Identification | More | [Name]
2-(TRIBUTYLSTANNYL)PYRIDINE | [CAS]
17997-47-6 | [Synonyms]
2-(1,1,1-TRIBUTYLSTANNYL)PYRIDINE 2-PYRIDINETRIBUTYLSTANNANE 2-PYRIDYLTRIBUTYLTIN 2-PYRIDYLTRI-N-BUTYLTIN 2-(TRIBUTYLSTANNYL)PYRIDINE 2-TRI-N-BUTYLSTANNYLPYRIDINE TRIBUTYL(2-PYRIDYL)TIN TRI-N-BUTYL(2-PYRIDYL)TIN Tributylpyridyltin 2-(Tributylstannyl)pyridine 85 (2-Pyridyl)tri-N-butyltine 2-(Tributylstannyl)pyridine 85-95% 2-TRI-N-BUTYLSTANNYLPYRIDINE, TECH. 80% 2-PYRIDYLTRI-n-BUTYLTIN 95% | [EINECS(EC#)]
628-762-5 | [Molecular Formula]
C17H31NSn | [MDL Number]
MFCD00052052 | [Molecular Weight]
368.14 | [MOL File]
17997-47-6.mol |
Chemical Properties | Back Directory | [Melting point ]
132-135 °C | [Boiling point ]
134 °C | [density ]
1.15 | [refractive index ]
1.5130 | [Fp ]
>110°C | [storage temp. ]
Keep Cold | [form ]
liquid | [pka]
5.21±0.19(Predicted) | [color ]
Clear, yellow | [Specific Gravity]
1.142 | [Hydrolytic Sensitivity]
7: reacts slowly with moisture/water | [BRN ]
479329 | [Exposure limits]
ACGIH: TWA 0.1 mg/m3; STEL 0.2 mg/m3 (Skin) NIOSH: IDLH 25 mg/m3; TWA 0.1 mg/m3 | [InChIKey]
GYUURHMITDQTRU-UHFFFAOYSA-N | [CAS DataBase Reference]
17997-47-6(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
T,Xi,N | [Risk Statements ]
R21:Harmful in contact with skin. R25:Toxic if swallowed. R36/38:Irritating to eyes and skin . R48/23/25:Toxic: danger of serious damage to health by prolonged exposure through inhalation and if swallowed . R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . R10:Flammable. | [Safety Statements ]
S35:This material and its container must be disposed of in a safe way . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S61:Avoid release to the environment. Refer to special instructions safety data sheet . S60:This material and/or its container must be disposed of as hazardous waste . | [RIDADR ]
2788 | [WGK Germany ]
3 | [Hazard Note ]
Toxic | [TSCA ]
No | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29333990 |
Hazard Information | Back Directory | [Uses]
Building block in an efficient, palladium-catalyzed synthesis of 2-pyridylazaazulene, a bidentate ligand showing pH and cationic-metal dependent emission spectra. | [Synthesis]
General procedure for the preparation of 2-tributylmethyltin alkylpyridine by the reaction of 2-bromopyridine with tributyltin chloride: butyllithium (2.5 M hexane solution, 6.33 mmol) was added dropwise to a solution of freshly distilled 2-bromopyridine (1 g, 6.33 mmol) in tetrahydrofuran (12 mL) at -78 °C and degassed. After stirring for 30 minutes, tributyltin chloride (1.7 mL, 6.33 mmol) was added to the slightly reddish solution and stirring was continued at -78 °C for 1 hour, then brought to room temperature and stirred for 1 hour. Upon completion of the reaction, the reaction was quenched with saturated ammonium chloride solution and extracted with diethyl ether. The organic phase was washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate = 20/1) to afford the target product 2-tributylmethylstannylpyridine in 94% yield.1H NMR (CDCl3) δ (ppm): 8.73 (dtd, J = 4.9,1.9,1.0,1H,H6), 7.48 (dt, J = 7.4,1.8,1H,H5). 7.39 (dt, J = 7.4,1.6,1H, H3), 7.10 (ddd, J = 6.9,4.9,1.7,1H, H4), 1.70-1.05 (m, 18H, CH2), 0.85 (t, 9H, J = 7.3, CH3). | [References]
[1] Patent: US2013/296302, 2013, A1. Location in patent: Paragraph 0592 [2] Patent: US2014/194441, 2014, A1. Location in patent: Paragraph 0455 [3] Inorganic Chemistry, 2013, vol. 52, # 9, p. 5570 - 5580 [4] Patent: US9219237, 2015, B1. Location in patent: Page/Page column 11 [5] European Journal of Inorganic Chemistry, 2002, # 3, p. 573 - 579 |
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