445491-09-8

Basic information

• Product Name: (3 5-DIFLUOROPHENYLETHYNYL)TRIMETHYLSIL&
• Synonyms: (3 5-DIFLUOROPHENYLETHYNYL)TRIMETHYLSIL&;1,3-Difluoro-5-[2-(trimethylsilyl)ethynyl]benzene;(2-(3,5-difluorophenyl)ethynyl)trimethylsilane
• CAS NO: 445491-09-8
• Molecular Formula: C₁₁H₁₂F₂Si
• Molecular Weight: 210.298
• Product Categories: Alkynyl;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 445491-09-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 200-201 °C(lit.)
• Flash Point: 167 °F
• Appearance: /
• Density: 0.995 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.329mmHg at 25°C
• Refractive Index: n20/D 1.4920(lit.)
• CAS DataBase Reference: (3 5-DIFLUOROPHENYLETHYNYL)TRIMETHYLSIL&(CAS DataBase Reference)
• NIST Chemistry Reference: (3 5-DIFLUOROPHENYLETHYNYL)TRIMETHYLSIL&(445491-09-8)
• EPA Substance Registry System: (3 5-DIFLUOROPHENYLETHYNYL)TRIMETHYLSIL&(445491-09-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 445491-09-8(Hazardous Substances Data)

Usage

General Description

The chemical (3 5-DIFLUOROPHENYLETHYNYL)TRIMETHYLSIL is a compound containing a silane group and a difluorophenylethynyl group. It is composed of three methyl groups attached to a silicon atom, and a phenyl group with two fluorine atoms attached to the third and fifth positions. (3 5-DIFLUOROPHENYLETHYNYL)TRIMETHYLSIL& is commonly used in organic synthesis and material science as a building block for the construction of more complex molecules and materials. Its unique structure and properties make it valuable in various research and industrial applications.

InChI:InChI=1/C11H12F2Si/c1-14(2,3)5-4-9-6-10(12)8-11(13)7-9/h6-8H,1-3H3

Upstream product

• 461-96-1 3,5-difluorobromobenzene 
• 1066-54-2 trimethylsilylacetylene 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 151361-87-4 1-ethynyl-3,5-difluorobenzene 
• 2265-91-0 1,3-difluoro-5-iodobenzene 

Downstream Products

• 151361-87-4 1-ethynyl-3,5-difluorobenzene 
• 151361-94-3 Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-[5-(3,5-difluoro-phenylethynyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-3-yl ester 

Relevant articles and documents

Identification of 2,4-Disubstituted Imidazopyridines as Hemozoin Formation Inhibitors with Fast-Killing Kinetics and in Vivo Efficacy in the Plasmodium falciparum NSG Mouse Model

A series of 2,4-disubstituted imidazopyridines, originating from a SoftFocus Kinase library, was identified from a high throughput phenotypic screen against the human malaria parasite Plasmodium falciparum. Hit compounds showed moderate asexual blood stage activity. During lead optimization, several issues were flagged such as cross-resistance against the multidrug-resistant K1 strain, in vitro cytotoxicity, and cardiotoxicity and were addressed through structure-Activity and structure-property relationship studies. Pharmacokinetic properties were assessed in mice for compounds showing desirable in vitro activity, a selectivity window over cytotoxicity, and microsomal metabolic stability. Frontrunner compound 37 showed good exposure in mice combined with good in vitro activity against the malaria parasite, which translated into in vivo efficacy in the P. falciparum NOD-scid IL-2Rnull (NSG) mouse model. Preliminary mechanistic studies suggest inhibition of hemozoin formation as a contributing mode of action.

Microwave-assisted copper- and palladium-catalyzed sonogashira-type coupling of aryl bromides and iodides with trimethylsilylacetylene

An efficient and rapid method was developed for the synthesis of 1-aryl-2-(trimethylsilyl)acetylene. Copper and palladium-catalyzed sonogashira-type coupling of trimethylsilylacetylene and aryl bromides or iodides in the presence of triethylamine as base

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

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