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
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 |
