7787-87-3

Usage

Uses

(1-Chloroethyl)trimethylsilane can be used as textile scouring agents.

InChI:InChI=1/C5H13ClSi/c1-5(6)7(2,3)4/h5H,1-4H3

Upstream product

• 60-29-7 diethyl ether 
• 7787-82-8 Trichloro-(1-chloro-ethyl)-silane 
• 75-16-1 methylmagnesium bromide 
• 2344-80-1 Chloromethyltrimethylsilane 
• 74-88-4 methyl iodide 

Downstream Products

• 75-77-4 chloro-trimethyl-silane 
• 3634-56-8 isopropyldimethylsilyl chloride 
• 420-56-4 trimethylsilyl fluoride 
• 17988-58-8 12-<(phenylthio)ethyl>trimethylsilane 
• 97998-46-4 N-benzyl-N-<α-(trimethylsilyl)ethyl>amine 
• 164580-83-0 3-[1-(trimethylsilyl)ethoxy]-phthalonitrile 
• 74-85-1 ethene 
• 97998-45-3 N-benzyl-N-<α-(trimethylsilyl)ethyl>-N-(cyanomethyl)amine 
• 97203-62-8 1-trimethylsilylethanesulfonyl chloride 
• 91-15-6 phthalonitrile 
• 105519-02-6 N-benzyl-N-<α(trimethylsilyl)ethyl>-N-(methoxymethyl)amine 
• 72176-38-6 N-(1-(trimethylsilyl)ethyl)aniline 

Relevant academic research and scientific papers

Synthetic Entry to Polyfunctionalized Molecules through the [3+2]-Cycloaddition of Thiocarbonyl Ylides

Here we present a comprehensive study on the [3+2]-cycloaddition of thiocarbonyl ylides with a wide variety of alkenes and alkynes. The obtained dihydro- and tetrahydrothiophene products serve as exceptionally versatile intermediates providing access to thiophenes, dienes, dendralenes, and vic-quarternary carbon centers. The use of high-pressure conditions enables thermally unstable, sterically encumbered or moderately reactive substrates to undergo the cycloaddition under mild conditions, thereby increasing the yield by up to 58percent. In addition, we showcase its utility by the formal syntheses of the pharmaceuticals NGB 4420 and tenilapine.

Thiocarbonyl Ylide Chemistry Enables a Concise Synthesis of (±)-Hippolachnin A

Hippolachnin A (1) is an antifungal polyketide that bristles with ethyl groups mounted onto a caged heterotricyclic core. It has shown potent activity against Cryptococcus neoformans, a yeast that can affect immunocompromised patients as an opportunistic pathogen. Herein we describe a concise, diversifiable, and scalable synthesis of (±)-hippolachnin A (1). It features a powerful photochemical opening step, a diastereoselective addition of an ethyl cuprate and an unusual strategy to install two additional ethyl groups that makes use of a thiocarbonyl ylide generated in situ.

Synthesis of Methanethial S-Oxide (Sulfine) and Alkanethial S,S-Dioxides by Fluorodesilylation. Stereochemistry of Their Cyclopentadiene Diels-Alder Adducts

Fluorodesilylation of trimethylsilylmethanesulfinyl chloride 4 in the presence of cyclopentadiene gives 2-thiabicyclohept-5-ene endo-2-oxide, 5; in a like manner 1-trimethylsilylalkanesulfonic anhydrides afford endo- and exo-3-alkyl-2-thiabicyclohept-5-ene 2,2-dioxides, with the endo isomer predominating.Sulfine and alkyl sulfenes are invoked.