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

名称と識別子

優先名称: 2-Pyrrolidinemethanol, alpha,alpha-diphenyl-, (S)-
IUPAC: diphenyl-[(2S)-pyrrolidin-2-yl]methanol
現地名: (S)-(-)-α,α-ジフェニル-2-ピロリジンメタノール
英語名: (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol
分子式: C17H19NO
分子量: 253.34

名称と別名

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

名称をさらに表示

(S)-(-)-α,α-ジフェニル-2-ピロリジンメタノールα-[(S)-2-ピロリジニル]-α-フェニルベンゼンメタノール(2S)-2α-(ヒドロキシジフェニルメチル)ピロリジン(2S)-α,α-ジフェニルピロリジン-2α-メタノール(S)-ピロリジン-2-イルジフェニルメタノール(S)-α,α-ジフェニル-2-ピロリジンメタノール(S)-α,α-ジフェニル-2α-ピロリジンメタノール[(2S)-2-ピロリジニル]ジフェニルメタノール[(2S)-ピロリジン-2α-イル]ジフェニルメタノール(S)-α,α-ジフェニルプロリノールジフェニル(ピロリジン-2α-イル)メタノールジフェニル[(2S)-2-ピロリジニル]メタノール(ピロリジン-2α-イル)ジフェニルメタノールα-(2α-ピロリジニル)ベンズヒドロールα,α-ジフェニルピロリジン-2α-メタノール(2S)-α,α-ジフェニル-2α-ピロリジンメタノールα-[(2S)-ピロリジン-2α-イル]ベンズヒドリルアルコール(2S)-α,α-ジフェニル-2-ピロリジンメタノール(2S)-2α-(α-ヒドロキシベンズヒドリル)ピロリジンα,α-ジフェニル-2α-ピロリジンメタノール(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

データベース識別子

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

物性

構造計算による物性

XLogP: 2.7
極性表面積: 32.3 Å²
水素結合供与体数: 2
水素結合受容体数: 2
回転可能結合数: 3
重原子数: 19
形式電荷: 0
複雑度: 261

物理化学的性質

融点: 77 · 77-80 °C(lit.)
比旋光度: -59 · -59 º (c=3, methanol 25 ºC)
沸点: 396.54 °C · 396.54°C (rough estimate)
比重(密度): 1.0078 · 1.0078 (rough estimate)
屈折率: -66.5 ° · -66.5 ° (C=3, CHCl3)
貯蔵温度: Inert atmosphere,Room Temperature
溶解性: クロロホルムに可溶。
外見: 粉
酸解離定数(Pka): 13.15 · 13.15±0.29(Predicted)
色: ホワイトからオフホワイト、クリスタル
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 データベース: 112068 · 112068-01-6(CAS DataBase Reference)
NISTの化学物質情報: -1 · S-(-)-1,1-diphenylprolinol(112068-01-6)

化学的性質

化学的特性white to beige crystals or crystalline powder

安全と法規制

GHS分類

GHS Classification · 5 件

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.

危険有害性情報

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

安全データ

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
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 11 - Combustible Solids

化学と産業

応用分野

使用suzuki reaction

一般的な説明(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol is a bifunctional organocatalyst.

調製方法 · 1 件

製造方法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%.