Name | 2-(Trimethylsilyl)pyridine |
Synonyms | 2-TRIMETHYLSILY-PYRIDINE 2-pyridyltrimethylsilane 2-(Trimethysilyl)pyridine 2-(TRIMETHYLSILYL)PYRIDINE 2-(Trimethylsilyl)pyridine 2-Trimethylsilanyl-pyridine Pyridine,2-(trimethylsilyl)- |
CAS | 13737-04-7 |
InChI | InChI=1/C8H13NSi/c1-10(2,3)8-6-4-5-7-9-8/h4-7H,1-3H3 |
Molecular Formula | C8H13NSi |
Molar Mass | 151.28 |
Density | 0.9113g/mLat 25°C(lit.) |
Boling Point | 47-49°C5mm Hg(lit.) |
Flash Point | 126°F |
Vapor Presure | 1.16mmHg at 25°C |
Specific Gravity | 0.911 |
pKa | 6.62±0.10(Predicted) |
Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
Sensitive | Light Sensitive |
Refractive Index | n20/D 1.489(lit.) |
Hazard Symbols | Xi - Irritant |
Risk Codes | R10 - Flammable R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S16 - Keep away from sources of ignition. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
UN IDs | UN 1993 3/PG 3 |
WGK Germany | 3 |
HS Code | 29333990 |
Hazard Class | 3 |
Packing Group | III |
introduction | 2-trimethylsilylpyridine is an organic intermediate, which can be prepared by the reaction of 2-chloropyridine and trimethylchlorosilane. |
use | 2-trimethylsilylpyridine is a pyridine derivative and can be used as an intermediate in organic synthesis. |
preparation | the solution of 2-chloropyridine (20.7 mL, 217 mmol) and trimethylchlorosilane (28.0 mL, 221 mmol) in THF (100 mL) was added drop by drop with fast stirring magnesium chips (6.75g, 281 mmol) of THF (175 ml) mixture. After adding about 10 mL solution, add diiodomethane (0.2 mL), then add iodine particles, and then add isopropyl magnesium chloride (2.0 M THF solution, 1 mL,2 mmol). The suspension is then carefully heated to reflux and the remaining chloride solution is added dropwise within 2.75 hours. The reaction is then allowed to cool to room temperature and stirred overnight. About 200mL THF was removed by distillation and benzene (125mL) was added. The suspension was refluxed for 2 hours, and then the benzene was poured out. The process is then repeated by adding more benzene (2 x 125 mL), reflux (1 hours each time) and decantation, and the combined benzene fraction is vacuum concentrated and distilled to obtain 2-trimethylsilylpyridine (6.97g, 46.2 mmol , 21%) in colorless liquid form. |