Welcome to LookChem.com Sign In|Join Free
  • or

Encyclopedia

(Trimethylsilyl)methyllithium

Base Information
  • Chemical Name:(Trimethylsilyl)methyllithium
  • CAS No.:1822-00-0
  • Molecular Formula:C4H11LiSi
  • Molecular Weight:94.1578
  • Hs Code.:29319090
  • European Community (EC) Number:629-440-7
  • DSSTox Substance ID:DTXSID90392901
  • Wikipedia:(Trimethylsilyl)methyllithium
  • Wikidata:Q72514516
  • Mol file:1822-00-0.mol
(Trimethylsilyl)methyllithium

Synonyms:(Trimethylsilyl)methyllithium;1822-00-0;trimethylsilylmethyllithium;lithium;methanidyl(trimethyl)silane;((trimethylsilyl)methyl)lithium;lithium,methanidyl(trimethyl)silane;LiCH2SiMe3;TMS-CH2Li;trimethylsilylmethyl lithium;Trimethylsilyl methyllithium;(trimethylsilylmethyl)lithium;DTXSID90392901;RJPBNMJOQNIBQW-UHFFFAOYSA-N;AMY14833;Lithium, [(trimethylsilyl)methyl]-;MFCD00010747;AKOS015839999;Trimethylsilylmethyllithium, 0.7M in hexane;FT-0650697;Trimethylsilylmethyllithium, 1M In Hexane (13-14 Wt %)

Suppliers and Price of (Trimethylsilyl)methyllithium
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Sigma-Aldrich
  • (Trimethylsilyl)methyllithium solution 1.0 M in pentane
  • 4x25ml
  • $ 192.00
  • Sigma-Aldrich
  • (Trimethylsilyl)methyllithium solution 1.0 M in pentane
  • 50ml
  • $ 86.70
  • Sigma-Aldrich
  • (Trimethylsilyl)methyllithium solution 1.0 M in pentane
  • 600ml
  • $ 577.00
  • American Custom Chemicals Corporation
  • TRIMETHYLSILYLMETHYLLITHIUM 95.00%
  • 5MG
  • $ 499.77
  • American Custom Chemicals Corporation
  • TRIMETHYLSILYLMETHYLLITHIUM 95.00%
  • 100ML
  • $ 237.80
Total 71 raw suppliers
Chemical Property of (Trimethylsilyl)methyllithium
Chemical Property:
  • Melting Point:112-117 °C (decomp) 
  • Boiling Point:35-36 °C 
  • Flash Point:-49 °C 
  • PSA:0.00000 
  • Density:0.65 g/mL at 25 °C 
  • LogP:1.83140 
  • Storage Temp.:2-8°C 
  • Solubility.:Sol ethereal solvents; reacts with protic solvents. 
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:1
  • Rotatable Bond Count:0
  • Exact Mass:94.07900532
  • Heavy Atom Count:6
  • Complexity:29
Purity/Quality:

98%,99%, *data from raw suppliers

(Trimethylsilyl)methyllithium solution 1.0 M in pentane *data from reagent suppliers

Safty Information:
  • Pictogram(s): FlammableF,CorrosiveC,Dangerous
  • Hazard Codes:F,C,N,F+ 
  • Statements: 11-14-34-51/53-65-66-67-12-2 
  • Safety Statements: 16-26-33-36/37/39-43-45-61-62 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:[Li+].C[Si](C)(C)[CH2-]
  • General Description (TRIMETHYLSILYL)METHYLLITHIUM (Me3SiCH2Li) is a reactive organolithium reagent commonly used as an alkylating agent in the synthesis of metal complexes, particularly with rare earth metals such as yttrium, scandium, and lutetium. It is employed in reactions to introduce the trimethylsilylmethyl (Me3SiCH2) group into metal centers, forming stable alkylated complexes. This reagent is typically prepared and handled under inert conditions (e.g., Schlenk-line techniques or drybox) due to its sensitivity to air and moisture. Its reactivity has been demonstrated in the formation of yttrium and rare earth metal alkyl complexes, which exhibit catalytic activity in reactions such as hydroamination/cyclization. The steric and electronic properties of the resulting complexes are influenced by the trimethylsilylmethyl ligand, making it a useful tool in organometallic chemistry.
Technology Process of (Trimethylsilyl)methyllithium

