TETRAMETHYLTIN

Base Information

• Chemical Name: TETRAMETHYLTIN
• CAS No.: 594-27-4
• Molecular Formula: C4H12Sn
• Molecular Weight: 178.849
• Hs Code.: 29310099
• European Community (EC) Number: 209-833-6
• UNII: 8V4XU9DPBK
• DSSTox Substance ID: DTXSID4052261
• Wikipedia: Tetramethyltin
• Wikidata: Q413135
• Metabolomics Workbench ID: 54181
• Mol file: 594-27-4.mol

Synonyms:Tin,tetramethyl- (6CI);Tetramethylstannane;

Chemical Property of TETRAMETHYLTIN

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 120mmHg at 25°C
• Melting Point: -54 °C(lit.)
• Refractive Index: n20/D 1.441(lit.)
• Boiling Point: 74.499 °C at 760 mmHg
• Flash Point: -12.778 °C
• PSA: 0.00000
• Density: 1.291 g/mL at 25 °C(lit.)
• LogP: 1.95440
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water. Soluble in organic solvents
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 179.996103
• Heavy Atom Count: 5
• Complexity: 19.1

Purity/Quality:

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

Tetramethyltin, 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N; T+
• Hazard Codes: T+,N
• Statements: 26/27/28-50/53
• Safety Statements: 26-27-28-45-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Tin Compounds, Organic
• Canonical SMILES: C[Sn](C)(C)C
• Uses: Tetramethyltin is used in many organic syntheticreactions. Tetramethylstannane is used in preparation of Biphenyl Pyrazines as PD-1/PD-L1 inhibitors for treating cancer.

Technology Process of TETRAMETHYLTIN

There total 279 articles about TETRAMETHYLTIN 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%

tin (7440-31-5) + methyl bromide (74-83-9) → tetramethylstannane (594-27-4)

Guidance literature:

With {(C₂H₅)4N}Br; In acetonitrile; Electrolysis; Sn-cathode, 50°C;

DOI:10.1149/1.2404026

Reference yield: 90.0%

methylmagnesium bromide (75-16-1) + tin(IV) chloride (7646-78-8) → tetramethylstannane (594-27-4)

Guidance literature:

In dibutyl ether;

DOI:10.1021/ja01633a073

Reference yield: 85.0%

methyl magnesium iodide (917-64-6) + tin(IV) chloride (7646-78-8) → tetramethylstannane (594-27-4)

Guidance literature:

In diethyl ether; equivalent amts. of educts, cooling with ice, dropping SnCl4, 5 to 6 h heating; distn.;

upstream raw materials:

methyl magnesium iodide

methylene chloride

methylmagnesium bromide

sodium ethanolate

Downstream raw materials:

o-acetoxyacetophenone

para-methylacetophenone

5-hydroxy-2-methyl-1,4-naphthoquinone

1-benzyl-5-chloro-3-methyl-2(1H)-pyrazinone

Refernces

• 1、 Cullen,W.R.,Styan,G.E.. "". . p. 1225 - 1227. Retrieved 1966.
• 2、 Steenwinkel, Pablo,Jastrzebski, Johann T. B. H.,Deelman, Berth-Jan,Grove, David M.,Kooijman, Huub,Veldman, Nora,Smeets, Wilberth J. J.,Spek, Anthony L.,Van Koten, Gerard. "Hypercoordinate aryltrialkylsilanes and -stannanes and their use in the synthesis of homodinuclear organometallic complexes with a 1,4-phenylene bridge". . p. 5486 - 5498. Retrieved 1997.
• 3、 Craig, P. J.,Rapsomanikis, S.. "". . p. 39 - 44. Retrieved 1985.
• 4、 Bulten,Budding. "". . p. 121,124. Retrieved 1974.
• 5、 Atobe, Mahito,Nonaka, Tsutomu. "Ultrasonic Effects on Electroorganic Processes. Part 9. Current Efficiency and Product Selectivity in the Electroreduction of Alkyl Halides to Alkyl Stannanes at a Reactive Tin Cathode". . p. 397 - 402. Retrieved 1998.
• 6、 Cotton, J. D.,Knox, S. A. R.,Paul, I.,Stone, F. G. A.. "". . . Retrieved 1967.
• 7、 Weibel, A. T.,Oliver, J. P.. "". . p. 313 - 317. Retrieved 1973.
• 8、 Haenssgen, Dieter,Steffens, Reinhard. "SYNTHESE VON SULFINSAEUREIMIDAMIDOSTANNANEN". . p. 53 - 60. Retrieved 1982.
• 9、 Lippincott,Tobin. "-". . p. 4141,4142,4145. Retrieved 1953.
• 10、 Shaw III, C. Frank,Allred. "Cleavage reactions of group IVa metal-metal bonds". . p. 1340 - 1343. Retrieved 1971.