Tributyl(2-methylphenyl)stannane

Base Information

• Chemical Name: Tributyl(2-methylphenyl)stannane
• CAS No.: 68971-87-9
• Molecular Formula: C19H34Sn
• Molecular Weight: 381.189
• DSSTox Substance ID: DTXSID10371758
• Mol file: 68971-87-9.mol

Synonyms:TRIBUTYL(2-METHYLPHENYL)STANNANE;Tributyl-(2-methylphenyl)stannane;68971-87-9;2-Methyl(tri-n-butylstannyl)benzene;2-(Tributylstannyl)toluene;DTXSID10371758;UNPPRLNRJXOGFB-UHFFFAOYSA-N;MFCD01567233

Chemical Property of Tributyl(2-methylphenyl)stannane

Chemical Property:

• PSA: 0.00000
• LogP: 5.74080
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 10
• Exact Mass: 382.168254
• Heavy Atom Count: 20
• Complexity: 214

Purity/Quality:

2-METHYL(TRI-N-BUTYLSTANNYL)BENZENE 95.00% ^*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=C1C

Technology Process of Tributyl(2-methylphenyl)stannane

There total 15 articles about Tributyl(2-methylphenyl)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: 92.0%

2-Methylphenylboronic acid (16419-60-6) + tributyltin methoxide (1067-52-3) → (2-tolyl)tributyltin (68971-87-9)

Guidance literature:

In neat (no solvent); at 100 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tet.2015.01.048

Reference yield: 80.0%

2-methylphenyl bromide (95-46-5) + bis(tri-n-butyltin) (813-19-4) → (2-tolyl)tributyltin (68971-87-9)

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: 75.0%

bis(tri-n-butyltin) (813-19-4) + sodium 2-methylbenzenesulfinate (15898-37-0) → (2-tolyl)tributyltin (68971-87-9)

Guidance literature:

With bis(tri-tert-butylphosphine)palladium⁽⁰⁾; silver carbonate; In N,N-dimethyl acetamide; at 140 ℃; for 1h;

upstream raw materials:

2-methylphenyl bromide

tributyltin chloride

methyl trifluoromethanesulfonate

2,3-dibromobenzene

Downstream raw materials:

N-(2-methylbenzyl)morpholine

2-methylbenzenesulfonyl isocyanate

4-methyl-benzaldehyde

2-methylphenyl aldehyde

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、 Lian, Chang,Yue, Guanglu,Zhang, Haonan,Wei, Liyan,Liu, Danyang,Liu, Sichen,Fang, Huayi,Qiu, Di. "Synthesis of arylstannanes by palladium-catalyzed desulfitative coupling reaction of sodium arylsulfinates with distannanes". supporting information. p. 4019 - 4023. Retrieved 2018/10/04.