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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
Pricing and availability is not currently available.

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[1] such as vinyl-oligo(fluorene) polymer[2] and boronic ester based self-healing polymer.[3] It can also be used as a precursor in the synthesis of aggregation induced emission (AIE) dye.[4]

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000411742
0000307086
0000307093
0000307086
0000290872

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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)
Room-temperature self-healing polymers based on dynamic-covalent boronic esters.
Cash J J, et al.
Macromolecules, 48(7), 2098-2106 (2015)
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)
Cross-linkable aggregation induced emission dye based red fluorescent organic nanoparticles and their cell imaging applications.
Zhang X, et al.
Polym. Chem., 4(19), 5060-5064 (2013)
View All Related Papers

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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