794287
Bis[(pinacolato)boryl]methane
别名:
2,2′-Methylenebis[4,4,5,5-tetramethyl-1,3,2-dioxaborolane], Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methane
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关于此项目
经验公式（希尔记法）:
C13H26B2O4
化学文摘社编号:
分子量:
267.97
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
InChI key
MQYZGGWWHUGYDR-UHFFFAOYSA-N
SMILES string
CC(C(C)(C)O1)(C)OB1CB2OC(C)(C)C(C)(C)O2
InChI
1S/C13H26B2O4/c1-10(2)11(3,4)17-14(16-10)9-15-18-12(5,6)13(7,8)19-15/h9H2,1-8H3
form
solid
greener alternative product characteristics
Catalysis
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Greener Alternative Product
mp
48 °C
greener alternative category
storage temp.
2-8°C
Quality Level
Application
Bis-boronate has been reported by Morken and coworkers to be a key building block in the synthesis of enantioenriched secondary boronate esters, which undergo facile Suzuki-Miyaura coupling with minimal erosion of enantiopurity.
Bis[(pinacolato)boryl]methane may be used in the preparation of trans-vinyl boronate esters, via the Boron-Wittig reaction.
General description
Bis[(pinacolato)boryl]methane is an aryl boronate ester.
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Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
A Catalytic Enantiotopic-Group-Selective Suzuki Reaction for the Construction of Chiral Organoboronates
Sun C, et al.
Journal of the American Chemical Society, 136, 6534-6537 (2014)
John R Coombs et al.
Organic letters, 17(7), 1708-1711 (2015-03-24)
A highly stereoselective boron-Wittig reaction between stable and readily accessible 1,1-bis(pinacolboronates) and aldehydes furnishes a variety of synthetically useful di- and trisubstituted vinyl boronate esters.
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