3-Hydroxyphenylboronic Acid
Product Information
Molecular Formula
C6H7O3B
Molecular Weight
137.93
Description
3-Hydroxyphenylboronic acid (3-HPBA) can be used as a reagent: In Suzuki-Miyaura coupling reactions with aryl halides for the formation of C-C bond in the presence of Pd catalyst; To synthesize boron/nitrogen-doped polymer nano/microspheres by hydrothermal polymerization with formaldehyde and ammonia; To prepare carbon quantum dots based on 3-HPBA as selective fructose sensor; In the development of modified electrodes for electrochemical biosensors.
Synonyms
(3-hydroxyphenyl)boronic acid; (3-hydroxyphenyl)boronic acid
IUPAC Name
(3-hydroxyphenyl)boronic acid
SMILES
B(C1=CC(=CC=C1)O)(O)O
InChI
InChI=1S/C6H7BO3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,8-10H
InChI Key
WFWQWTPAPNEOFE-UHFFFAOYSA-N
Boiling Point
370 °C at 760 mmHg
Melting Point
210-213 °C (dec.) (lit.)
Flash Point
Not applicable
Purity
≥ 95.0 %
Density
1.32 g/cm3
LogP
-0.92800
Safety Information
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Exact Mass
138.0488242 g/mol
Monoisotopic Mass
138.0488242 g/mol
Topological Polar Surface Area
60.7Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
107
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-114163450-A | Thermochromic material with single rhodamine structure, developing composition, preparation method and application thereof | 2022-02-14 |
| CN-114163459-A | Thermochromic material with double rhodamine structures, color developing composition, and preparation method and application thereof | 2022-02-14 |
| CN-114163617-A | Thermochromic polymer material and application thereof | 2022-02-14 |
| CN-113929635-A | 1, 6-diphenyl-1H-benzo [ d ] [1,2,3] triazole compound and preparation method and application thereof | 2021-11-09 |
| CN-113444038-A | 2-aryl isonicotinic acid amide LSD1/HDAC double-target inhibitor, and preparation method and application thereof | 2021-07-07 |
| CN-113058646-A | Heterogeneous hindered Lewis acid-base pair catalyst and preparation method and application thereof | 2021-03-26 |
| CN-112778305-A | Pyridopyrimidone compounds and preparation method and application thereof | 2021-02-08 |
| CN-112778305-B | Pyridopyrimidinone compound and preparation method and application thereof | 2021-02-08 |
| CN-112480358-A | Visible light and active oxygen double-response type degradable polyurethane foam material and preparation method thereof | 2020-12-02 |
| CN-112521583-A | Double-response degradable polyurethane material containing phenylboronic acid group and preparation method thereof | 2020-12-02 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22302165 | 2012-04-01 | Electrochemically synthesized polymers in molecular imprinting for chemical sensing | Analytical and bioanalytical chemistry |
| 21319772 | 2011-03-07 | Synthesis of boroxine-linked aluminum complexes | Inorganic chemistry |
| 17712409 | 2007-08-22 | Computer-aided lead optimization: improved small-molecule inhibitor of the zinc endopeptidase of botulinum neurotoxin serotype A | PloS one |
| 15799708 | 2005-05-01 | An unbiased cell morphology-based screen for new, biologically active small molecules | PLoS biology |
