1-TRIBUTYLSTANNYL-2-TRIMETHYLSILYLACETYLENE

Base Information

• Chemical Name: 1-TRIBUTYLSTANNYL-2-TRIMETHYLSILYLACETYLENE
• CAS No.: 81353-38-0
• Molecular Formula: C17H36SiSn
• Molecular Weight: 387.268
• Mol file: 81353-38-0.mol

Synonyms:Silane, trimethyl[(tributylstannyl)ethynyl]- (9CI);(Tributylstannyl)(trimethylsilyl)acetylene;(Trimethylsilylethynyl)tributylstannane;Tributyl(trimethylsilylethynyl)stannane;Trimethyl[(tributylstannyl)ethynyl]silane;

Chemical Property of 1-TRIBUTYLSTANNYL-2-TRIMETHYLSILYLACETYLENE

Chemical Property:

• Vapor Pressure: 8.73E-05mmHg at 25°C
• Refractive Index: 1.475
• Boiling Point: 350.7 °C at 760 mmHg
• Flash Point: 165.9 °C
• PSA: 0.00000
• Density: 1,055 g/cm3
• LogP: 6.25550
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

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

Trimethyl[(tributylstannyl)ethynyl]silane ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-TRIBUTYLSTANNYL-2-TRIMETHYLSILYLACETYLENE

There total 7 articles about 1-TRIBUTYLSTANNYL-2-TRIMETHYLSILYLACETYLENE 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: 90.0%

tributyltin chloride (1461-22-9) + trimethylsilylacetylene (1066-54-2) → (trimethylsilylethynyl)tributyltin (81353-38-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; (N2); to a soln. of BuLi the acetylene was added at -78°C, soln. was allowed to warm to 0°C over 0.5 h, metal chloride was slowly added, after stirring at -78°C for 0.5 h, the mixt. was warmed up to room temp. and stirred; the mixt. was quenched with water and extd. 3 times with ether, the combined organic phases were dried over MgSO4 and filtered, solvent was removed under reduced pressure, distillation;

Reference yield: 87.0%

tri-n-butyl-tin hydride (688-73-3) + trimethylsilylacetylene (1066-54-2) → (trimethylsilylethynyl)tributyltin (81353-38-0)

Guidance literature:

With 2,6-η⁶:η¹-bis(2’,4’,6’-trimethylphenyl)phenylthiolato(triisopropylphosphino)ruthenium(II) tetrakis(pentafluorophenyl)borate; In dichloromethane; at 30 ℃; for 48h; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.7b13088

Reference yield: 83.0%

trimethyl(prop-1-ynyl)silane (6224-91-5) + tributyltin methoxide (1067-52-3) → (trimethylsilylethynyl)tributyltin (81353-38-0)

Guidance literature:

at 100 ℃; for 14h; Sealed tube;

DOI:10.1002/chem.201301230

upstream raw materials:

tributyltin chloride

trimethylsilylacetylene

tributyltin methoxide

trimethyl(prop-1-ynyl)silane

Downstream raw materials:

3,4-bis<(trimethylsilyl)ethynyl>-3-cyclobutene-1,2-dione

N-acetyl-2-<(trimethylsilyl)ethynyl>aniline

Cyclohexyl-(3-trimethylsilanyl-1-trimethylsilanylethynyl-prop-2-ynylidene)-amine

1‐(4‐methoxyphenyl)‐3‐(trimethylsilyl)prop‐2‐yn‐1‐one

Refernces

• 1、 Forster, Francis,Rendón López, Victoria M.,Oestreich, Martin. "Catalytic Dehydrogenative Stannylation of C(sp)-H Bonds Involving Cooperative Sn-H Bond Activation of Hydrostannanes". supporting information. p. 1259 - 1262. Retrieved 2018/02/09.
• 2、 Suzuki, Itaru,Esumi, Naoto,Yasuda, Makoto,Baba, Akio. "GaBr3-catalyzed Coupling between α-Iodo Esters with Alkynylstannanes under UV Irradiation". supporting information. p. 38 - 40. Retrieved 2015/03/18.