4-Carboxybenzeneboronic Acid

Product Information

Molecular Formula:
C7H7O4B
Molecular Weight:
165.94
Description
Reactant involved in: Condensation reactions with stabilizer chains at the surface of polystyrene latex; Suzuki coupling reactions; Esterification; Derivatization of polyvinylamine; Synthesis of isotopically labeled mercury; Functionalization of poly-SiNW for detection of dopamine Reagent used for: Suzuki-Miyaura cross-coupling; Induction of pH sensitivity on fluorescence lifetime of quantum dots by NIR fluorescent dyes ; Bio-supported palladium nanoparticles as phosphine-free catalyst for Suzuki reaction in water ; Chan-Lam-type Copper (Cu)-catalyzed S-arylation with aryl boronic acids at room temperatureReagent used in Preparation of; Isoquinolones via regioselective Suzuki-Miyaura cross-coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulation; Amprenavir-based P1-substituted bi-aryl derivatives as ultra-potent HIV-1 protease inhibitors ; Phenols via visible-light initiated aerobic oxidative hydroxylation of arylboronic acids using air as oxidant catalyzed by Ruthenium (Ru)-complex; Glucose sensitive boronic acid-bearing block copolymers; Trisulfonated calixarene upper-rim sulfonamido derivatives and their complexation with the trimethyllysine epigenetic mark.
Synonyms
4-boronobenzoic acid; 4-boronobenzoic acid
IUPAC Name
4-boronobenzoic acid
Canonical SMILES
B(C1=CC=C(C=C1)C(=O)O)(O)O
InChI
InChI=1S/C7H7BO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4,11-12H,(H,9,10)
InChI Key
SIAVMDKGVRXFAX-UHFFFAOYSA-N
Boiling Point
325.1 °C at 760 mmHg
Melting Point
220 °C (dec.) (lit.)
Flash Point
Not applicable
Density
1.3 g/cm3
Appearance
Powder
Storage
Keep in dark place, Sealed in dry, Room Temperature
LogP
-0.93540

Safety Information

Precautionary Statement
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501
Signal Word
Warning

Computed Properties

Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Exact Mass
166.0437389 g/mol
Monoisotopic Mass
166.0437389 g/mol
Topological Polar Surface Area
77.8Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
163
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-113956776-A Preparation method of powderable self-repairing flame-retardant low-VOC (volatile organic compound) polyurethane coating and application of powderable self-repairing flame-retardant low-VOC polyurethane coating in automobile leather 2021-12-06
CN-113956777-A Preparation and application methods of self-repairing flame-retardant, droplet-resistant and abrasion-resistant polyurethane coating 2021-12-06
CN-113827554-A Preparation method and application of drug-loaded hydrogel 2021-10-22
CN-113811174-A Transparent protective film for resisting high-power electromagnetic waves and production method thereof 2021-10-20
CN-113811174-B Transparent protective film for resisting high-power electromagnetic waves and production method thereof 2021-10-20
CN-113899896-A Microchip for identifying selenium sugar, qualitative analysis method of selenium sugar and application 2021-08-16
CN-113717391-A Boron-containing zirconium-based metal organic framework material and preparation method and application thereof 2021-07-14
CN-113388049-A Macromolecular derivative, preparation method thereof and application thereof in biological tissue adhesive 2021-06-24
CN-113209106-A Polyethylene glycol-phenylboronic acid modified dendrimer coated copper ion/tirapazamine compound and preparation method and application thereof 2021-05-21
CN-113275016-A Preparation and application of porous metal silicate material 2021-05-18

Literatures

PMID Publication Date Title Journal
22204384 2012-02-07 Polypyrrole-palladium nanocomposite coating of micrometer-sized polymer particles toward a recyclable catalyst Langmuir : the ACS journal of surfaces and colloids
21543232 2011-12-01 Biological evaluation of dopamine analogues containing phenylboronic acid group as new boron carriers Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine
21782864 2011-10-30 Role of boronic acid moieties in poly(amido amine)s for gene delivery Journal of controlled release : official journal of the Controlled Release Society
20855189 2010-11-15 5×5 CMOS capacitive sensor array for detection of the neurotransmitter dopamine Biosensors & bioelectronics
20452208 2010-06-01 Structural study of phenyl boronic acid derivatives as AmpC beta-lactamase inhibitors Bioorganic & medicinal chemistry letters
19822427 2009-11-15 Inhibitors of bacterial N-succinyl-L,L-diaminopimelic acid desuccinylase (DapE) and demonstration of in vitro antimicrobial activity Bioorganic & medicinal chemistry letters
21578772 2009-11-07 4-(1-Naphth-yl)benzoic acid Acta crystallographica. Section E, Structure reports online
19731939 2009-10-08 Synthesis and evaluation of 3-(dihydroxyboryl)benzoic acids as D,D-carboxypeptidase R39 inhibitors Journal of medicinal chemistry
19590772 2009-05-07 Colorful methods to detect ion channels and pores: intravesicular chromogenic probes that respond to pH, pM and covalent capture Organic & biomolecular chemistry
21583091 2009-05-07 4,4'-(Anthracene-9,10-di-yl)dibenzoic acid dimethyl-formamide disolvate Acta crystallographica. Section E, Structure reports online
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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