(Dimethylphenylsilyl)boronic acid pinacol ester

ALDRICH/683434 - 95%

Synonym: 2-(Dimethylphenylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; B-(dimethylphenylsilyl)pinacolborane

CAS Number: 185990-03-8
Empirical Formula (Hill Notation): C₁₄H₂₃BO₂Si
Molecular Weight: 262.23
MDL Number: MFCD05664111
Linear Formula: C₁₄H₂₃BO₂Si
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-683434-5G	5 g	$151.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	95%
density	0.962 g/mL at 25 °C
form	liquid
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
InChI key	ARMSAQNLTKGMGM-UHFFFAOYSA-N
Quality Level	100
refractive index	n20/D 1.4946
SMILES string	CC1(C)OB(OC1(C)C)[Si](C)(C)c2ccccc2

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.

Packaging:

1, 5 g in glass bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	95%
Density	0.962 g/mL at 25 °C
Refractive Index	n20/D 1.4946
UNSPSC	12352103

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