There total 7 articles about (Trimethylsilyl)methyllithium 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:
Guidance literature:
With tert.-butyl lithium; In diethyl ether; -78 deg C, 0.5-1h, warmed to 23 deg C in 0.5-1h;
DOI:10.1021/jo00306a022
Guidance literature:
With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1055/s-1981-29526
Refernces

Synthesis and reactivity of titanium and zirconium complexes supported by a multidentate monoanionic [N2 P2] ligand

10.1021/om8011932

The research focuses on the synthesis, reactivity, and coordination chemistry of titanium and zirconium complexes supported by the multidentate monoanionic [N2P2] ligand. The study involves the preparation of various metal complexes, such as [N2P2]ZrCl3, [N2P2]ZrMe3, and their titanium analogues, using standard Schlenk-line techniques and drybox conditions. Reactants include metal halides, lithium [N2P2], and alkylating agents like methyllithium and LiCH2SiMe3. The complexes were characterized using NMR and IR spectroscopy, X-ray diffraction, and elemental analysis. The experiments aimed to explore the stability and reactivity of these complexes, including their behavior under reduction, alkylation, and protonation conditions, as well as their potential to activate small molecules like N2 and CO2. The research also investigates the coordination behavior of the [N2P2] ligand in different metal complexes and its ability to adapt to the steric and electronic preferences of the metal center.

Bis(imidazolin-2-iminato) rare earth metal complexes: Synthesis, structural characterization, and catalytic application

10.1021/ic300407u

The research focuses on the synthesis, structural characterization, and catalytic application of bis(imidazolin-2-iminato) rare earth metal complexes. The purpose of this study was to create noncyclopentadienyl mono-, bis-, and tris(imidazolin-2-iminato) complexes of rare earth metals, with the aim of understanding their structure and potential catalytic activity. The researchers successfully synthesized and characterized complexes of scandium, yttrium, and lutetium with the ligand 1,3-bis(2,6-diisopropylphenyl)imidazolin-2-imine (ImDippNH) and trimethylsilylmethyl lithium (Me3SiCH2Li) in tetrahydrofuran (THF), resulting in the formation of [(ImDippN)2MCl(THF)n] complexes (M = Sc, Y, Lu). The coordination spheres around the metal atoms were found to be best described as distorted trigonal bipyramids. The yttrium complex [(ImDippN)2Y(CH2SiMe3)(THF)2] was tested as a precatalyst in intramolecular hydroamination/cyclization reactions of various terminal aminoalkenes and one aminoalkyne, showing high catalytic activity and selectivity. The study concluded that the rate of cyclization for aminoalkenes follows the order 5 > 6, consistent with stereoelectronically controlled cyclization processes observed for lanthanocene catalysts, and that there is a substrate-dependent activity for the complexes compared to previously reported dialkyl yttrium complexes.

Synthesis and characterization of yttrium complexes bearing a bulky arylamido ancillary ligand

10.1016/j.ica.2007.08.010

The research focuses on the synthesis and characterization of yttrium complexes with a bulky arylamido ancillary ligand. The main reactants used in the experiments include anhydrous YCl3, arylamido lithium 2,6-iPr2C6H3NSiiPr3Li, LiCH2SiMe3, and THF as a solvent. The synthesis involved the reaction of YCl3 with arylamido lithium to form an anionic mono-arylamido-ligated yttrium dichloride complex (1), which was then alkylated with LiCH2SiMe3 to produce an anionic arylamido-ligated yttrium tris(alkyl) complex (2). The complexes were characterized using NMR spectroscopy, elementary analysis, and X-ray structural determination, which confirmed their structures and provided insights into their steric and electronic properties. The study aimed to understand the reactivity of rare earth metal complexes and explore the potential of arylamido ligands in modifying these properties.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1 Customer Service

What can I do for you?
Get Best Price

Get Best Price for 1822-00-0