[BIS(TRIMETHYLSILYL)]SELENIDE

Base Information

• Chemical Name: [BIS(TRIMETHYLSILYL)]SELENIDE
• CAS No.: 4099-46-1
• Molecular Formula: C6H18SeSi2
• Molecular Weight: 225.34
• Hs Code.: 2931900090
• Mol file: 4099-46-1.mol

Synonyms:Bis(trimethylsilyl)selenide,98%;[BIS(TRIMETHYLSILYL)]SELENIDE;

Chemical Property of [BIS(TRIMETHYLSILYL)]SELENIDE

Chemical Property:

• Appearance/Colour: clear colourless to yellow liquid
• Vapor Pressure: 1.58mmHg at 25°C
• Melting Point: -7 °C
• Refractive Index: 1.481
• Boiling Point: 175 °C at 760 mmHg
• Flash Point: 59.6 °C
• PSA: 0.00000
• Density: 0,9 g/cm3
• LogP: 2.36040
• Solubility.: sol Et2O and THF.

Purity/Quality:

98%,99%, ^*data from raw suppliers

[BIS(TRIMETHYLSILYL)]SELENIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: [Bis(trimethylsilyl)]selenide, also known as (Me3Si)2Se, is a reagent used in the synthesis of 1,3,5-triselenanes and the generation of selenoaldehydes. It acts as a selenium source in reactions with aldehydes in the presence of Lewis acids, facilitating the formation of reactive selenoaldehyde intermediates, which subsequently cyclize to form 1,3,5-triselenanes. [BIS(TRIMETHYLSILYL)]SELENIDE plays a key role in heteroatom chemistry by enabling the controlled generation of unstable selenoaldehydes.

Technology Process of [BIS(TRIMETHYLSILYL)]SELENIDE

There total 9 articles about [BIS(TRIMETHYLSILYL)]SELENIDE 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: 95.0%

chloro-trimethyl-silane (75-77-4) → bis(trimethylsilyl)selenide (4099-46-1)

Guidance literature:

With selenium; lithium triethylborohydride; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1021/jo00346a041

Reference yield: 62.0%

trimethylsilyl bromide (2857-97-8) → bis(trimethylsilyl)selenide (4099-46-1)

Guidance literature:

With seleno-aluminate; for 3h; Ambient temperature;

Reference yield:

chloro-trimethyl-silane (75-77-4) → phenyl trimethylsilyl selenide (33861-17-5) + bis(trimethylsilyl)selenide (4099-46-1)

Guidance literature:

With selenium; phenylmagnesium bromide; Yield given. Multistep reaction. Yields of byproduct given; 1.) ether, r.t., 12 h; 2.) ether, r.t., 24 h;

upstream raw materials:

chloro-trimethyl-silane

2,4,6-trimethylphenyl bromide

trimethylsilyl bromide

tert-butylbis(trimethylsilyl)phosphine

Downstream raw materials:

Hexamethyldisiloxane

diphenylselenide

trimethylsilyl iodide

1,1,1,3,3,3-hexamethyl-disilazane

Refernces

NOVAL SYNTHESIS OF 1,3,5-TRISELENANES FROM ALDEHYDES, AND NOVEL GENERATION OF SELENOALDEHYDES BY FRAGMENTATION OF 1,3,5-TRISELENANES

10.1016/S0040-4039(01)93851-1

The study aimed to develop a new method for the synthesis of 1,3,5-triselenane from aldehydes and to generate selenoaldehyde via the fragmentation of 1,3,5-triselenane. The aim was to establish a convenient method for the generation of selenoaldehyde, a reactive intermediate containing a carbon-selenium double bond and of great importance in heteroatom chemistry. The researchers used chemicals such as (Me3Si)2Se (bis(trimethylsilyl)selenium) and Lewis acids such as BF3.OEt2 and SnCl4 in the reaction. The study concluded that 1,3,5-triselenane can be formed via the instantaneous generation of selenoaldehyde by treating aldehydes with (Me3Si)2Se in the presence of Lewis acids.

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