Identification | Back Directory | [Name]
2-(TRIMETHYLSILYLETHYNYL)PYRIDINE | [CAS]
86521-05-3 | [Synonyms]
TIMTEC-BB SBB009057 TriMethylsilylethynyl)pyridin 2-(Trimethylsilyethynyl)pyridine 2-(TRIMETHYLSILYLETHYNYL)PYRIDINE 2-(Trimethlysilyl-ethynyl)pyridine 2-(Trimethylsilylethynyl)pyridine,97% Pyridine,2-[(trimethylsilyl)ethynyl]-(9CI) | [EINECS(EC#)]
-0 | [Molecular Formula]
C10H13NSi | [MDL Number]
MFCD00066349 | [MOL File]
86521-05-3.mol | [Molecular Weight]
175.3 |
Chemical Properties | Back Directory | [Appearance]
Clear colorless to yellow liquid | [Melting point ]
42 °C | [Boiling point ]
85 °C | [density ]
0.95±0.1 g/cm3(Predicted) | [refractive index ]
1.5330 | [Fp ]
85-86°C/1mm | [storage temp. ]
Refrigerator (+4°C) | [form ]
clear liquid | [pka]
4.29±0.19(Predicted) | [color ]
Colorless to Light orange to Yellow | [Water Solubility ]
Insoluble in water. | [BRN ]
4176916 | [CAS DataBase Reference]
86521-05-3 |
Hazard Information | Back Directory | [Chemical Properties]
Clear colorless to yellow liquid | [Uses]
2-(Trimethylsilylethynyl)pyridine is used as a pharmaceutical intermediate. | [Synthesis]
General procedure for the synthesis of 2-pyridinylalkynyltrimethylsilanes from 2-bromopyridine and trimethylsilylethynes: 100 mL of diisopropylamine solution containing 2-bromopyridine (4.74 g, 0.030 mol), CuI (0.14 g, 0.74 mmol), and Pd(PPh3)2Cl2 (0.52 g, 0.74 mmol) was added to a solution containing 2-bromopyridine (4.74 g, 0.030 mol), CuI (0.14 g, 0.74 mmol), and Pd(PPh3)2Cl2 (0.52 g, 0.74 mmol), protected by nitrogen. trimethylsilylacetylene (3.0 g, 0.030 mol). The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue was purified to give 5.0 g (95% yield) of 2-(trimethylsilyl)ethynylpyridine. | [References]
[1] Synthesis, 1983, # 4, p. 312 - 314 [2] Canadian Journal of Chemistry, 2005, vol. 83, # 6-7, p. 716 - 727 [3] Phosphorus, Sulfur and Silicon and Related Elements, 2002, vol. 177, # 5, p. 1041 - 1045 [4] Patent: WO2006/93466, 2006, A1. Location in patent: Page/Page column 28 [5] Journal of Organometallic Chemistry, 2009, vol. 694, # 9-10, p. 1317 - 1324 |
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