2-Pyrrolidinemethanol, alpha,alpha-diphenyl-, (S)- (HCID 2724899)

Namen und Bezeichner

Bevorzugter Name: 2-Pyrrolidinemethanol, alpha,alpha-diphenyl-, (S)-
IUPAC: diphenyl-[(2S)-pyrrolidin-2-yl]methanol
Englischer Name: (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol
Summenformel: C17H19NO
Molmasse: 253.34

Namen und Synonyme

112068-01-6(S)-(-)-alpha,alpha-Diphenyl-2-pyrrolidinemethanolalpha,alpha-Diphenyl-L-prolinolK3HE3KC32M(S)-alpha,alpha-Diphenylprolinol(-)-alpha,alpha-Diphenylprolinol(2S)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol(s)-alpha,alpha-diphenylpyrrolidinemethanol(-)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol2-Pyrrolidinemethanol, alpha,alpha-diphenyl-, (2S)-2-Pyrrolidinemethanol, alpha,alpha-diphenyl-, (S)-.ALPHA.,.ALPHA.-DIPHENYL-L-PROLINOL

Weitere Namen anzeigen

(S)-DIPHENYLPROLINOL(S)-DIPHENYL(PYRROLIDIN-2-YL)METHANOLSDPPDiphenyl(2-pyrrolidinyl)methanol(S)-(-)-2-(DIPHENYLHYDROXYMETHYL)PYRROLIDINEalpha,alpha-DiphenylNebivolol Impurity 49Dextrodiphenylprolinol

(S)-.ALPHA.,.ALPHA.-DIPHENYLPROLINOL(-)-.ALPHA.,.ALPHA.-DIPHENYLPROLINOL(S)-.ALPHA.,.ALPHA.-DIPHENYLPYRROLIDINEMETHANOL(-)-.ALPHA.,.ALPHA.-DIPHENYL-2-PYRROLIDINEMETHANOL(2S)-.ALPHA.,.ALPHA.-DIPHENYL-2-PYRROLIDINEMETHANOL2-PYRROLIDINEMETHANOL, .ALPHA.,.ALPHA.-DIPHENYL-, (2S)-2-PYRROLIDINEMETHANOL, .ALPHA.,.ALPHA.-DIPHENYL-, (S)-RefChem:483466

Datenbank-Bezeichner

CAS: 112068-01-6
PubChem CID: 2724899
DTXSID: DTXSID50369275
UNII: K3HE3KC32M
EC Number: 601-153-1
Nikkaji: J370.862D

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,7
Polarare Oberfläche (TPSA): 32,3 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 3
Schwere Atome: 19
Formalladung: 0
Komplexität: 261

Physikochemische Eigenschaften

Schmelzpunkt: 77 · 77-80 °C(lit.)
Siedepunkt: 396.54 °C · 396.54°C (rough estimate)
Dichte: 1.0078 · 1.0078 (rough estimate)
Brechungsindex: -66.5 ° · -66.5 ° (C=3, CHCl3)
storage temp.: Inert atmosphere,Room Temperature
Löslichkeit: Soluble in chloroform.
Aggregatzustand: powder
pka: 13.15 · 13.15±0.29(Predicted)
Farbe: white to off white ., crystal
Merck: 14 · 14,155
BRN: 17103 · 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 · 112068-01-6(CAS DataBase Reference)
NIST chemische Informationen: -1 · S-(-)-1,1-diphenylprolinol(112068-01-6)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

Warning

H315 (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 exposure; Respiratory 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.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (95.7%)

Sicherheitsdaten

F: 10-34
wgk: 3
tsca: No
hs_code: 29339900
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-37/39-24/25-36
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen

Verwendensuzuki reaction

Darstellung · 1 Eintrag

synthetischeInto 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%.