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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

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
Room-temperature self-healing polymers based on dynamic-covalent boronic esters.
Cash J J, et al.
Macromolecules, 48(7), 2098-2106 (2015)
Jian Wang et al.
Journal of separation science, 40(5), 1201-1208 (2016-12-23)
Synthesis of 1,3,5,7-tetranitro-1,3,5,7-tetraazacyclooctane and 1,3,5-trinitro-1,3,5-triazacyclohexane by the Bachmann process leads to a mixture of both. The separation of 1,3,5,7-tetranitro-1,3,5,7-tetraazacyclooctane and 1,3,5-trinitro-1,3,5-triazacyclohexane from their mixture is difficult because the sizes and physical properties of these homologous compounds are similar. For this
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