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417580

Sigma-Aldrich

4-Vinylphenylboronic acid

≥95%

Synonym(s):

(4-Ethenylphenyl)boronic acid, (p-Vinylphenyl)boronic acid, 4-Styrylboronic acid, 4-Vinylbenzeneboronic acid, p-Vinylbenzeneboronic acid

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About This Item

Linear Formula:
H2C=CHC6H4B(OH)2
CAS Number:
2156-04-9
Molecular Weight:
147.97
MDL number:
MFCD00239441
UNSPSC Code:
12352103
PubChem Substance ID:
24866162
NACRES:
NA.22

assay

≥95%

form

powder

mp

190-193 °C (lit.)

SMILES string

OB(O)c1ccc(C=C)cc1

InChI

1S/C8H9BO2/c1-2-7-3-5-8(6-4-7)9(10)11/h2-6,10-11H,1H2

InChI key

QWMJEUJXWVZSAG-UHFFFAOYSA-N

Application

4-Vinylphenylboronic acid is commonly used in the synthesis of styrene-based organoboron polymers such as vinyl-oligo(fluorene) polymer and boronic ester based self-healing polymer. It can also be used as a precursor in the synthesis of aggregation induced emission (AIE) dye.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000307093
0000307086
0000290872
0000222772
0000222771

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Room-temperature self-healing polymers based on dynamic-covalent boronic esters.
Cash J J, et al.
Macromolecules, 48(7), 2098-2106 (2015)
Living anionic polymerization of styrene derivatives para-substituted with π-conjugated oligo (fluorene) moieties.
Sugiyama K, et al.
Macromolecules, 42(12), 4053-4062 (2009)
Ayman H Kamel et al.
Polymers, 12(6) (2020-06-27)
Herein, we present for the first time a novel potentiometric sensor based on the stimulus-responsive molecularly imprinted polymer (MIP) as a selective receptor for neutral dopamine determination. This smart receptor can change its capabilities to recognize according to external environmental
Hyeon Jun Sim et al.
ACS applied materials & interfaces, 12(18), 20228-20233 (2020-04-11)
A helical configuration confers a great advantage in artificial muscle due to great movement potential. However, most helical fibers are exposed to a high temperature to produce the coiled helical structure. Hence, thermoset polymer-composed hydrogels are difficult to fabricate as
Facile strategy to well-defined water-soluble boronic acid (co) polymers.
Cambre J N, et al.
Journal of the American Chemical Society, 129(34), 10348-10349 (2007)
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