Trimethylsilylmethylmagnesium Chloride

Base Information

• Chemical Name: Trimethylsilylmethylmagnesium Chloride
• CAS No.: 13170-43-9
• Molecular Formula: C4H11ClMgSi
• Molecular Weight: 146.975
• Hs Code.: 29319090
• DSSTox Substance ID: DTXSID101267917
• Mol file: 13170-43-9.mol

Synonyms:13170-43-9;Trimethylsilylmethylmagnesium Chloride;(trimethylsilyl)methylmagnesium chloride;((trimethylsilyl)methyl)magnesium chloride;magnesium;methanidyl(trimethyl)silane;chloride;Trimethylsiylmethylmagnesium chloride;MFCD00009916;(Trimethylsilyl)methylmagnesium chloride, 0.50 M in THF;Magnesium, chloro[(trimethylsilyl)methyl]- (7CI,8CI,9CI);(Trimethylsilyl)methylmagnesium chloride, 0.50 M in 2-MeTHF;[(trimethylsilyl)methyl]magnesium chloride;TMSCH2MgCl;Me3SiCH2MgCl;trimethylsilyl-methylmagnesium chloride;SCHEMBL1136566;NAQATMJWCJCHOZ-UHFFFAOYSA-M;chlorotrimethylsilylmethyl magnesium;DTXSID101267917;trimethylsilylmethyl magnesium chloride;AKOS015904296;chloro[(trimethylsilyl)methyl]magnesium;(trimethylsilylmethyl)magnesium chloride;((trimethylsilyl)methyl)magnesiumchloride;(trimethylsilyl)methyl magnesium chloride;(Trimethylsilylmethyl)-magnesium chloride;Magnesium, chloro[(trimethylsilyl)methyl]-;?TRIMETHYLSILYLMETHYLMAGNESIUM CHLORIDE;Trimethylsilylmethylmagnesium chloride, 1.0M in tetrahydrofuran;Trimethylsilylmethylmagnesium chloride, 20% in ethyl ether (ca. 1M);Trimethylsilylmethylmagnesium chloride, 0.5M in 2-methyltetrahydrofuran

Chemical Property of Trimethylsilylmethylmagnesium Chloride

Chemical Property:

• Melting Point: 105.8-106.4 °C
• Flash Point: -40 °C
• PSA: 0.00000
• Density: 1.04 g/cm³
• LogP: 2.52090
• Storage Temp.: Flammables + water-Freezer (-20°C)e area
• Sensitive.: Air & Moisture Sensitive
• Solubility.: Sol ethereal solvents; reacts with protic solvents.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 146.0168963
• Heavy Atom Count: 7
• Complexity: 33.2

Purity/Quality:

99% ^*data from raw suppliers

Trimethylsilylmethylmagnesium Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F+,C
• Hazard Codes: F+,C,F
• Statements: 12-14-22-34-66-67-19-11
• Safety Statements: 16-26-36/37/39-43-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)[CH2-].[Mg+2].[Cl-]
• Uses: Trimethylsilylmethylmagnesium Chloride is used in the methylenation of carbonyl compounds; provides a variety of methods to prepare allylsilanes.It participates in the reactions of Peterson Alkenation, Reaction with Carboxylic Acid Derivatives, Reaction with Alkyl Halides, Reaction with Sulfur Compounds, Reaction with Other Electrophiles, Cross-coupling Reactions, Carbometalation, and as a Generator of Alkyl Radicals from Alkyl Halides in the Presence of Cobalt Catalysts etc. Reagent used in a variety of nickel catalyzed reactions including alkenation of dithioacetals, cross-coupling with aryl triflates and carbamates, and cross-coupling with vinyl selenides.

Technology Process of Trimethylsilylmethylmagnesium Chloride

There total 3 articles about Trimethylsilylmethylmagnesium Chloride 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: 90.0%

magnesium (7439-95-4) + Chloromethyltrimethylsilane (2344-80-1) → (trimethylsilyl)methylmagnesium chloride (13170-43-9)

Guidance literature:

In diethyl ether;

DOI:10.1021/ja01207a036

Reference yield:

Chloromethyltrimethylsilane (2344-80-1) → (trimethylsilyl)methylmagnesium chloride (13170-43-9)

Guidance literature:

In diethyl ether; at 35 ℃;

Reference yield:

diethyl ether (60-29-7,927820-24-4) + Chloromethyltrimethylsilane (2344-80-1) → (trimethylsilyl)methylmagnesium chloride (13170-43-9)

Guidance literature:

DOI:10.1021/ja01207a036

upstream raw materials:

Chloromethyltrimethylsilane

diethyl ether

magnesium

Downstream raw materials:

bis(trimethylsilyl)methane

Tris-(trimethylsilyl-methyl)-boran

tris-(trimethylsilylmethyl)-phosphine

Acetanilid

Refernces

• 1、 Ju, Luchuan,Lin, Qiao,LiBretto, Nicole J.,Wagner, Clifton L.,Hu, Chunhua Tony,Miller, Jeffrey T.,Diao, Tianning. "Reactivity of (bi-Oxazoline)organonickel Complexes and Revision of a Catalytic Mechanism". supporting information. p. 14458 - 14463. Retrieved 2021/09/18.
• 2、 Mandle, Richard J.,Davis, Edward J.,Voll, Constantin-Christian A.,Lewis, Daniel J.,Cowling, Stephen J.,Goodby, John W.. "Self-organisation through size-exclusion in soft materials". supporting information. p. 2380 - 2388. Retrieved 2015/04/14.