Tributyl(2-methoxyphenyl)stannane

Base Information

• Chemical Name: Tributyl(2-methoxyphenyl)stannane
• CAS No.: 86487-17-4
• Molecular Formula: C19H34 O Sn
• Molecular Weight: 397.188
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID20371603
• Mol file: 86487-17-4.mol

Synonyms:Tributyl(2-methoxyphenyl)stannane;86487-17-4;Tributyl-(2-methoxyphenyl)stannane;Stannane,tributyl(2-methoxyphenyl)-;SCHEMBL1256860;DTXSID20371603;AKOS024438651;FT-0755099

Chemical Property of Tributyl(2-methoxyphenyl)stannane

Chemical Property:

• PSA: 9.23000
• LogP: 5.75130
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 11
• Exact Mass: 398.163168
• Heavy Atom Count: 21
• Complexity: 232

Purity/Quality:

99% ^*data from raw suppliers

2-Methoxy(tri-n-butylstannyl)benzene 95.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)C1=CC=CC=C1OC

Technology Process of Tributyl(2-methoxyphenyl)stannane

There total 6 articles about Tributyl(2-methoxyphenyl)stannane 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: 91.0%

2-bromoanisole (578-57-4) + bis(tri-n-butyltin) (813-19-4) → 2-tri-n-butylstannylanisole (86487-17-4)

Guidance literature:

With palladium diacetate; tricyclohexylphosphine; In neat (no solvent); at 110 ℃; for 24h; under 760.051 Torr; Sealed tube;

DOI:10.1002/ejoc.201701463

Reference yield: 85.0%

2-bromoanisole (578-57-4) + tributyltin chloride (1461-22-9) → 2-tri-n-butylstannylanisole (86487-17-4)

Guidance literature:

With magnesium; In diethyl ether; refluxed overnight;; diluted with hight petroleum; ppt. washed with light petroleum; organic extracts washed with sulfuric acid, saturated hydrogencarbonate and brine; dried (Na2SO4); solvent removed; distd.; elem. anal.;;

Reference yield: 61.0%

2-bromoanisole (578-57-4) + tributyltin methoxide (1067-52-3) → 2-tri-n-butylstannylanisole (86487-17-4)

Guidance literature:

With manganese; chloro-trimethyl-silane; (2,2'-bipyridine)nickel(II) dibromide; tetraethylammonium iodide; triphenylphosphine; In N,N-dimethyl-formamide; at 50 - 400 ℃; for 90h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c5ob01096a

upstream raw materials:

2-bromoanisole

tributyltin chloride

bis(tri-n-butyltin)oxide

tributyltin methoxide

Downstream raw materials:

4-methoxy-benzaldehyde

ortho-anisaldehyde

2-Methoxyphenylboronic acid

2,2'-Dimethoxybiphenyl

Refernces

• 1、 Gribanov, Pavel S.,Golenko, Yulia D.,Topchiy, Maxim A.,Minaeva, Lidiya I.,Asachenko, Andrey F.,Nechaev, Mikhail S.. "Stannylation of Aryl Halides, Stille Cross-Coupling, and One-Pot, Two-Step Stannylation/Stille Cross-Coupling Reactions under Solvent-Free Conditions". supporting information. p. 120 - 125. Retrieved 2018/01/17.
• 2、 Komeyama, Kimihiro,Asakura, Ryota,Takaki, Ken. "A Sn atom-economical approach toward arylstannanes: Ni-catalysed stannylation of aryl halides using Bu3SnOMe". supporting information. p. 8713 - 8716. Retrieved 2015/08/24.