525685
Bis(hexylene glycolato)diboron
96%
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About This Item
Empirical Formula (Hill Notation):
C12H24B2O4
CAS Number:
Molecular Weight:
253.94
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
InChI
1S/C12H24B2O4/c1-9-7-11(3,4)17-13(15-9)14-16-10(2)8-12(5,6)18-14/h9-10H,7-8H2,1-6H3
SMILES string
CC1CC(C)(C)OB(O1)B2OC(C)CC(C)(C)O2
InChI key
UEBSWKNVDRJVHN-UHFFFAOYSA-N
assay
96%
mp
98-102 °C (lit.)
Quality Level
Related Categories
Application
Bis(hexylene glycolato)diboron can be used as a reagent:
- To prepare aryl boronate esters via metal-catalyzed direct C-H borylation of aryl compounds.
- In the chemoselective synthesis of C−C coupling products via nickel catalyzed coupling of primary and secondary alkyl halides.
- In the nickel-catalyzed regioselective arylboration of terminal nonactivated alkenes to yield alkyl boranes.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Find documentation for the products that you have recently purchased in the Document Library.
Borylation of Arenes with Bis (hexylene glycolato) diboron
Liskey CW and Hartwig JF
Synthesis, 45(13), 1837-1842 (2013)
Nickel-Catalyzed Migratory Arylboration of Nonactivated Alkenes
Wang W, et al.
Synlett, 30(16), 1850-1854 (2019)
Nickel-catalyzed cross-coupling of unactivated alkyl halides using bis (pinacolato) diboron as reductant
X Hailiang, et al.
Chemical Science, 4(10), 4022-4029 (2013)
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