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:

97% ^*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:

ethene

methylmercury(II) chloride

methylmercury(II) iodide

methylmercury(II) bromide

Refernces

Preparation and Reactions of Methyl(Allyl)Thallium(III) Derivatives

10.1016/S0022-328X(00)87835-3

The study investigates the synthesis and reactions of several novel methyl(allyl)thallium compounds. The researchers prepared these derivatives for the first time and analyzed their infrared (IR) and proton magnetic resonance (PMR) spectra, which indicated the presence of o-allyl-thallium bonds. The compounds involved include methyl(allyl)thallium carboxylates, dithiocarbamates, tropolonates, and propionates. These compounds were synthesized through reactions of monomethylthallium compounds with tri-n-butyI(allyl)tin. The study also examined the cleavage reactions of these compounds with various reagents such as tetramethyltin, metal salts like Hg(OCOCH3)2, PdX2 (where X = OCOC2H5 and Cl), and RhCl3·3H2O. The results showed preferential cleavage of the allyl-thallium bond, yielding propylene in the case of tetramethyltin and allylic derivatives of the metals in other cases. This preferential cleavage suggests a specific interaction between the π-electron system of the allyl group and electrophilic reagents.