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
Canonical 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
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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