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Chemical PropertiesBack Directory
[InChI]

InChI=1S/C30H31BO2Si/c1-29(2)30(3,4)33-31(32-29)24-15-14-22-28(23-24)34(25-16-8-5-9-17-25,26-18-10-6-11-19-26)27-20-12-7-13-21-27/h5-23H,1-4H3
[InChIKey]

UMUHVDZWEAZSRP-UHFFFAOYSA-N
[SMILES]

O1C(C)(C)C(C)(C)OB1C1=CC=CC([Si](C2=CC=CC=C2)(C2=CC=CC=C2)C2=CC=CC=C2)=C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P280-P302+P352-P362+P364
[HS Code ]

2934999090
Raw materials And Preparation ProductsBack Directory
[Raw materials]

(3-Bromophenyl)triphenylsilane-->2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Spectrum DetailBack Directory
[Spectrum Detail]

triphenyl[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]silane(1391041-75-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

Add (3-bromophenyl)triphenylsilane (72.0g, 173 mmol) and THF (1576 ml) to a 5L flask. The resulting reaction mixture was stirred and cooled to -78°C. A solution of hexyllithium in hexane (2.3M, 113ml, 260mmol) was added over 20 minutes and stirred for 45 minutes. Then, slowly add a solution of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (60.1ml, 295mmol) in THF (158ml), And the reaction mixture was warmed to room temperature and stirred overnight (about 16 hours). The reaction mixture was quenched with ice-cold water (1 L), and the organic layer was separated. The aqueous layer was extracted with EtOAc (2×700 mL), and the combined organic layer was dried over Na2SO4, filtered, and concentrated. The off-white solid was wet-milled with heptane (500 mL) to obtain triphenyl[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]silane as a white solid (64.97g).
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