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254738

Sigma-Aldrich

4-Vinylbenzoic acid

97%

Synonym(s):

Styrene-4-carboxylic acid

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About This Item

Linear Formula:
H2C=CHC6H4CO2H
CAS Number:
1075-49-6
Molecular Weight:
148.16
Beilstein:
2041130
EC Number:
214-053-4
MDL number:
MFCD00002569
UNSPSC Code:
12162002
PubChem Substance ID:
24855403
NACRES:
NA.23
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Quality Level

100

Assay

97%

mp

142-144 °C (lit.)

SMILES string

OC(=O)c1ccc(C=C)cc1

InChI

1S/C9H8O2/c1-2-7-3-5-8(6-4-7)9(10)11/h2-6H,1H2,(H,10,11)

InChI key

IRQWEODKXLDORP-UHFFFAOYSA-N

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General description

4-Vinylbenzoic acid (4-VBA), also known as styrene-4-carboxylic acid, is an aromatic compound characterized by a vinyl group attached to the para position of benzoic acid. Its vinyl group allows for free radical polymerization, facilitating the formation of various copolymers and hydrogels, making it a versatile monomer in materials science. 4-VBA exhibits good thermal stability, which is essential for applications requiring high-temperature processing and stability. Additionally, 4-VBA can also be modified to enhance its biocompatibility, making it suitable for drug delivery systems and tissue engineering.

Application

4-Vinylbenzoic acid can be used as:
  • A capping agent in the preparation of polyrotaxane hydrogels. The incorporation of 4-VBA modifies and enhances the structural integrity and functionality of the resulting hydrogels, rendering them suitable for biological applications.
  • A monomer in the synthesis of molecularly imprinted polymers (MIPs). The incorporation of 4-VBA contributes to improved selectivity in MIPs. The study highlights that MIPs synthesized with 4-VBA exhibit significant binding affinity towards specific biomolecules, making them effective for applications such as drug delivery and biosensing.
  • A functional monomer in the synthesis of benzoic acid-modified monolithic columns. These columns are suitable for a wide range of applications, including drug analysis and environmental monitoring, where the separation of small, polar molecules is often challenging.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV3766
MKCQ8812
MKCN1808
MKCJ0244
MKCH4992

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Chen Liang et al.
Journal of agricultural and food chemistry, 66(38), 10086-10096 (2018-09-18)
Polymeric sorbents are frequently used in wine, either as solid phase extraction materials for isolation of analytes or as sorptive materials for removal of undesirable compounds (amelioration). Six new polymeric sorbents were produced thermally or in a microwave from various
Ghadeer F Abu-Alsoud et al.
Journal of chromatography. A, 1629, 461463-461463 (2020-08-26)
Cross-reactivity is an important feature of molecularly imprinted polymers (MIPs), and is central to successful use of a pseudo-template in molecular imprinting. The adsorption and cross-reactivity of a molecularly imprinted polymer (MIP) designed for recognition of phenols from water was
Marcin Woźnica et al.
Journal of separation science, 42(7), 1412-1422 (2019-01-27)
The objective of this article was to design the selective molecularly imprinted sorbent dedicated to the solid-phase extraction of S-pramipexole from the complex matrix such as human urine. For that purpose, S-2,6-diamino-4,5,6,7-tetrahydrobenzothiazole was used as the template acting as the
Sung-Hwan Lim et al.
Nature communications, 8(1), 360-360 (2017-08-27)
Synthesis of binary nanoparticle superlattices has attracted attention for a broad spectrum of potential applications. However, this has remained challenging for one-dimensional nanoparticle systems. In this study, we investigate the packing behavior of one-dimensional nanoparticles of different diameters into a
Monika Sobiech et al.
Journal of chromatography. A, 1613, 460677-460677 (2019-11-16)
The objective of this paper was to extend comprehensive theoretical and experimental investigations at the molecular level to identify factors responsible for the high selectivity of imprinted sorbents. This knowledge was utilized in a new analytical strategy devoted to the
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    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?

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    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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