Stannane, 1,4-phenylenebis[trimethyl-

Base Information

• Chemical Name: Stannane, 1,4-phenylenebis[trimethyl-
• CAS No.: 1012-73-3
• Molecular Formula: C12H22Sn2
• Molecular Weight: 403.727
• DSSTox Substance ID: DTXSID30162165
• Wikidata: Q83030742
• Mol file: 1012-73-3.mol

Synonyms:Stannane, 1,4-phenylenebis[trimethyl-;Stannane, 1,4-phenylenebis(trimethyl-;Stannane, 1,4-phenylenebis[trimethyl-]-;14275-62-8;1012-73-3;1,4-bis(trimethylstannyl)benzene;Trimethyl[4-(trimethylstannyl)phenyl]stannane;DTXSID30162165;Stannane, p-phenylenebis[trimethyl-;Trimethyl[4-(trimethylstannyl)phenyl]stannane #

Chemical Property of Stannane, 1,4-phenylenebis[trimethyl-

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 403.97596
• Heavy Atom Count: 14
• Complexity: 156

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Stannane, 1,4-phenylenebis[trimethyl-

There total 25 articles about Stannane, 1,4-phenylenebis[trimethyl- 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: 97.0%

(4-chlorophenyl)diethyl phosphate (5076-63-1) + trimethyltin(IV)chloride (1066-45-1) → 1,4-bis(trimethylstannyl)benzene (1012-73-3)

Guidance literature:

With sodium; In ammonia; Irradiation (UV/VIS); (CH3)3SnCl was dissolved in ammonia, Na metal was added until a blue color persisted for 5 min, when the blue color dissapeared, phosphate esterwas added, the mixt. was UV-irradiated with stirring for 1 h; excess of CH3I was added, NH3 was evapd., the residue was treated with water, extd. with ether, washed with aq. satd. soln. of NaCl, dried over MgSO4, recrystd. in ethanol;

DOI:10.1021/om010878e

Reference yield: 97.0%

(4-chlorophenyl)diethyl phosphate (5076-63-1) + trimethylstannyl sodium (16643-09-7) → 1,4-bis(trimethylstannyl)benzene (1012-73-3)

Guidance literature:

In ammonia; Irradiation (UV/VIS); react. 2 equiv. Me3SnNa with 1,4-ClC6H4OPO(OEt)2 in liquid ammonia under UV irradiation for 1 h;

DOI:10.1021/om000013l

Reference yield: 95.0%

Tetraethyl 1,4-phenylene bis(phosphate) (57246-14-7) + trimethyltin(IV)chloride (1066-45-1) → 1,4-bis(trimethylstannyl)benzene (1012-73-3)

Guidance literature:

With sodium; In ammonia; Irradiation (UV/VIS); (CH3)3SnCl was dissolved in ammonia, Na metal was added until a blue color persisted for 5 min, when the blue color dissapeared, phosphate esterwas added, the mixt. was UV-irradiated with stirring for 1 h; excess of CH3I was added, NH3 was evapd., the residue was treated with water, extd. with ether, washed with aq. satd. soln. of NaCl, dried over MgSO4, recrystd. in ethanol;

DOI:10.1021/om010878e

upstream raw materials:

para-dichlorobenzene

trimethylstannyl sodium

diethyl ether

ammonia

Downstream raw materials:

1,4-Phenyldiboronic acid

trimethylstannane

trimethyl(4-nitrophenyl)stannane

benzene

Refernces

• 1、 Kayahara, Eiichi,Iwamoto, Takahiro,Suzuki, Toshiyasu,Yamago, Shigeru. "Selective synthesis of [6]-, [8]-, and [10]cycloparaphenylenes". . p. 621 - 623. Retrieved 2013.
• 2、 Lian, Chang,Yue, Guanglu,Mao, Jinshan,Liu, Danyang,Ding, Yi,Liu, Zerong,Qiu, Di,Zhao, Xia,Lu, Kui,Fagnoni, Maurizio,Protti, Stefano. "Visible-Light-Driven Synthesis of Arylstannanes from Arylazo Sulfones". . p. 5187 - 5191. Retrieved 2019/07/03.