Tributylstannyltrimethylsilane

Base Information

• Chemical Name: Tributylstannyltrimethylsilane
• CAS No.: 17955-46-3
• Molecular Formula: C15H36SiSn
• Molecular Weight: 363.246
• Hs Code.: 29319090
• European Community (EC) Number: 628-849-8
• Mol file: 17955-46-3.mol

Synonyms:17955-46-3;Tributylstannyltrimethylsilane;Tributyl(trimethylsilyl)stannane;Trimethyl(tributylstannyl)silane;(Tributylstannyl)trimethylsilane;Silane, trimethyl(tributylstannyl)-;Stannane,tributyl(trimethylsilyl)-;MFCD00054903;C15H36SiSn;Bu3Sn-Sime3;n-Bu3SnSi(CH3)3;Trimethylsilyltri-n-butyltin;AMY7687;MZUUBYSIDDKUKE-UHFFFAOYSA-N;Stannane, tributyl(trimethylsilyl)-;tri-n-butyl(trimethyl-silyl)stannane;AKOS015908872;Trimethyl(tributylstannyl)silane, 97%;SY103909;CS-0107270;H10085;J-502570;Tributyl(trimethylsilyl)stannane, purum, >=97.0% (GC)

Chemical Property of Tributylstannyltrimethylsilane

Chemical Property:

• Vapor Pressure: 0.00121mmHg at 25°C
• Refractive Index: n20/D 1.488(lit.)
• Boiling Point: 308.8 °C at 760 mmHg
• Flash Point: 146.6 °C
• PSA: 0.00000
• Density: 1.04 g/mL at 25 °C(lit.)
• LogP: 6.25210
• Storage Temp.: Store under Argon
• Solubility.: soluble in THF, ether, CH2Cl2, MeOH, hexane, insoluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 9
• Exact Mass: 364.160830
• Heavy Atom Count: 17
• Complexity: 104

Purity/Quality:

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

Tributyl(trimethylsilyl)stannane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 21-25-36/38-48/23/25-50/53
• Safety Statements: 35-36/37/39-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)CCCC.C[Si](C)C
• Physical properties: colorless liquid. bp 88 °C (0.2 mmHg).
• Uses: Trimethylsilyltributylstannane is used for the vicinal bis-functionalization of alkynes, dienes, allenes, activated olefins, 1,1-addition to isonitriles, for generation of metal-free aryl and vinyl anions, for generation of benzynes and quinonedimethanes; stereoselective bis-functionalization-cyclization of diynes, eneynes, bis-allenes, alleneynes, and allenealdehydes; silylation of allylic, propargylic derivatives, and aryl bromides; formation of silyl and stannyl cuprates.It takes part in the reactions of Addition to Alkynes, Synthetic Applications of β-Trialkylsilylvinylstannanes, Addition to Isonitriles, Addition to Alkenes and 1,3-Dienes, Addition to Activated Double Bonds, Addition to Allenes, etc.

Technology Process of Tributylstannyltrimethylsilane

There total 7 articles about Tributylstannyltrimethylsilane 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: 100.0%

chloro-trimethyl-silane (75-77-4) + tri-n-butyl-tin hydride (688-73-3) → trimethylsilyltributyltin (17955-46-3)

Guidance literature:

In tetrahydrofuran; 1) DIPA, THF, -78°C; 2)TMSCl, room temp.;

DOI:10.1039/c0cc01328e

Reference yield: 92.0%

chloro-trimethyl-silane (75-77-4) + bis(tri-n-butyltin) (813-19-4) → trimethylsilyltributyltin (17955-46-3)

Guidance literature:

bis(tri-n-butyltin); With naphthalene; lithium; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

chloro-trimethyl-silane; In tetrahydrofuran; at 0 - 20 ℃; Schlenk technique; Inert atmosphere;

DOI:10.3390/molecules24091671_rfseq1

Reference yield: 91.0%

chloro-trimethyl-silane (75-77-4) + tributyltin chloride (1461-22-9) → trimethylsilyltributyltin (17955-46-3)

Guidance literature:

tributyltin chloride; With naphthalene; lithium; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

chloro-trimethyl-silane; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.5b06587

upstream raw materials:

chloro-trimethyl-silane

bis(tri-n-butyltin)

phenylytterbium iodide

tri-n-butyl-tin hydride

Downstream raw materials:

(Z)-1-phenyl-3-(trimethylsilyl)-1-propene

(E)-trimethyl(3-phenylallyl)silane

trimethyl(3-methyl-2-phenylbut-2-en-1-yl)silane

Refernces

• 1、 -. "METHOD FOR PRODUCING 14 GROUP METAL LITHIUM COMPOUND". Paragraph 0067. . Retrieved 2016/10/31.
• 2、 Harrowven, David C.,Curran, Dennis P.,Kostiuk, Sarah L.,Wallis-Guy, Ian L.,Whiting, Sally,Stenning, Kerri J.,Tang, Bencan,Packard, Emma,Nanson, Lana. "Potassium carbonate-silica: A highly effective stationary phase for the chromatographic removal of organotin impurities". . p. 6335 - 6337. Retrieved 2010/10/02.