(2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine

• ChemBase ID: 140955
• Molecular Formular: C20H27NOSi
• Molecular Mass: 325.51998
• Monoisotopic Mass: 325.18619102
• SMILES: C[Si](C)(C)OC(c1ccccc1)(c1ccccc1)[C@@H]1CCCN1
• Canonical SMILES: C[Si](OC(c1ccccc1)(c1ccccc1)[C@@H]1CCCN1)(C)C
• InChI: InChI=1S/C20H27NOSi/c1-23(2,3)22-20(19-15-10-16-21-19,17-11-6-4-7-12-17)18-13-8-5-9-14-18/h4-9,11-14,19,21H,10,15-16H2,1-3H3/t19-/m0/s1
• InChIKey: RSUHWMSTWSSNOW-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine
• IUPAC Traditional name: (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine
• Synonyms: (2S)-2-[Diphenyl[(trimethylsilyl)oxy]methyl]pyrrolidine, 0.05M solution in toluene; (S)-α,α-Diphenylprolinol trimethylsilyl ether, 0.05M solution in toluene; (S)-2-[Diphenyl(trimethylsilanyloxy)methyl]pyrrolidine, 0.05M solution in toluene; (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanoltrimethylsilyl ether solution; (2S)-2-[Diphenyl[(trimethylsilyl)oxy]methyl]pyrrolidine; (S)-α,α-Diphenylprolinol trimethylsilyl ether; (S)-2-[Diphenyl(trimethylsilanyloxy)methyl]pyrrolidine; (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol trimethylsilyl ether; (2S)-2-[二苯基[(三甲基硅酯)氧基]甲基]吡咯烷，溶于甲苯的 0.05M 溶液; (S)-α,α-二苯基脯氨醇三甲基硅基醚，溶于甲苯的 0.05M 溶液; (S)-2-[二苯基(三甲基硅烷氧基)甲基]吡咯烷，溶于甲苯的 0.05M 溶液; (S)-(-)-α,α-二苯基-2-吡咯烷甲醇三甲基硅基醚 溶液; (2S)-2-[二苯基[(三甲基硅酯)氧基]甲基]吡咯烷; (S)-α,α-二苯基脯氨醇三甲基硅基醚; (S)-2-[二苯基(三甲基硅烷氧基)甲基]吡咯烷; (S)-(-)-α,α-二苯基-2-吡咯烷甲醇三甲基硅基醚

Database IDs

• CAS Number: 848821-58-9
• MDL Number: MFCD08690083
• PubChem SID: 162235192; 24885354
• PubChem CID: 11198150

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.3987541
• LogD (pH = 7.4): 2.3263593
• Log P: 4.9623
• Molar Refractivity: 93.3088 cm^3
• Polarizability: 39.113617 Å^3
• Polar Surface Area: 21.26 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: >110 °C; >230 °F; 39.2 °F; 4 °C
• Density: 0.860 g/mL at 25 °C; 1.0459 g/mL at 25 °C
• Refractive Index: n20/D 1.498; n20/D 1.5513
• Optical Rotation: [α]22/D -50°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Flammable (F); Irritant (Xi); Harmful (Xn)
• UN Number: 1294
• German water hazard class: 2; 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 36/37/38; 63-11-38-48/20-65-67
• Safety Statements: 16-36/37-62; 26
• GHS Pictograms: GHS02; GHS07; GHS08
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H225-H304-H315-H336-H361d-H373; H315-H319-H335
• GHS Precautionary statements: P210-P261-P281-P301 + P310-P331; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1294 3/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%
• Concentration: 0.05 M in toluene
• Empirical Formula (Hill Notation): C20H27NOSi

DETAILS

Sigma Aldrich - 677183

Application
Organocatalyst for 3-component reactions,1,2 and Robinson annulation of α,β-unsaturated aldehydes.3
Packaging
1, 5 g in glass bottle

Sigma Aldrich - 706442

Packaging
25 mL in glass bottle