139585-50-5 Usage
Description
4-Chloro-2-trimethylsilylpyridine is a chemical compound that serves as a versatile reagent in organic synthesis, characterized by its ability to activate and functionalize aromatic and heteroaromatic compounds. The presence of the trimethylsilyl group in its structure offers valuable protective properties for alcohols and phenols, while the pyridine ring endows it with nucleophilic and basic characteristics, facilitating a broad spectrum of synthetic transformations. It is also utilized as a building block in the synthesis of pharmaceuticals and agrochemicals. However, due to its toxic and potentially hazardous nature, careful handling is required.
Uses
Used in Organic Synthesis:
4-Chloro-2-trimethylsilylpyridine is used as a reagent for activating and functionalizing various aromatic and heteroaromatic compounds, enhancing the efficiency of synthetic processes in the field of organic chemistry.
Used in Protection of Alcohols and Phenols:
In the chemical industry, 4-chloro-2-trimethylsilylpyridine is employed as a protective agent for alcohols and phenols, leveraging its trimethylsilyl group to shield these functional groups during reactions.
Used in Pharmaceutical and Agrochemical Synthesis:
4-Chloro-2-trimethylsilylpyridine is utilized as a building block in the synthesis of pharmaceuticals and agrochemicals, contributing to the development of new and improved products in these industries.
Check Digit Verification of cas no
The CAS Registry Mumber 139585-50-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,9,5,8 and 5 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 139585-50:
(8*1)+(7*3)+(6*9)+(5*5)+(4*8)+(3*5)+(2*5)+(1*0)=165
165 % 10 = 5
So 139585-50-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H12ClNSi/c1-11(2,3)8-6-7(9)4-5-10-8/h4-6H,1-3H3
139585-50-5Relevant articles and documents
First regioselective c-2 lithiation of 3- and 4-chloropyridines
Choppin, Sabine,Gros, Philippe,Fort, Yves
, p. 603 - 606 (2007/10/03)
We have shown that the BuLi/LiDMAE reagent promotes the clean and regioselective C2 lithiation of 3- and 4-chloropyridines, while other reagents such as LDA or BuLi/TMEDA lead to classical ortho lithiation products or mixtures of regioisomers. The method was successfully applied to the preparation of various reactive 2,3- and 2,4-disubstituted pyridines.
