683434

(Dimethylphenylsilyl)boronic acid pinacol ester

95%

• Sinónimos: 2-(Dimethylphenylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, B-(dimethylphenylsilyl)pinacolborane
• Fórmula empírica (notación de Hill): C₁₄H₂₃BO₂Si
• Número de CAS: 185990-03-8
• Peso molecular: 262.23
• Número MDL: MFCD05664111
• Código UNSPSC: 12352103
• ID de la sustancia en PubChem: 24885765
• NACRES: NA.22

Propiedades

• Análisis: 95%
• formulario: liquid
• índice de refracción: n20/D 1.4946
• densidad: 0.962 g/mL at 25 °C
• cadena SMILES: CC1(C)OB(OC1(C)C)[Si](C)(C)c2ccccc2
• InChI: 1S/C14H23BO2Si/c1-13(2)14(3,4)17-15(16-13)18(5,6)12-10-8-7-9-11-12/h7-11H,1-6H3
• Clave InChI: ARMSAQNLTKGMGM-UHFFFAOYSA-N

Descripción

Aplicación

(Dimethylphenylsilyl)boronic acid pinacol ester (Suginome′s reagent) can be used as a reagent:

• For the selective addition of dimethylphenylsilanyl group to cyclic and acyclic unsaturated ketones, esters, acrylonitriles using a copper catalyst.
• In the synthesis of (Z)-4-boryl-1-silyl-2-alkene derivatives by stereoselective addition of silicon-boron bond to acyclic 1,3-dienes in presence of Ni catalyst.
• In the preparation of silyl-substituted butenoate and β-silyl-substituted acrylate derivatives from allenes and propiolate derivatives via hydrosilylation reactions using a copper catalyst.
• In the palladium-catalyzed asymmetric silaboration of allenes and alkanes to offered corresponding β-borylallylsilanes and 2-boryl-1-silylalkanes respectively.

Información de seguridad

• Código de clase de almacenamiento: 10 - Combustible liquids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable