933993-69-2

Basic information

• Product Name: 4-cyanophenyl-[2-(tetrahydro-2H-pyran-2-oxymethyl)-phenyl]dimethylsilane
• Synonyms: 4-cyanophenyl-[2-(tetrahydro-2H-pyran-2-oxymethyl)-phenyl]dimethylsilane
• CAS NO: 933993-69-2
• Molecular Weight: 351.521
• Mol File: 933993-69-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-cyanophenyl-[2-(tetrahydro-2H-pyran-2-oxymethyl)-phenyl]dimethylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: 4-cyanophenyl-[2-(tetrahydro-2H-pyran-2-oxymethyl)-phenyl]dimethylsilane(933993-69-2)
• EPA Substance Registry System: 4-cyanophenyl-[2-(tetrahydro-2H-pyran-2-oxymethyl)-phenyl]dimethylsilane(933993-69-2)

Safety Data

• Hazardous Substances Data: 933993-69-2(Hazardous Substances Data)

Upstream product

• 17100-66-2 2-(tetrahydropyranyloxy)methylbromobenzene 
• 623-00-7 4-bromobenzenecarbonitrile 
• 1601478-60-7 1,2-bis[2-{(2-tetrahydropyranyloxy)methyl}phenyl]-1,1,2,2-tetramethyldisilane 
• 110-87-2 3,4-dihydro-2H-pyran 
• 853955-58-5 dimethyl(2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)phenyl)silane 
• 3058-39-7 4-iodobenzonitrile 

Relevant articles and documents

Synthesis of HOMSi reagents by Pd/Cu-catalyzed silylation of bromoarenes with disilanes

Silylation of aryl bromides with disilanes of type {[2- (PGOCH2)C6H4]Me2Si}2 (PG: protecting group) successfully takes place in the presence of a Pd/Ruphos or Davephos/CuI catalytic system to afford HOMSi reagents containing various functional groups in good yields. BisHOMSi reagents were also prepared directly from the corresponding arylene dibromides.

Palladium-catalyzed silylation of electron-deficient aryl iodides using triorganosilane in the presence of pyridine and LiCl

Palladium-catalysed silylation of aryl iodides with electron-withdrawing groups was efficiently achieved using pyridine and lithium chloride as additives and conducting the reaction at room temperature. Functionalized aryl[2-(hydroxymethyl)-phenyl]dimethylsilanes were also prepared by palladium-catalysed reaction using THP-protected [2-(hydroxymethyl)-phenyl] dimethylsilane as a silylating agent followed by deprotection. Rhodium-catalysed 1,4-addition of the arylsilane was carried out using cyclohexenone as an enone in excellent yield. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.