53511-11-8

Basic information

• Product Name: Silane, (1-phenyl-1,2-ethenediyl)bis[trimethyl-, (Z)-
• CAS NO: 53511-11-8
• Molecular Formula: C14H24Si2
• Molecular Weight: 248.516
• Mol File: 53511-11-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Silane, (1-phenyl-1,2-ethenediyl)bis[trimethyl-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, (1-phenyl-1,2-ethenediyl)bis[trimethyl-, (Z)-(53511-11-8)
• EPA Substance Registry System: Silane, (1-phenyl-1,2-ethenediyl)bis[trimethyl-, (Z)-(53511-11-8)

Safety Data

• Hazardous Substances Data: 53511-11-8(Hazardous Substances Data)

Upstream product

• 536-74-3 phenylacetylene 
• 75-77-4 chloro-trimethyl-silane 
• 103731-37-9 (Z)-1-phenyl-1-(tributylstannyl)-2-(trimethylsilyl)ethene 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 41309-43-7 (2-bromovinyl)trimethylsilane 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 591-50-4 iodobenzene 
• 18178-59-1 (E)-1,2-bis(trimethylsilyl)ethene 
• 97607-44-8 1-trimethylsilyl-2-phenyl-2-trimethylstannyl-ethene 

Downstream Products

• 53511-10-7 (E)-(1-phenylethene-1,2-diyl)bis(trimethylsilane) 

Relevant articles and documents

Geometric E→Z Isomerisation of Alkenyl Silanes by Selective Energy Transfer Catalysis: Stereodivergent Synthesis of Triarylethylenes via a Formal anti-Metallometallation

An efficient geometrical E→Z isomerisation of alkenyl silanes is disclosed via selective energy transfer using an inexpensive organic sensitiser. Characterised by operational simplicity, short reaction times (2 h), and broad substrate tolerance, the reaction displays high selectivity for trisubstituted systems (Z/E up to 95:5). In contrast to thermal activation, directionality results from deconjugation of the π-system in the Z-isomer due to A1,3-strain thereby inhibiting re-activation. The structural importance of the β-substituent logically prompted an investigation of mixed bis-nucleophiles (Si, Sn, B). These versatile linchpins also undergo facile isomerisation, thereby enabling a formal anti-metallometallation. Mechanistic interrogation, supported by a theoretical investigation, is disclosed together with application of the products to the stereospecific synthesis of biologically relevant target structures.

Palladium(II) Acetate-tert-Alkyl Isocyanide as a Highly Efficient Catalyst for the Inter- and Intramolecular Bis-silylation of Carbon-Carbon Triple Bonds

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Stereoselective Palladium-Catalyzed Synthesis of (Z)-Trimethyl(2-arylethenyl)silanes by Arylation of (E)-1,2-Bis(trimethylsilyl)ethylene. Effects of Added Halides Compared to Silver Salts

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