683434

(Dimethylphenylsilyl)boronic acid pinacol ester

95%

• Synonyme(s) : 2-(Dimethylphenylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, B-(dimethylphenylsilyl)pinacolborane
• Formule empirique (notation de Hill): C₁₄H₂₃BO₂Si
• Numéro CAS: 185990-03-8
• Poids moléculaire : 262.23
• Numéro MDL: MFCD05664111
• Code UNSPSC : 12352103
• ID de substance PubChem : 24885765
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 100
• Pureté: 95%
• Forme: liquid
• Indice de réfraction: n20/D 1.4946
• Densité: 0.962 g/mL at 25 °C
• Chaîne 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
• Clé InChI: ARMSAQNLTKGMGM-UHFFFAOYSA-N

Description

Application

(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.

Informations sur la sécurité

• Code de la classe de stockage: 10 - Combustible liquids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable