tetramethyltin
Sign in to saveAlso known as [SnMe4], SnMe4, (CH3)4Sn
Tetramethyltin is an organometallic compound with the formula (CH3)4Sn. This liquid, one of the simplest organotin compounds, is useful for transition-metal mediated conversion of acid chlorides to methyl ketones and aryl halides to aryl methyl ketones. It is volatile and toxic, so care should be taken when using it in the laboratory.
Wikidata facts
- Mass
- 179.996
Show 3 more facts
- canonical SMILES
- C[Sn](C)(C)C
- chemical formula
- C₄H₁₂Sn
- Commons category
- Tetramethyltin
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Article
6 sectionsContents
- Synthesis and structure
- Applications
- Precursor to methyltin compounds
- Surface functionalization
- Applications in organic synthesis
- References
Tetramethyltin is an organometallic compound with the formula (CH3)4Sn. This liquid, one of the simplest organotin compounds, is useful for transition-metal mediated conversion of acid chlorides to methyl ketones and aryl halides to aryl methyl ketones. It is volatile and toxic, so care should be taken when using it in the laboratory.
==Synthesis and structure== Tetramethyltin is synthesized by reaction of the Grignard reagent methylmagnesium iodide, with tin tetrachloride, which is synthesized by reacting tin metal with chlorine gas. 4 CH3MgI + SnCl4 → (CH3)4Sn + 4 MgICl In tetramethyltin, the metal surrounded by four methyl groups in a tetrahedral structure is a heavy analogue of neopentane.