17921-68-5

Basic information

• Product Name: 4-Trimethylsilylbenzonitrile
• Synonyms: 4-Trimethylsilylbenzonitrile;4-TRIMETHYLYSILYLBENZONITRILE;4-Trimethlysilanylbenzonitrile
• CAS NO: 17921-68-5
• Molecular Formula: C₁₀H₁₃NSi
• Molecular Weight: 175.30242
• Mol File: 17921-68-5.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 245.1°Cat760mmHg
• Flash Point: 102°C
• Appearance: /
• Density: 0.94g/cm³
• CAS DataBase Reference: 4-Trimethylsilylbenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Trimethylsilylbenzonitrile(17921-68-5)
• EPA Substance Registry System: 4-Trimethylsilylbenzonitrile(17921-68-5)

Safety Data

• Hazardous Substances Data: 17921-68-5(Hazardous Substances Data)

Upstream product

• 106-39-8 bromochlorobenzene 
• 557-21-1 zinc(II) cyanide 
• 10557-71-8 4-chlorophenyltrimethylsilane 
• 623-00-7 4-bromobenzenecarbonitrile 
• 623-03-0 4-Cyanochlorobenzene 
• 768-32-1 trimethylphenylsilane 
• 6999-03-7 1-bromo-4-(trimethylsilyl)benzene 
• 75-05-8 acetonitrile 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 22480-64-4 4-bromophenyllithium 
• 544-92-3 copper(I) cyanide 
• 100-47-0 benzonitrile 
• 75-77-4 chloro-trimethyl-silane 
• 623-26-7 terephthalonitrile 

Downstream Products

• 1089723-50-1 ethyl 2-(3-((N-(4-(trimethylsilyl)benzyl)pyridine-3-sulfonamido)methyl)phenoxy)acetate 
• 1089723-51-2 2-(3-((N-(4-(trimethylsilyl)benzyl)pyridine-3-sulfonamido)methyl)phenoxy)acetic acid 
• 100-47-0 benzonitrile 
• 3058-39-7 4-iodobenzonitrile 
• 2199-32-8 4-trimethylsilylbenzaldehyde 
• 7662-83-1 4-trimethylsilanylbenzylamine 
• 81755-10-4 4-[18F]fluorobenzonitrile 
• 205128-49-0 3,4-Dibromo-1-(4-trimethylsilanyl-benzyl)-pyrrole-2,5-dione 

Relevant articles and documents

The 18F Radiofluorination of Arylsilanes

The synthesis of 18F labelled compounds by cleaving silanes with F2 is reported.

Sodium silylsilanolate enables nickel-catalysed silylation of aryl chlorides

Structurally diverse aryl chlorides were silylated with sodium silylsilanolate reagents in the presence of a Ni(cod)2catalyst complexed with a phosphine ligand; PMe2Ph for electron-rich substrates, and PCy2Ph for electron-deficient ones. The mild reaction conditions allowed the silylation of various aryl chlorides including functionalised drug molecules.

Nickel-catalyzed cyanation of aryl halides and triflates using acetonitrile: Via C-CN bond cleavage assisted by 1,4-bis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-dihydropyrazine

We developed a non-toxic cyanation reaction of various aryl halides and triflates in acetonitrile using a catalyst system of [Ni(MeCN)6](BF4)2, 1,10-phenanthroline, and 1,4-bis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-dihydropyrazine (Si-Me4-DHP). Si-Me4-DHP was found to function as a reductant for generating nickel(0) species and a silylation reagent to achieve the catalytic cyanation via C-CN bond cleavage.