3-(Tributylstannyl)pyridine

Base Information

• Chemical Name: 3-(Tributylstannyl)pyridine
• CAS No.: 59020-10-9
• Molecular Formula: C17H31NSn
• Molecular Weight: 368.15
• Hs Code.: 29333990
• European Community (EC) Number: 626-493-8
• DSSTox Substance ID: DTXSID00392912
• Mol file: 59020-10-9.mol

Synonyms:3-(Tributylstannyl)pyridine;59020-10-9;tributyl(pyridin-3-yl)stannane;3-(1,1,1-TRIBUTYLSTANNYL)PYRIDINE;Pyridine, 3-(tributylstannyl)-;3-PYRIDYLTRIBUTYLSTANNANE;3-TRIBUTYLSTANNYLPYRIDINE;3-(TRI-N-BUTYLSTANNYL)PYRIDINE;3-tributylstannanyl-pyridine;3-pyridyltributyltin;MFCD00052054;3-pyridyl-tributyltin;Tributyl-3-pyridyltin;(3-pyridyl)tributyltin;3-Tributylstannyl-pyridine;tri-n-butyl(3-pyridyl)tin;tributyl(3-pyridyl)stannane;3-tri-n-butylstannylpyridine;tributyl-(3-pyridyl)stannane;SCHEMBL154603;DTXSID00392912;CFQJBWKKHCMCGJ-UHFFFAOYSA-N;3-(Tributylstannyl)pyridine, 97%;AMY18344;STR07872;AKOS015892164;AB02168;CS-0021383;FT-0613895;F11352;J-400356

Chemical Property of 3-(Tributylstannyl)pyridine

Chemical Property:

• Vapor Pressure: 1.43E-05mmHg at 25°C
• Boiling Point: 377.8 °C at 760 mmHg
• PKA: 5.21±0.12(Predicted)
• Flash Point: 182.3 °C
• PSA: 12.89000
• Density: 1.15 g/cm³
• LogP: 5.13770
• Storage Temp.: Keep Cold
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 369.147853
• Heavy Atom Count: 19
• Complexity: 196

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Tris(but-1-ylstannyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi,N
• Hazard Codes: T,Xi,N
• Statements: 20/21/22-36/37/38-50/53-48/23/25-36/38-25-21
• Safety Statements: 26-36/37/39-61-60-45-35

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)C1=CN=CC=C1
• Uses: 3-Tributylstannylpyridine (CAS# 59020-10-9) can be used to prepare polyimide material that is resistant to atomic oxygen.

Technology Process of 3-(Tributylstannyl)pyridine

There total 14 articles about 3-(Tributylstannyl)pyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

methyl 3-pyridinecarboxylate (93-60-7) + trimethylsilyltributyltin (17955-46-3) → 3-(tributylstannyl)pyridine (59020-10-9)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; potassium fluoride; 1,3-bis-(diphenylphosphino)propane; lithium chloride; In toluene; at 170 ℃; for 72h; Inert atmosphere; Glovebox;

DOI:10.1021/acs.orglett.7b03669

Reference yield: 83.0%

3-Bromopyridine (626-55-1,163928-56-1) + tributyltin chloride (1461-22-9) → 3-(tributylstannyl)pyridine (59020-10-9)

Guidance literature:

3-Bromopyridine; With n-butyllithium; In diethyl ether; hexane; at -78 - 20 ℃; for 3h;

tributyltin chloride; In diethyl ether; hexane; at -78 - 20 ℃; for 12h;

Reference yield: 70.0%

2,5-dibromopyridine (624-28-2) + bis(tri-n-butyltin)oxide (56-35-9) → 2,5-bis(tri-n-butylstannyl)pyridine (1448262-76-7) + 3-(tributylstannyl)pyridine (59020-10-9)

Guidance literature:

With magnesium; ethylene dibromide; In tetrahydrofuran; at 35 ℃; for 1h; Sonication; Inert atmosphere;

DOI:10.1016/j.jorganchem.2013.04.044

upstream raw materials:

3-Bromopyridine

tributyltin chloride

3,5-dibromopyridine

bis(tri-n-butyltin)oxide

Downstream raw materials:

2-(pyridin-3-yl)thiazole

C₁₅H₁₄N₂O₂

1-(4-Benzoylpiperazin-1-yl)-2-(4-(pyridin-3-yl)-5H-pyrrolo[3,2-d]pyrimidin-7-yl)ethane-1,2-dione

3-(6-aminopyridin-2-yl)pyridine

Refernces

• 1、 Yue, Huifeng,Zhu, Chen,Rueping, Magnus. "Catalytic Ester to Stannane Functional Group Interconversion via Decarbonylative Cross-Coupling of Methyl Esters". supporting information. p. 385 - 388. Retrieved 2018/01/27.
• 2、 Koch, Vanessa,Nieger, Martin,Br?se, Stefan. "Stille and Suzuki Cross-Coupling Reactions as Versatile Tools for Modifications at C-17 of Steroidal Skeletons – A Comprehensive Study". supporting information. p. 832 - 840. Retrieved 2017/03/11.