Biphenyl-2-boronic acid
Product Information
Molecular Formula
C12H11BO2
Molecular Weight
198.02
Description
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.
Substrate employed in a palladium-catalyzed cross-coupling with benzylic acetates providing diarylmethanes.
Synonyms
2-Biphenylboronic acid; (2-phenylphenyl)boronic Acid; biphenyl-2-ylboronic acid; (2-Phenylphenyl)Boranediol; 2-Biphenylboronicacid; [1,1'-biphenyl]-2-ylboronic acid; 2-BIPHENYLYLBORONIC ACID; Biphenyl-2-bronic acid; Boronic acid, [1,1'-biphenyl]yl-; 1,1'-biphenyl-2-boronic acid; 2-PHENYLBENZENEBORONIC ACID; m-biphenylboronic acid; o-biphenylboronic acid; p-biphenylboronic acid; m-biphenyl boronic acid; Phenylboronic acid, 24; Biphenyl-2-ylbronic acid; (2-biphenyl)boronic acid; 1,1'-biphenylboronic acid; 2-phenylbenzene boronic acid; (biphenyl-2-yl)boronic acid
IUPAC Name
(2-phenylphenyl)boronic acid
SMILES
B(C1=CC=CC=C1C2=CC=CC=C2)(O)O
InChI
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-UHFFFAOYAK
Melting Point
167-172 °C (lit.)
Flash Point
Not applicable
Purity
≥95%
Computed Properties
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
2
Exact Mass
198.0852098 g/mol
Monoisotopic Mass
198.0852098 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
15
Formal Charge
0
Complexity
190
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113651934-A | Boride modified thermosetting phenolic resin and preparation and degradation method of composite material thereof | 2021-08-31 |
| CN-113511966-A | Synthesis method of trifluoromethyl substituted dihydrophenanthrene compound | 2021-08-19 |
| CN-113620795-A | Method for synthesizing benzocycloheptenone compounds | 2021-08-19 |
| CN-113773503-A | Boron-containing organic silicon tackifier and preparation method and application thereof | 2021-08-17 |
| CN-113549081-A | Organic compound and organic electroluminescent device using same | 2021-07-26 |
| CN-113336800-A | Metal organic complex and preparation method and application thereof | 2021-06-03 |
| CN-113075182-A | Portable device for measuring concentration of disinfectant | 2021-03-26 |
| CN-113004191-A | White circular polarization luminescent organic micro-nano crystal material and preparation method thereof | 2021-03-22 |
| CN-112707915-A | Quinoline novel material containing benzofuran structure and preparation method and application thereof | 2020-12-28 |
| CN-112574010-A | Preparation method of triphenylene derivative | 2020-11-23 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 21319772 | 2011-03-07 | Synthesis of boroxine-linked aluminum complexes | Inorganic chemistry |
| 19375921 | 2009-05-15 | Carbonic anhydrase inhibitors. Inhibition of the human cytosolic isoforms I and II and transmembrane, tumor-associated isoforms IX and XII with boronic acids | Bioorganic & medicinal chemistry |
| 18983140 | 2008-11-27 | Discovery of boronic acids as novel and potent inhibitors of fatty acid amide hydrolase | Journal of medicinal chemistry |
| 5833 | 1975-01-01 | [Antihypertensive effect of a long-acting beta blockader] | Verhandlungen der Deutschen Gesellschaft fur Innere Medizin |
