82142-18-5

Basic information

• Product Name: 3-Trimethylsilylbenzonitrile
• Synonyms: 3-TRIMETHYLYSILYLBENZONITRILE;3-Trimethylsilylbenzonitrile;3-Trimethlysilanylbenzonitrile
• CAS NO: 82142-18-5
• Molecular Formula: C₁₀H₁₃NSi
• Molecular Weight: 175.30242
• Mol File: 82142-18-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Trimethylsilylbenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Trimethylsilylbenzonitrile(82142-18-5)
• EPA Substance Registry System: 3-Trimethylsilylbenzonitrile(82142-18-5)

Safety Data

• Hazardous Substances Data: 82142-18-5(Hazardous Substances Data)

Upstream product

• 768-32-1 trimethylphenylsilane 
• 557-21-1 zinc(II) cyanide 
• 22515-28-2 trimethyl(3-(methylthio)phenyl)silane 
• 33733-73-2 3-bromo-1-(methylthio)benzene 

Relevant articles and documents

Nickel-Catalyzed Cyanation of Aryl Thioethers

A nickel-catalyzed cyanation of aryl thioethers using Zn(CN)2 as a cyanide source has been developed to access functionalized aryl nitriles. The ligand dcype (1,2-bis(dicyclohexylphosphino)ethane) in combination with the base KOAc (potassium acetate) is essential for achieving this transformation efficiently. This reaction involves both a C-S bond activation and a C-C bond formation. The scalability, low catalyst and reagents loadings, and high functional group tolerance have enabled both late-stage derivatization and polymer recycling, demonstrating the reaction's utility across organic chemistry.

Preparation of 6-Substituted 2-(trimethylsilyl)-1,3-cyclohexadienes and 3-Substituted Trimethylphenylsilanes

Tricarbonyliron (1) reacts with triphenylmethyl tetrafluoroborate via hydride abstraction to the isomeric trimethylsilylated cationic complexes 2 and 3 (isomer ratio 2/3 = 97 : 3).Nucleophiles add to 2 in good yields to give 6-substituted tricarbonyliron complexes 4, which give the dienes 5 by oxidative cleavage of the tricarbonyliron group.The trimethylphenylsilanes 6 result from subsequent aromatization with DDQ.