Tetrabutyltin

Base Information

• Chemical Name: Tetrabutyltin
• CAS No.: 1461-25-2
• Molecular Formula: C16H36Sn
• Molecular Weight: 347.172
• Hs Code.: 2931.00
• European Community (EC) Number: 215-960-8
• NSC Number: 65524,28131,22330
• UNII: QJ7Y5V377V
• DSSTox Substance ID: DTXSID4022153
• Wikipedia: Tetrabutyltin
• Wikidata: Q425214
• Mol file: 1461-25-2.mol

Synonyms:tetrabutylstannane;tetrabutyltin

Chemical Property of Tetrabutyltin

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.0086mmHg at 25°C
• Melting Point: -97 °C(lit.)
• Refractive Index: 1.4740
• Boiling Point: 275.347 °C at 760 mmHg
• Flash Point: 158.926 °C
• PSA: 0.00000
• Density: 1.057 g/mL at 25 °C(lit.)
• LogP: 6.63560
• Storage Temp.: Store below +30°C.
• Solubility.: 0.008g/l
• Water Solubility.: insoluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 12
• Exact Mass: 348.183904
• Heavy Atom Count: 17
• Complexity: 116

Purity/Quality:

99.9% ^*data from raw suppliers

Tetrabutylstannane ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Tin Compounds, Organic
• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)CCCC
• Uses: Tetrabutyltin, which is used in hydrogenolysis reactions and as a transition metal catalyst. Tetra-n-butyltin is used in hydrogenolysis reactions and as a transition metal catalyst. It is also used stabilizers in the manufacture of polyvinyl chloride.

Technology Process of Tetrabutyltin

There total 231 articles about Tetrabutyltin 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: 91.0%

butyl magnesium bromide (693-04-9) + tin(IV) chloride (7646-78-8) → dibutyltin chloride (683-18-1) + tributyltin chloride (1461-22-9) + tetra-n-butyltin(IV) (1461-25-2)

Guidance literature:

In diethyl ether;

Reference yield: 81.0%

bis(tri-n-butyltin)oxide (56-35-9) → bis(tri-n-butyltin) (813-19-4) + tetra-n-butyltin(IV) (1461-25-2)

Guidance literature:

With magnesium; In tetrahydrofuran; a soln. of ditin oxide in dry THF was added dropwise to a suspn. of a magnesium powder, activated by BrCH2CH2Br or I2, in dry THF, mixt. was heated at reflux for 15 h; petroleum ether was added, filtered, solvents evapd., residue was distilled;

DOI:10.1021/om00137a042

Reference yield: 77.5%

tributyltin formate (5847-51-8) → tri-n-butyl-tin hydride (688-73-3) + bis(tri-n-butyltin) (813-19-4) + tetra-n-butyltin(IV) (1461-25-2)

Guidance literature:

heating 11.5 h at 150 to 185°C;

upstream raw materials:

n-butyl magnesium bromide

n-Butyl chloride

dibutyltin chloride

n-butyllithium

Downstream raw materials:

4-butylbenzonitrile

2-[1-(4-Methoxy-phenyl)-pentyl]-malononitrile

5-butylbenzene-1,2,4-tricarbonitrile

2-(1-phenylpentyl)propanedinitrile

Refernces

• 1、 Damle,Considine. "". . p. 207. Retrieved 1969.
• 2、 Yousef, Rushdi I,Rüffer, Tobias,Schmidt, Harry,Steinborn, Dirk. "Tin-magnesium transmetallation reactions". . p. 111 - 114. Retrieved 2002.
• 3、 Storozhenko,Grachev,Klochkov,Shiryaev. "Continuous organomagnesium synthesis of organometallic compounds". . p. 387 - 393. Retrieved 2013.
• 4、 Johnson,Fritz. "-". . p. 74. Retrieved 1954.
• 5、 Ulery. "CATHODIC SYNTHESIS OF TETRAALKYLTIN COMPOUNDS.". . p. 1474 - 1478. Retrieved 1972.
• 6、 Wakasa, Masanobu,Kugita, Tsuyoshi. "Mechanism of the reaction of tri-n-butylstannyl anion with n-butyl bromide and iodide as studied by the 119Sn CIDNP technique". . p. 2941 - 2943. Retrieved 1999.
• 7、 Ulery. "ELECTROSYNTHESIS OF DIALKYLTIN DERIVATIVES". . p. 1493 - 1498. Retrieved 1973.
• 8、 Butler, Ian R.,Coles, Simon J.,Corsini, Maddalena,De Biani, Fabrizia Fabrizi,Evans, Daniel M.,Horton, Peter N.,Hughes, David D.,Murphy, Patrick J.. "Synthetic Route to 1,1′,2,2′-Tetraiodoferrocene That Avoids Isomerization and the Electrochemistry of Some Tetrahaloferrocenes". . p. 2496 - 2503. Retrieved 2021.
• 9、 Marchetti, Fabio,Pettinari, Claudio,Cingolani, Augusto,Lobbia, Giancarlo Gioia,Cassetta, Alberto,Barba, Luisa. "Triorganotin(IV) derivatives of several 4-acyl-5-pyrazolonato ligands: Synthesis, spectroscopic characterization and behavior in solution crystal structure of aquotrimethyl(4-p-methoxybenzoyl-1-phenyl-3-methyl-pyrazolon-5-ato)tin(IV)". . p. 141 - 154. Retrieved 1996.
• 10、 Owen, David W.,Poller, Robert C.. "THE USE OF ORGANOSODIUM INTERMEDIATES IN THE SYNTHESIS OF ALKYLTIN CHLORIDES". . p. 173 - 178. Retrieved 1983.