Silane, trimethyl[p-(trimethylstannyl)phenyl]-

Base Information

• Chemical Name: Silane, trimethyl[p-(trimethylstannyl)phenyl]-
• CAS No.: 944-32-1
• Molecular Formula: C12H22SiSn
• Molecular Weight: 313.102
• Hs Code.: 2931900090
• NSC Number: 294228
• UNII: WC58W4L83H
• DSSTox Substance ID: DTXSID30241464
• Wikidata: Q83124973
• Mol file: 944-32-1.mol

Synonyms:944-32-1;Silane, trimethyl[p-(trimethylstannyl)phenyl]-;trimethyl-(4-trimethylstannylphenyl)silane;WC58W4L83H;Silane, trimethyl[4-(trimethylstannyl)phenyl]-;NSC 294228;NSC-294228;Trimethyl(4-(trimethylsilyl)phenyl)stannane;Silane, trimethyl(4-(trimethylstannyl)phenyl)-;Silane, trimethyl(p-(trimethylstannyl)phenyl)-;Stannane, trimethyl[4-(trimethylsilyl)phenyl]-;Silane, trimethyl(p-(trimethylstannyl)phenyl)- (8CI);NSC294228;C12H22SiSn;UNII-WC58W4L83H;C12-H22-Si-Sn;DTXSID30241464;Trimethyl[4-(trimethylstannyl)phenyl]silane #;TRIMETHYL(P-(TRIMETHYLSILYL)PHENYL)STANNANE

Chemical Property of Silane, trimethyl[p-(trimethylstannyl)phenyl]-

Chemical Property:

• Vapor Pressure: 0.00953mmHg at 25°C
• Boiling Point: 273.5°Cat760mmHg
• Flash Point: 119.2°C
• PSA: 0.00000
• Density: g/cm³
• LogP: 2.77700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 314.051280
• Heavy Atom Count: 14
• Complexity: 180

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Silane, trimethyl[p-(trimethylstannyl)phenyl]-

There total 5 articles about Silane, trimethyl[p-(trimethylstannyl)phenyl]- 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: 95.0%

chloro-trimethyl-silane (75-77-4) + 1.4-dibromobenzene (106-37-6) + trimethyltin(IV)chloride (1066-45-1) → 1-trimethylsilyl-(4-trimethylstannyl)benzene (944-32-1)

Guidance literature:

With n-butyllithium; In diethyl ether; byproducts: LiCl; n-BuLi added dropwise to 1,4-dibromobenzene soln. at -78°C, allowed to warm to 5°C, Me3SiCl added dropwise at -78°C, stirred for 30 min at room temp., n-C4H9Li added dropwise at -78°C, allowed to warm to 5°C,; Me3SnCl added dropwise at -78°C, allowed to warm, stirred for 1 h at room temp.; washed (H2O), dried (MgSO4), passed through SiO2, solvents removed (vac.); elem. anal.;

DOI:10.1021/ja0020310

Reference yield: 80.0%

chloro-trimethyl-silane (75-77-4) + (4-bromophenyl)trimethylstannane (937-11-1) → 1-trimethylsilyl-(4-trimethylstannyl)benzene (944-32-1)

Guidance literature:

With magnesium; In tetrahydrofuran; refluxing for 6 h;;

DOI:10.1016/S0022-328X(00)92798-0

Reference yield:

1-bromo-4-(trimethylsilyl)benzene (6999-03-7) + trimethyltin(IV)chloride (1066-45-1) → 1-trimethylsilyl-(4-trimethylstannyl)benzene (944-32-1)

Guidance literature:

With sodium; In diethyl ether; hexane; refluxing for 1 h in Ar-atm.; 12 h at 25°C in Ar-atm.;;

DOI:10.1021/ja00764a040

upstream raw materials:

chloro-trimethyl-silane

1.4-dibromobenzene

trimethyltin(IV)chloride

1-bromo-4-(trimethylsilyl)benzene

Downstream raw materials:

2,4-dinitro-4'-(trimethylsilyl)azobenzene

trimethyltin(IV)chloride

Pt(cyclo-octa-1,5-diene)(C₆H₄SiMe₃-p)Cl

5,5'-bis(4-(trimethylsilylethynyl)phenyl)-2,2'-bipyridine

Refernces

• 1、 Cook,Eaborn,Walton. "Organosilicon compounds. XLVII. The substituent effects and leaving group abilities of mono-, bis- and tris-(trimethylsilyl)silyl groups in electrophilic aromatic substitution". . p. 85 - 90. Retrieved 2008/10/08.