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About This Item
Linear Formula:
C6H5C6H4B(OH)2
CAS Number:
Molecular Weight:
198.03
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Assay
≥95%
mp
167-172 °C (lit.)
SMILES string
OB(O)c1ccccc1-c2ccccc2
InChI
1S/C12H11BO2/c14-13(15)12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9,14-15H
InChI key
HYCYKHYFIWHGEX-UHFFFAOYSA-N
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.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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).
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
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