7453-13-6

Usage

Uses

Used in Pharmaceutical Synthesis:
[1-(Chloromethyl)-2-chloroethoxy]trimethylsilane is used as a reagent for the synthesis of various pharmaceuticals. Its ability to introduce a chloromethyl group and a chloroethoxy group in organic molecules makes it a valuable building block in the development of new drugs.
Used in Agrochemical Synthesis:
In the agrochemical industry, [1-(Chloromethyl)-2-chloroethoxy]trimethylsilane is used as a reagent for the synthesis of agrochemicals. [1-(Chloromethyl)-2-chloroethoxy]trimethylsilane's versatility in introducing specific functional groups into organic molecules aids in the creation of effective and targeted agrochemical products.
Used in Organic Synthesis:
[1-(Chloromethyl)-2-chloroethoxy]trimethylsilane is used as a reagent in organic synthesis for a wide range of applications. Its capacity to introduce chloromethyl and chloroethoxy groups into organic molecules allows for the development of various organic compounds with specific properties and functions.

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 106-89-8 epichlorohydrin 
• 96-23-1 1,3-Dichloro-2-propanol 
• 13435-12-6 N-Trimethylsilylacetamide 
• 122-52-1 triethyl phosphite 
• 4648-54-8 trimethylsilylazide 

Downstream Products

• 111043-47-1 1-(3-methoxybenzyl)-3-trimethylsilyloxy-azetidine 
• 111043-44-8 1-(4-chlorobenzyl)-3-trimethylsilyloxy-azetidine 
• 111043-43-7 1-(4-fluorobenzyl)-3-trimethylsilyloxy-azetidine 
• 111043-42-6 N-benzyl-3-(trimethylsilyloxy)azetidine 
• 96-23-1 1,3-Dichloro-2-propanol 
• 111043-45-9 1-(4-methylbenzyl)-3-trimethylsilyloxy-azetidine 
• 111043-46-0 1-(4-methoxybenzyl)-3-trimethylsilyloxy-azetidine 

Relevant academic research and scientific papers

1,2-Ferrocenediylazaphosphinines 2: A new class of nucleophilic catalysts for ring-opening of epoxides

1,2-Ferrocenediylazaphosphinines (1a-c) have been successfully employed as a new class of nucleophilic catalysts for ring-opening of a range of epoxides, their catalytic efficiency in terms of regioselectivity as well as chemical yield comparing well with the existing catalysts in the literature. In contrast, low enantiomeric excesses have been obtained from the reactions of meso-epoxides catalyzed by (R)-1.

Dynamic kinetic resolution of epichlorohydrin via enantioselective catalytic ring opening with TMSN3. Practical synthesis of aryl oxazolidinone antibacterial agents

The dynamic kinetic resolution of racemic epichlorohydrin has been achieved via enantioselective asymmetric ring opening with TMSN3 catalyzed by the (salen)Cr(III)N3 complex 1. The resulting 3-azido-1-chloro-2-trimethylsiloxypropane product was obtained in high enantiomeric purity and incorporated into the synthesis of U-100592, a representative from a class of highly-promising aryl oxazolidinone antibacterial agents.

SODIUM BROMIDE CATALYSED REGIOSELECTIVE CLEAVAGE OF OXIRANES WITH CHLOROTRIMETHYLSILANE

Sodium bromide efficiently catalyses the regioselective cleavage of oxiranes with chlorotrimethylsilane to the corresponding O-silyiated chlorohydrins in excellent yield.

Cobalt(II) Chloride Catalysed Regioselective Cleavage of Oxiranes with Chlorotrimethylsilane

Oxiranes can be cleaved regioselectively with chlorotrimethylsilane in presence of cobalt(II) chloride to the corresponding O-silylated vicinal chlorohydrins in excellent yields.

Preparation of 3-Azetidinols with Non-Bulky 1-Alkyl Substituents

Cyclization of either the tetrahydropyranyl or trimethylsilyl ether of 1-(alkylamino)-3-chloro-2-propanols 1 followed by cleavage of the azetidinyl ether provides a general method for the preparation of 1-alkyl-3-azetidinols.Unhindered amines provide a more facile preparation of derivatives of 1, or its ethers, than do hindered amines, while hindered derivatives of 1 undergo more facile ring closure.

Regioselective Addition of Organic Chlorides to Epoxides in the Presence of Quaternary Ammonium Chloride

By a reaction of epoxides with organic chlorides in the presence of dodecyltrimethylammonium chloride as a catalyst, a series of 2-substituted 1-(chloromethyl)ethyl ethers were synthesized regioselectively in high yields under mild conditions.