542202
2-Biphenylboronic acid
≥95%
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About This Item
Linear Formula:
C6H5C6H4B(OH)2
CAS Number:
Molecular Weight:
198.03
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Product Name
2-Biphenylboronic acid, ≥95%
InChI
1S/C12H11BO2/c14-13(15)12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9,14-15H
SMILES string
OB(O)c1ccccc1-c2ccccc2
InChI key
HYCYKHYFIWHGEX-UHFFFAOYSA-N
assay
≥95%
mp
167-172 °C (lit.)
functional group
phenyl
Application
Reactant involved in:
- Suzuki-Miyaura cross-coupling reactions with arylhalides, dibromovinyl precursors, alkenyl tosylates and mesylates, and quinoline carboxylates
- Intramolecular Friedel-Crafts alkylation for synthesis of chiral tetralins
- Hydroxylation to phenols
- Oxidative coupling iwth alkynes
Substrate employed in a palladium-catalyzed cross-coupling with benzylic acetates providing diarylmethanes.
Other Notes
Contains varying amounts of anhydride.
Storage Class
13 - Non 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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Dongxue Han et al.
Nature communications, 11(1), 5659-5659 (2020-11-11)
Chiral optical materials based on circularly polarized luminescence (CPL) have emerged rapidly due to their feasible applications in diverse fields of research. However, limited to the small luminescence dissymmetry factor (glum), real application examples have rarely been reported. Here, we
Chuei Wakasugi et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(24), 5449-5458 (2020-02-23)
Transition-metal complexes bearing biaryl-2,2'-diyl ligands tend to show intense luminescence. However, difficulties in synthesis have prevented their further functionalization and practical applications. Herein, a series of platinum(II) complexes bearing biaryl-2,2'-diyl ligands, which have never been prepared in air, were synthesized
Ryoichi Kuwano et al.
Chemical communications (Cambridge, England), (47), 5899-5901 (2005-12-01)
Benzylic acetates reacted with arylboronic acids in the presence of a DPEphos-[Pd(eta3-C3H5)Cl]2 catalyst when tert-amyl alcohol was used as a solvent, and the catalytic cross-couplings produced diarylmethanes in high yields (up to 94% isolated yield).
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