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| | 3-(1,1,1-TRIBUTYLSTANNYL)PYRIDINE Basic information |
| | 3-(1,1,1-TRIBUTYLSTANNYL)PYRIDINE Chemical Properties |
| Boiling point | 132°C 0,3mm | | density | 1,15 g/cm3 | | Fp | 110 °C | | storage temp. | -20°C | | form | liquid | | pka | 5.21±0.12(Predicted) | | Specific Gravity | 1.150 | | color | Dark brown | | Hydrolytic Sensitivity | 7: reacts slowly with moisture/water | | Exposure limits | ACGIH: TWA 0.1 mg/m3; STEL 0.2 mg/m3 (Skin)
NIOSH: IDLH 25 mg/m3; TWA 0.1 mg/m3 |
| | 3-(1,1,1-TRIBUTYLSTANNYL)PYRIDINE Usage And Synthesis |
| Uses | 3-Tributylstannylpyridine (CAS# 59020-10-9) can be used to prepare polyimide material that is resistant to atomic oxygen. | | Synthesis | In a two-necked round-bottomed flask 0.5 mL (5.19 mmol) of 3-bromopyridine was dissolved in 25 mL of anhydrous ether and the reaction system was cooled to -78 °C. 3.89 mL (6.23 mmol) of n-butyllithium (1.6 M hexane solution) was slowly added dropwise and the reaction was stirred for 3 hours keeping the temperature at -78 °C. Subsequently, 1.55 mL (5.71 mmol) of tributyltin chloride was added and stirring was continued at -78°C for 30 minutes, then gradually warmed to room temperature and stirred for 12 hours. Upon completion of the reaction, the reaction was quenched by the addition of saturated aqueous ammonium chloride and extracted with ether. The organic layer was separated, dried with anhydrous magnesium sulfate and concentrated under reduced pressure to remove the solvent. Purification by column chromatography (eluent: hexane/ethyl acetate=9:1, v/v) afforded 1.58 g of the target product 3-(1,1,1-tributylmethylstannyl)pyridine as a clear oil (yield: 83%). | | References | [1] Patent: KR2015/142709, 2015, A. Location in patent: Paragraph 0441-0443
[2] Patent: US6498159, 2002, B1
[3] Patent: US6599917, 2003, B1
[4] Tetrahedron, 2013, vol. 69, # 2, p. 902 - 909
[5] Advanced Synthesis and Catalysis, 2017, vol. 359, # 5, p. 832 - 840 |
| | 3-(1,1,1-TRIBUTYLSTANNYL)PYRIDINE Preparation Products And Raw materials |
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