Identification | Back Directory | [Name]
triMethyl((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)ethynyl)silane | [CAS]
159087-46-4 | [Synonyms]
(trimethylsilyl)ethynylboronic acid pinacol ester 4,4,5,5-TetraMethyl-2-triMethylsilanylethynyl-[1,3,2]dioxaborolane triMethyl((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)ethynyl)silane 4,4,5,5-tetramethyl-2-[2-(trimethylsilyl)ethynyl]-1,3,2-Dioxaborolane 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-[(trimethylsilyl)ethynyl]- 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-[2-(trimethylsilyl)ethynyl]- trimethyl(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethynyl)silane 4,4,5,5-tetramethyl-2-[2-(trimethylsilanyl) ethynyl][1,3,2]dioxaborolane | [Molecular Formula]
C11H21BO2Si | [MDL Number]
MFCD13182130 | [MOL File]
159087-46-4.mol | [Molecular Weight]
224.18 |
Chemical Properties | Back Directory | [Boiling point ]
211.1±23.0 °C(Predicted) | [density ]
0.91±0.1 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [Appearance]
White to off-white Solid |
Hazard Information | Back Directory | [Synthesis]
GENERAL METHODS: A mixture of isopropanol pinacol borate (0.5 mmol), trimethylsilyl acetylene (0.75 mmol), PPh3 with L1 and AgCl (1 mol%), and Cs2CO3 (1.1 mmol) in DMF (5 mL) was stirred for 24 hr at 50°C in an Ar atmosphere. After completion of the reaction, the reaction mixture was acidified with 1 M hydrochloric acid solution in an ice-water bath and the aqueous phase was extracted with ethyl acetate (three times). The combined organic layers were washed with brine, dried with Na2SO4 and subsequently concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to afford 4,4,5,5-tetramethyl-2-trimethylsilylalkynyl-[1,3,2]dioxaborolane. | [References]
[1] Tetrahedron, 2014, vol. 70, # 35, p. 5815 - 5819 [2] Tetrahedron, 2013, vol. 69, # 5, p. 1546 - 1552 [3] Patent: WO2016/97870, 2016, A1. Location in patent: Page/Page column 0174 [4] Patent: WO2013/52394, 2013, A1. Location in patent: Paragraph 00253 [5] Journal of Organic Chemistry, 2013, vol. 78, # 23, p. 11637 - 11645 |
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