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Trimethylsilylpyrazole, with the molecular formula C8H14N2Si, is a pyrazole derivative characterized by the presence of three methyl groups and a trimethylsilyl group attached to the nitrogen atom of the pyrazole ring. This versatile chemical compound is widely recognized for its applications in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. Its utility extends to organometallic chemistry, where it acts as a ligand capable of forming stable complexes with transition metals. Furthermore, trimethylsilylpyrazole has garnered interest in materials science for its potential role in the development of advanced polymers and functionalized surfaces. Its diverse applications in organic synthesis and materials research underscore its significance in the realm of chemistry.

18276-53-4

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18276-53-4 Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
Trimethylsilylpyrazole is utilized as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its unique structure allows for the creation of a wide range of bioactive compounds, contributing to the development of new drugs and pesticides.
Used as a Ligand in Organometallic Chemistry:
In organometallic chemistry, trimethylsilylpyrazole serves as a versatile ligand, capable of coordinating with transition metals to form stable complexes. This property is valuable for the study and application of organometallic compounds in various chemical reactions and catalytic processes.
Used in Materials Science:
Trimethylsilylpyrazole has been explored for its potential applications in materials science, particularly in the development of advanced polymers and functionalized surfaces. Its incorporation into these materials can enhance their properties, such as stability, reactivity, or selectivity, making it a promising candidate for the advancement of materials with specific functions or improved performance.
Overall, trimethylsilylpyrazole's diverse applications across different industries highlight its importance and potential for further research and development in the field of chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 18276-53-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,2,7 and 6 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 18276-53:
(7*1)+(6*8)+(5*2)+(4*7)+(3*6)+(2*5)+(1*3)=124
124 % 10 = 4
So 18276-53-4 is a valid CAS Registry Number.
InChI:InChI=1/C13H28Cl2Si/c1-3-4-5-6-7-8-9-10-11-12-13-16(2,14)15/h3-13H2,1-2H3

18276-53-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name TRIMETHYLSILYLPYRAZOLE

1.2 Other means of identification

Product number -
Other names trimethyl-pyrrol-1-yl-silane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:18276-53-4 SDS

18276-53-4Relevant academic research and scientific papers

Electrochemical Polymerization of N-Trimethylsilylpyrrole and Other Substituted Pyrroles Which Contain Si or Ge Atom(s) in Their Monomer Structures

Okano, Mitsutoshi,Toda, Atsuko,Mochida, Kunio

, p. 1716 - 1719 (1990)

N-Trimethylsilylpyrrole and three new compounds; N-trimethylgermylpyrrole, N-chloromethyldimethylsilylpyrrole, and N-pentamethyldisilanylpyrrole, were synthesized.These four monomers were electrochemically polymerized and four new organic conducting polym

NHC catalysed trimethylsilylation of terminal alkynes and indoles with Ruppert's reagent under solvent free conditions

Arde, Panjab,Reddy, Virsinha,Anand, Ramasamy Vijaya

, p. 49775 - 49779 (2014/12/11)

An organo-catalytic protocol for the trimethylsilylation of terminal alkynes employing Ruppert's reagent (CF3SiMe3) as a trimethylsilyl source has been developed under solvent and fluoride free conditions. This method was found to be very effective as a variety of terminal alkynes bearing aliphatic or aromatic substituents underwent smooth transformation to their corresponding silylated products in excellent yields within a few minutes using N-heterocyclic carbene as an organo-catalyst. This methodology was also applied to the chemospecific N-silylation of indoles. This journal is

Palladium catalysed aryl amination reactions in supercritical carbon dioxide

Smith, Catherine J.,Tsang, Melanie W.S.,Holmes, Andrew B.,Danheiser, Rick L.,Tester, Jefferson W.

, p. 3767 - 3781 (2007/10/03)

Palladium catalysed C-N bond formation in supercritical carbon dioxide has been accomplished. Carbamic acid formation is avoided in part through the use of an N-silylamine as the coupling partner. Employing a catalyst system of Pd 2dba3 (1 mol%) and 2-dicyclohexylphosphino-2′, 4′,6′-triisopropyl-1,1′-biphenyl (X-Phos) (2 mol%) enabled the catalytic amination of aryl bromides and chlorides with N-silylanilines to be realised in excellent yield. Extension of the methodology to the N-arylation of N-silyldiarylamines, N-silylazoles and N-silylsulfonamides is reported. The Royal Society of Chemistry 2005.

Gas-phase heteroaromatic substitution. 9.1 Silylation of simple five-membered heteroaromatic rings by trimethylsilyl cations

Crestoni, Maria Elisa,Fornarini, Simonetta,Speranza, Maurizio

, p. 6929 - 6935 (2007/10/02)

Trimethylsilyl cation, obtained in the gas phase from the γ-radiolysis of CH4/(CH3)4Si mixtures, has been allowed to react with pyrrole, N-methylpyrrole, furan, and thiophene, both neat and in competition with toluene. Exp

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