1,4-Benzenediboronic Acid
Product Information
Molecular Formula
C6H8O4B2
Molecular Weight
165.75
Description
Reagent used for: Externally initiated Kumada catalyst-transfer polycondensation ; Suzuki-Miyaura cross-coupling reactions ; Energy transfer processes in optoelectronic devices ; Palladium-catalyzed sequential alkenylation and conjugate addition reactions ; Scholl cyclizations Reagent used in Preparation of; Crosslinkers and cross-linked core-shell nanoparticles by RAFT polymerization and palladium-catalyzed Suzuki coupling reaction ; Fluorescence and solution-processable coordination polymers ; Cyclotricatechylene based porous crystalline material for gas storage ; Indolizine derivatives as OLEDs ; Helically p-stacked thiophene-based copolymers with circularly polarized fluorescence ; Novel organic semiconductors and applications in organic thin-film transistors ; Highly twisted polycyclic aromatic hydrocarbons with unexptected reactivity.
Synonyms
(4-boronophenyl)boronic acid; (4-boronophenyl)boronic acid
IUPAC Name
(4-boronophenyl)boronic acid
SMILES
B(C1=CC=C(C=C1)B(O)O)(O)O
InChI
InChI=1S/C6H8B2O4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h1-4,9-12H
InChI Key
BODYVHJTUHHINQ-UHFFFAOYSA-N
Boiling Point
420.1 °C at 760 mmHg
Melting Point
>350 °C (lit.)
Flash Point
Not applicable
Purity
≥ 95.0 %
Density
1.33 g/cm3
LogP
-2.95380
Safety Information
Hazards
H302
Precautionary Statement
P264, P270, P301+P312, P330, and P501
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Exact Mass
166.0608691 g/mol
Monoisotopic Mass
166.0608691 g/mol
Topological Polar Surface Area
80.9Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
118
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-114182537-A | Heat-preservation and heat-insulation fabric for outdoor tent and preparation method thereof | 2021-12-01 |
| CN-113896866-A | Sulfone-modified conjugated organic polymer, and preparation method and application thereof | 2021-11-24 |
| CN-113933501-A | Immunomagnetic bead and preparation method and application thereof | 2021-11-09 |
| CN-113801615-A | Dynamically crosslinked SBS hot-melt pressure-sensitive adhesive and preparation method thereof | 2021-10-21 |
| CN-113845773-A | Sulfonic group doped microporous polyphenyl/polypyrrole composite material and preparation method and application thereof | 2021-10-09 |
| CN-113856755-A | CsPbBr3-xIxQuantum dot @ COF-5 composite photocatalytic material and preparation method and application thereof | 2021-09-30 |
| CN-113861538-A | Self-repairing conductive ring oxidized natural rubber composite material and preparation method thereof | 2021-09-30 |
| CN-113964379-A | Polyion liquid gel electrolyte based on boric acid ester bond and preparation method thereof | 2021-09-30 |
| CN-113856753-A | COF-5/CoAl-LDH heterojunction composite photocatalyst and preparation method and application thereof | 2021-09-24 |
| CN-113788944-A | Porous organic polymer and preparation method and application thereof | 2021-09-23 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22775491 | 2012-08-28 | Isoreticular two-dimensional covalent organic frameworks synthesized by on-surface condensation of diboronic acids | ACS nano |
| 21654646 | 2011-06-06 | Covalent organic frameworks: Growing honeycombs on graphene | Nature nanotechnology |
| 21474758 | 2011-04-08 | Oriented 2D covalent organic framework thin films on single-layer graphene | Science (New York, N.Y.) |
| 20651731 | 2010-08-01 | Lewis acid-catalysed formation of two-dimensional phthalocyanine covalent organic frameworks | Nature chemistry |
| 20354315 | 2010-04-01 | Benzene-1,4-diboronic acid-4,4'-bipyridine-water (1/2/2) | Acta crystallographica. Section C, Crystal structure communications |
| 19708046 | 2009-10-05 | Modelling the two-dimensional polymerization of 1,4-benzene diboronic acid on a Ag surface | Chemphyschem : a European journal of chemical physics and physical chemistry |
| 18427712 | 2009-03-01 | Synthesis of bis-amino acid derivatives by Suzuki cross-coupling, Michael addition and substitution reactions | Amino acids |
| 18186628 | 2008-08-04 | A new class of iridium complexes suitable for stepwise incorporation into linear assemblies: synthesis, electrochemistry, and luminescence | Inorganic chemistry |
| 18444643 | 2008-05-28 | Organized formation of 2D extended covalent organic frameworks at surfaces | Journal of the American Chemical Society |
| 18183990 | 2008-02-07 | Differentially protected benzenediboronic acids: divalent cross-coupling modules for the efficient synthesis of boron-substituted oligoarenes | Organic letters |
