yield 86.6%.