Description

(Trimethylsilyl)methylmagnesium chloride (CAS No. 13170-43-9) is a highly reactive Grignard reagent with the molecular formula C₄H₁₁ClMgSi. This organometallic compound is widely utilized in synthetic organic chemistry for nucleophilic addition reactions, owing to its ability to introduce the (trimethylsilyl)methyl group into various substrates. Supplied as a solution in common solvents such as diethyl ether or THF, it is characterized by its air- and moisture-sensitive nature, requiring storage under inert conditions. With an IUPAC name of magnesium;methanidyl(trimethyl)silane;chloride, this reagent is a valuable tool for researchers in pharmaceuticals, materials science, and fine chemical synthesis. Its high purity and consistent performance make it ideal for demanding applications in laboratory and industrial settings.

Properties

• CAS Number: 13170-43-9
• Complexity: 33.2
• IUPAC Name: magnesium;methanidyl(trimethyl)silane;chloride
• InChI: InChI=1S/C4H11Si.ClH.Mg/c1-5(2,3)4;;/h1H2,2-4H3;1H;/q-1;;+2/p-1
• InChI Key: BXBLTKZWYAHPKM-UHFFFAOYSA-M
• Exact Mass: 146.0168963
• Molecular Formula: C4H11ClMgSi
• Molecular Weight: 146.97
• SMILES: C[Si](C)(C)[CH2-].[Mg+2].[Cl-]
• Monoisotopic Mass: 146.0168963
• Synonyms: (trimethylsilyl)methylmagnesium chloride, Magnesium, chloro[(trimethylsilyl)methyl]-, Magnesium, chloro((trimethylsilyl)methyl)-, 603-500-2, 13170-43-9, Trimethylsilylmethylmagnesium Chloride, magnesium;methanidyl(trimethyl)silane;chloride, MFCD00009916, ((trimethylsilyl)methyl)magnesium chloride, Magnesium, chloro[(trimethylsilyl)methyl]- (7CI,8CI,9CI), [(trimethylsilyl)methyl]magnesium chloride, TMSCH2MgCl, Me3SiCH2MgCl, trimethylsilyl-methylmagnesium chloride, SCHEMBL1136566, (Trimethylsilyl)methylmagnesium chloride, 0.50 M in THF, NAQATMJWCJCHOZ-UHFFFAOYSA-M, (Trimethylsilyl)methylmagnesium chloride, 0.50 M in 2-MeTHF, chlorotrimethylsilylmethyl magnesium, DTXSID101267917, trimethylsilylmethyl magnesium chloride, AKOS015904296, chloro[(trimethylsilyl)methyl]magnesium, (trimethylsilylmethyl)magnesium chloride, ((trimethylsilyl)methyl)magnesiumchloride, (trimethylsilyl)methyl magnesium chloride, (Trimethylsilylmethyl)-magnesium chloride, (Trimethylsilyl)methylmagnesium chloride, 0.5M in 2-MeTHF, Trimethylsilylmethylmagnesium chloride, 1.0M in tetrahydrofuran, Trimethylsilylmethylmagnesium chloride, 20% in ethyl ether (ca. 1M)

Application

(Trimethylsilyl)methylmagnesium chloride is primarily used in organic synthesis for the introduction of the (trimethylsilyl)methyl group into carbonyl compounds, epoxides, and other electrophilic substrates. It serves as a key intermediate in the preparation of silicon-containing organic molecules, which are important in medicinal chemistry and material science. This reagent is also employed in the synthesis of advanced polymers and specialty chemicals requiring precise functionalization.

Safety and Hazards

GHS Hazard Statements

• H225 (40.3%): Highly Flammable liquid and vapor [Danger Flammable liquids]
• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Precautionary Statements

• P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501

Hazard Classes and Categories

• Flam. Liq. 2 (40.3%)
• Skin Corr. 1B (100%)

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