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
식별자 및 물리적 특성
| CAS No. | 112068-01-6 |
|---|---|
| 분자식 | C17H19NO |
| 평균 분자량 | 253.34 g/mol |
| 단동위원소 질량 | 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 |
화학 및 물리적 성질
| XLogP | 2.7 |
|---|---|
| 극성 표면적 | 32.3 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 3 |
| 무거운 원자 수 | 19 |
| 형식 전하 | 0 |
| 복잡도 | 261 |
| 녹는점 | 77-80 °C(lit.) |
| 끓는 점 | 396.54°C (rough estimate) |
| 밀도 | 1.0078 (rough estimate) |
| 굴절률 | -66.5 ° (C=3, CHCl3) |
| 저장 조건 | Inert atmosphere,Room Temperature |
| 용해도 | 클로로포름에 용해됩니다. |
| 물리적 상태 | 가루 |
| pKa(산도 계수) | 13.15±0.29(Predicted) |
| 색상 | 흰색에서 흰색으로., 크리스탈 |
| 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 |
| NIST | S-(-)-1,1-diphenylprolinol(112068-01-6) |
화학적 성질
white to beige crystals or crystalline powder
안전 및 규제
| GHS 분류 | 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%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | No |
| 관세 코드 | 29339900 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-37/39-24/25-36 |
| F 고인화성물질 | 10-34 |
| 위험 등급 | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
suzuki reaction
일반 설명
(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol is a bifunctional organocatalyst.
제조 및 합성 방법
제조 방법
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%.