Benzeneboronic Acid

Product Information

Molecular Formula:
C6H7O2B
Molecular Weight:
121.93
Description
Phenylboronic acid may be employed in the following reactions: Rhodium-catalyzed intramolecular amination; Pd-catalyzed direct arylation ; Mizoroki-Heck and Suzuki-Miyaura coupling reactions catalyzed by palladium nanoparticles ; Palladium-catalyzed stereoselective Heck-type reaction; Highly effective Palladium-catalyzed arylation Suzuki-Miyaura cross-coupling in water. Phenylboronic acid may be employed as reagent in the preparation of: Ni(II) pincer complex and Pd(II) pyridoxal hydrazone metallacycles as catalysts for the Suzuki-Miyaura cross-coupling reactions; N-type polymers for all-polymer solar cells; Novel series of potent and selective mTOR kinase inhibitors; Inhibitors of lactate dehydrogenase against cancer cell proliferation.
Synonyms
phenylboronic acid; phenylboronic acid
IUPAC Name
phenylboronic acid
Canonical SMILES
B(C1=CC=CC=C1)(O)O
InChI
InChI=1S/C6H7BO2/c8-7(9)6-4-2-1-3-5-6/h1-5,8-9H
InChI Key
HXITXNWTGFUOAU-UHFFFAOYSA-N
Boiling Point
265.9 ℃ at 760 mmHg
Melting Point
216-219 ℃ (lit.)
Flash Point
Not applicable
Purity
≥ 97.0 % (HPLC)
Density
1.13 g/cm3
Appearance
Solid
LogP
-0.63360
Vapor Pressure
0.00000856 [mmHg]

Safety Information

Hazards
H302
Precautionary Statement
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning

Computed Properties

Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Exact Mass
122.0539096 g/mol
Monoisotopic Mass
122.0539096 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
9
Formal Charge
0
Complexity
79.1
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
US-2016272588-A1 Usp7 inhibitor compounds and methods of use 2015-03-20
US-2016264518-A1 Alpha-cinnamide compounds and compositions as hdac8 inhibitors 2015-03-13
US-2016257633-A1 Processes for preparing (r)-1-(5-chloro-[1,1`-biphenyl]-2-yl)-2,2,2-trifluoroethanol and 1-(5-chloro-[1,1`-biphenyl]-2-yl)-2,2,2-trifluoroethanone 2015-03-05
US-2016251361-A1 Imidazopyrimidine and imidazotriazine derivative, and pharmaceutical composition comprising the same 2015-02-26
US-2016244449-A1 Bicyclic heterocycles as fgfr4 inhibitors 2015-02-20
US-2016240783-A1 Indenotriphenylene-based amine derivative for organic electroluminescent device 2015-02-17
US-2016229833-A1 Quinazolinones and azaquinazolinones as ubiquitin-specific protease 7 inhibitors 2015-02-05
US-2016229872-A1 Isothiazolopyrimidinones, pyrazolopyrimidinones, and pyrrolopyrimidinones as ubiquitin-specific protease 7 inhibitors 2015-02-05
US-2016221972-A1 3-alkyl bicyclic [4,5,0] hydroxamic acids as hdac inhibitors 2015-02-02
US-2016221973-A1 3-aryl bicyclic [4,5,0] hydroxamic acids as hdac inhibitors 2015-02-02

Literatures

PMID Publication Date Title Journal
26025252 2015-05-01 Phenylboronic Acid Solid Phase Extraction Cleanup and Isotope Dilution Liquid Chromatography-Tandem Mass Spectrometry for the Determination of Florfenicol Amine in Fish Muscles Journal of AOAC International
22796889 2012-11-01 Emergence of NDM-1- and IMP-14a-producing Enterobacteriaceae in Thailand The Journal of antimicrobial chemotherapy
22978786 2012-10-24 A structure-function relationship for the optical modulation of phenyl boronic acid-grafted, polyethylene glycol-wrapped single-walled carbon nanotubes Journal of the American Chemical Society
22907668 2012-10-22 A phenylboronate-functionalized polyion complex micelle for ATP-triggered release of siRNA Angewandte Chemie (International ed. in English)
22957842 2012-10-08 Phenylboronic acid-based complex micelles with enhanced glucose-responsiveness at physiological pH by complexation with glycopolymer Biomacromolecules
22930528 2012-09-17 A mechanically controlled indicator displacement assay Angewandte Chemie (International ed. in English)
22835873 2012-09-01 Anion inhibition studies of an α-carbonic anhydrase from the thermophilic bacterium Sulfurihydrogenibium yellowstonense YO3AOP1 Bioorganic & medicinal chemistry letters
22517671 2012-07-01 Phenylboronic-acid-modified amphiphilic polyether as a neutral gene vector Macromolecular bioscience
22951650 2012-07-01 [Detection of plasmid-mediated AmpC beta-lactamase in clinical isolates of cefoxitin-resistant Escherichia coli and Klebsiella pneumoniae] Mikrobiyoloji bulteni
23032831 2012-07-01 Phenotypic method for differentiation of carbapenemases in Enterobacteriaceae: study from north India Indian journal of pathology & microbiology
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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