bis-trimethylsilanyl-acetonitrile

Base Information

• Chemical Name: bis-trimethylsilanyl-acetonitrile
• CAS No.: 18881-60-2
• Molecular Formula: C₈H₁₉NSi₂
• Molecular Weight: 185.417
• Mol file: 18881-60-2.mol

Synonyms:bis-trimethylsilanyl-acetonitrile

Chemical Property of bis-trimethylsilanyl-acetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of bis-trimethylsilanyl-acetonitrile

There total 4 articles about bis-trimethylsilanyl-acetonitrile 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:

chloro-trimethyl-silane (75-77-4) + diethyl ether (60-29-7,927820-24-4) + acetonitrile (75-05-8,26809-02-9) → tetramethylsilane (75-76-3) + trimethylsilyl isocyanide (18169-72-7) + bis-trimethylsilanyl-acetonitrile (18881-60-2) + trimethylsilanyl-(trimethylsilanyl-vinyliden)-amine (18881-61-3)

Guidance literature:

Produkt₅: Trimethylsilyl-acetonitril;

DOI:10.1021/ja01591a067

Reference yield:

chloro-trimethyl-silane (75-77-4) + dichloroacetonitrile (3018-12-0) → 2-trimethylsilylacetonitrile (18293-53-3) + bis-trimethylsilanyl-acetonitrile (18881-60-2)

Guidance literature:

With tetrabutyl-ammonium chloride; zinc; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; for 12h; Yield given. Yields of byproduct given; 2.2 F/mole;

DOI:10.1080/00397919708005913

Reference yield:

chloro-trimethyl-silane (75-77-4) + chloroacetonitrile (107-14-2) → 2-trimethylsilylacetonitrile (18293-53-3) + bis-trimethylsilanyl-acetonitrile (18881-60-2)

Guidance literature:

With tetrabutyl-ammonium chloride; zinc; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; for 12h; Yield given. Yields of byproduct given; 2.2 F/mole;

DOI:10.1080/00397919708005913

upstream raw materials:

chloro-trimethyl-silane

dichloroacetonitrile

chloroacetonitrile

acetonitrile

Downstream raw materials:

3,3-diphenylacrylonitrile

[1-(4-Methoxy-phenyl)-2-((E)-1-methyl-2-phenyl-vinyl)-4-oxo-3-trimethylsilanyloxy-azetidin-3-yl]-acetonitrile

[1-(4-Methoxy-phenyl)-2-((E)-1-methyl-2-phenyl-vinyl)-4-oxo-3-trimethylsilanyloxy-azetidin-3-yl]-trimethylsilanyl-acetonitrile

2-cyclohexylideneacetonitrile

Refernces

The Anomalous Silico-alkylation of Acetonitrile

10.1021/ja01591a067

The study investigates the silico-alkylation reaction of acetonitrile with trimethylchlorosilane and sodium. The primary chemicals involved are acetonitrile, which acts as the source of the carbanion for the reaction; trimethylchlorosilane, which provides the silicon-containing group for the alkylation; and sodium, which serves to generate the carbanion and drive the reaction forward. The reaction produces several products, including trimethylisocyanosilane, cyanomethyltrimethylsilane, bis-(trimethylsilyl)-acetonitrile, and the unusual ketenimine, trimethylsilylketene-trimethylsilylimine. The study explores the formation and properties of these products, particularly the ketenimine, which is thermally stable but readily rearranges to the nitrile in the presence of water. The research delves into the mechanisms and conditions that lead to the formation of these products, as well as their analytical data and potential rearrangements, providing insights into the complex nature of silico-alkylation reactions.