Biphenyl-2-boronic acid

Inquiry

Molecular Formula:

C12H11BO2

Molecular Weight:

198.02

CAS Number:

4688-76-0

Catalog Number:

4688-76-0

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.

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

Canonical 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

Hydrogen Bond Acceptor Count

Rotatable Bond Count

Exact Mass

198.0852098 g/mol

Monoisotopic Mass

198.0852098 g/mol

Topological Polar Surface Area

40.5Å²

Heavy Atom Count

Formal Charge

Complexity

190

Isotope Atom Count

Defined Atom Stereocenter Count

Undefined Atom Stereocenter Count

Defined Bond Stereocenter Count

Undefined Bond Stereocenter Count

Covalently-Bonded Unit Count

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

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