542-91-6 Usage
Description
Diethylsilane is a versatile reagent utilized in various chemical processes and microelectronics applications. It is characterized by its ability to act as a precursor, a reductant, and a component in the chemical vapor deposition of SiO2.
Uses
Used in Chemical Synthesis:
Diethylsilane is used as a precursor for the synthesis of (3-allylsulfanyl-propyl)-diethyl-silane, employing (Ph3P)3RhCl as a reagent. This application highlights its role in creating complex organic compounds.
Used in Microelectronics:
In the microelectronics industry, Diethylsilane is used in the chemical vapor deposition of SiO2, which is crucial for the fabrication of semiconductor devices and integrated circuits.
Used in Catalytic Reduction:
Diethylsilane serves as a reductant in the catalytic reduction of secondary amides to imines and secondary amines using iridium catalysts like [Ir(COE)2Cl]2. This system demonstrates high efficiency and functional group tolerance, making it valuable in organic synthesis.
Used in the Preparation of Diborane and Haloboranes:
Diethylsilane is also utilized in the 'in-situ' preparation of diborane and haloboranes, which are essential reagents in various chemical reactions, particularly in organic synthesis and polymer chemistry.
Sources
Levy, R. A., J. M. Grow, and G. S. Chakravarthy. "Low-pressure chemical vapor deposition of silicon dioxide using diethylsilane." Cheminform 24.28(1993):851-854.
https://www.alfa.com/en/catalog/L16468/
https://www.sigmaaldrich.com/catalog/product/aldrich/423815?lang=en®ion=US
https://pubs.acs.org/doi/full/10.1021/ja304547s#citing
Nimmagadda, Rama D., and C. Mcrae. Cheminform 37.35(2006):3505-3508.
Check Digit Verification of cas no
The CAS Registry Mumber 542-91-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 2 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 542-91:
(5*5)+(4*4)+(3*2)+(2*9)+(1*1)=66
66 % 10 = 6
So 542-91-6 is a valid CAS Registry Number.
InChI:InChI=1/C4H10Si/c1-3-5-4-2/h3-4H2,1-2H3
542-91-6Relevant articles and documents
Matsuura et al.
, p. 13,14, 15, 19, 21, 23 (1979)
Synthesis of the first persilylated ammonium ion, [(Me3Si) 3NSi(H)Me2]+, by silylium-catalyzed methyl/hydrogen exchange reactions
Labbow, Rene,Reiss, Fabian,Schulz, Axel,Villinger, Alexander
supporting information, p. 3223 - 3226 (2014/08/05)
This work describes the unexpected synthesis and characterization of the first persilylated ammonium ion, [(Me3Si)3NSi(H)Me 2]+, in the reaction of (Me3Si)3N with [Me3Si-H-SiMe3][B(C6F5) 4]. NMR and Raman studies revealed a transition-metal-free silylium ion catalyzed substituent redistribution process when [Me3Si-H- SiMe3]+ was used as the silylating reagent. These observations were affirmed in the reaction with [Et3Si-H-SiEt 3][B(C6F5)4]. A Lewis acid catalyzed scrambling process always occurs if an excess of silanes is present in the formation of silylium cations while employing the standard Bartlett-Schneider- Condon type reaction. Additionally, the thermodynamics of this process was accessed by DFT computations at the pbe1pbe/aug-cc-pVDZ level, indicating alkyl substituent exchange equilibria at the silane and preference of the formation of [(Me3Si)3NSi(H)Me2]+ over [(Me 3Si)4N]+.
Ion-molecule reactions of monosubstituted ethylsilylium ions with trimethyl(tert-butylamino)silane in the gas phase
Kochina,Shchukin,Nefedov,Sinotova
, p. 1233 - 1236 (2007/10/03)
Reaction of nuclear-chemically generated ethylsilylium ions with trimethyl(rert-butylamino)silane in the gas phase was studied. In the course of reaction the ethylsilylium ion completely isomerizes into the dimethylsilylium ion. Experiments show that the pathway involving proton transfer practically is not realized, in contrast to the reactions of carbenium ions with amines.
