N-[(Trimethylsilyl)methyl]benzylamine CAS 53215-95-5
N-[(Trimethylsilyl)methyl]benzylamine Basic information
| Product Name: | N-[(Trimethylsilyl)methyl]benzylamine |
| Synonyms: | N-(TRIMETHYLSILYLMETHYL)BENZYAMINE;N-(Trimethylsilylmethyl)benzylamine 95+%;Benzyl(trimethylsilylmethyl)amine;N-(trimethylsilylmethyl)benzamine;N-benzyl-1-(trimethylsilyl)methanamine;N-Benzyl-1-(trimethylsilyl)methylamine;BenzeneMethanaMine, N-[(triMethylsilyl)Methyl]-;N-Benzyl-N-[(triMethylsilyl)Methyl]aMine |
| CAS: | 53215-95-5 |
| MF: | C11H19NSi |
| MW: | 193.36 |
| EINECS: | |
| Product Categories: | Amines;C11 to C38;Nitrogen Compounds;Amines and Anilines |
| Mol File: | 53215-95-5.mol |
N-[(Trimethylsilyl)methyl]benzylamine Chemical Properties
| Boiling point | 89-90 °C5 mm Hg(lit.) |
| density | 0.88 g/mL at 25 °C(lit.) |
| refractive index | n |
| Fp | 205 °F |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| pka | 9.29±0.20(Predicted) |
| form | Liquid |
| color | Pale yellow |
| Specific Gravity | 0.88 |
| Hydrolytic Sensitivity | 4: no reaction with water under neutral conditions |
| InChI | InChI=1S/C11H19NSi/c1-13(2,3)10-12-9-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3 |
| InChIKey | WECLUYCAWLJMKM-UHFFFAOYSA-N |
| SMILES | C1(CNC[Si](C)(C)C)=CC=CC=C1 |
| CAS DataBase Reference | 53215-95-5(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-37/39 |
| WGK Germany | 3 |
| TSCA | No |
| HS Code | 29319090 |
| Chemical Properties | Colorless liquid |
| Uses | N-[(Trimethylsilyl)methyl]benzylamine may be used in chemical synthesis. |
| General Description | N-[(Trimethylsilyl)methyl]benzylamine is useful intermediate to cyanoaminosilanes which are subsequently used as azomethine ylide equivalents. |
| Synthesis | 4206-67-1 100-46-9 53215-95-5 General method: Benzylamine derivatives (24.3 mmol, 37 (2.6 g); 28.0 mmol, 38 (3.4 g); 28.0 mmol, 39 (3.8 g); 11.2 mmol, 40 (1.4 g); and 11.2 mmol, 41 (2.0 g)) were dissolved in acetonitrile (120 mL), added K2CO3 (37.4 mmol, 5.2 g (for 37); 46.7 mmol, 2.5 g (for 38-39); 18.7 mmol, 2.6 g (for 40-41)) and Me3SiCH2I (18.5 mmol, 4.0 g (for 37); 38.4 mmol, 59 g (for 38-39); 9.3 mmol, 2.0 g (for 40-41)). The reaction mixture was stirred for 12 h at room temperature. After completion of the reaction, the mixture was concentrated in vacuum to give a residue. The residue was ground with CH2Cl2, dried and concentrated again under vacuum. Finally, it was purified by silica gel column chromatography (eluent ratio: EtOAc:hexane=1:8~1:15) to give the products 421 (3.2 g, 89%), 43 (3.85 g, 79%), 442 (3.3 g, 63%), 45 (1.51 g, 76%) and 46 (1.9 g, 78%), respectively. |
| References | [1] Tetrahedron Letters, 2015, vol. 56, # 23, p. 3014 - 3018 [2] Organic and Biomolecular Chemistry, 2016, vol. 14, # 44, p. 10502 - 10510 [3] Tetrahedron Letters, 2017, vol. 58, # 10, p. 949 - 954 [4] Tetrahedron, 2017, vol. 73, # 44, p. 6249 - 6261 |
N-[(Trimethylsilyl)methyl]benzylamine Preparation Products And Raw materials
| Raw materials | Benzylamine-->(IODOMETHYL)TRIMETHYLSILANE-->Chloromethyltrimethylsilane-->Potassium carbonate-->Acetonitrile |
| Preparation Products | N-(Butoxymethyl)-N-(trimethylsilylmethyl)-benzylamine-->N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine |
