944-32-1

Usage

Uses

Used in Organic Synthesis:
[4-(Trimethylsilyl)phenyl]trimethylstannane is used as a reagent for controlled cross-coupling reactions to form carbon-carbon bonds. Its application in this area is crucial for the synthesis of complex organic molecules and contributes to the development of new chemical compounds.
Used in Medical Research:
In the field of medical research, [4-(Trimethylsilyl)phenyl]trimethylstannane is utilized as a radiolabeling agent for positron emission tomography (PET) imaging. This application aids in the visualization and understanding of biological processes at the molecular level, which is vital for the diagnosis and treatment of various diseases.
Used in the Preparation of Organotin Compounds:
[4-(Trimethylsilyl)phenyl]trimethylstannane also serves as a reagent in the preparation of organotin compounds, which have a wide range of applications in various industries, including agriculture, pharmaceuticals, and materials science.
Used as a Building Block in Organic Molecule Synthesis:
[4-(Trimethylsilyl)phenyl]trimethylstannane is employed as a building block in the synthesis of various organic molecules, playing a significant role in the creation of new chemical entities with potential applications in different fields.

InChI:InChI=1/C9H13Si.3CH3.Sn/c1-10(2,3)9-7-5-4-6-8-9;;;;/h5-8H,1-3H3;3*1H3;/rC12H22SiSn/c1-13(2,3)11-7-9-12(10-8-11)14(4,5)6/h7-10H,1-6H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 106-37-6 1.4-dibromobenzene 
• 1066-45-1 trimethyltin(IV)chloride 
• 6999-03-7 1-bromo-4-(trimethylsilyl)benzene 
• 937-11-1 (4-bromophenyl)trimethylstannane 
• 22480-64-4 4-bromophenyllithium 
• 18620-02-5 (4-bromophenyl)magnesium bromide 

Downstream Products

• 133965-79-4 2,4-dinitro-4'-(trimethylsilyl)azobenzene 
• 28097-46-3 Trimethyl-(p-nitroso-phenyl)-silan 
• 647851-32-9 1,2-bis(4'-(trimethylsilyl)-[1,1'-biphenyl]-4-yl)ethyne 
• 1066-45-1 trimethyltin(IV)chloride 
• 309931-45-1 5,5'-bis(4-(trimethylsilylethynyl)phenyl)-2,2'-bipyridine 
• 309931-49-5 5,5'-bis(4-iodophenyl)-2,2'-bipyridine 
• 57110-54-0 Pt(cyclo-octa-1,5-diene)(C₆H₄SiMe₃-p)Cl 
• 309931-48-4 5,5'-bis(4-trimethylsilylphenyl)-2,2'-bipyridine 
• 313691-59-7 2-[5'-(hexyloxymethyl)-4-(trimethylsilyl)-[1,1';3',1'']terphenyl-4''-yl]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane 

Relevant academic research and scientific papers

New Zirconocene-Coupling Route to Large, Functionalized Macrocycles

The development of a new macrocyclization reagent, Rosenthal's Cp2Zr(pyr)(Me3SiC≡CSiMe3), has allowed the preparation of two large, functionalized macrocycles. The diyne 5,5′-bis(4-trimethylsilylphenyl)-2,2′-bipyridine was

Organosilicon compounds. XLVII. The substituent effects and leaving group abilities of mono-, bis- and tris-(trimethylsilyl)silyl groups in electrophilic aromatic substitution

The rates of cleavage at 50° by a mixture of ethanol (5 vol) and aqueous perchloric acid (2 vol) of the aryl-SnMe3 bonds of p-[(Me3Si)xMe(3-x)Si]C6H4SnMe3 compounds relative to that of phenyltrimethylstannane have been found to be 0.93 (x = 0), 1.31 (x = 1), 1.67 (x = 2) and 1.76 (x = 3). The increase in rate with the increasing magnitude of x can be attributed to inductive and hyperconjugative electron release from the SiSi bonds. The rates of cleavage at 50° by a mixture of methanol (5 vol) and aqueous perchloric acid (2 vol) of the aryl-Si bonds of the compounds [(Me3Si)xMe(3-x)Si]Ph are 1.0 (x = 0), 2.1 (x = 1), 0.35 (x = 2), and 0.056 (x = 3). The reactivity sequence as x is increased is attributed to opposition between a rate enhancement associated with the increasing electron release and a rate retardation associated with increasing steric hindrance, especially hindrance to solvation of the transition state.