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Merck
CN

254738

4-Vinylbenzoic acid

97%

Synonym(s):

Styrene-4-carboxylic acid

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About This Item

Linear Formula:
H2C=CHC6H4CO2H
CAS Number:
Molecular Weight:
148.16
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
214-053-4
Beilstein/REAXYS Number:
2041130
MDL number:
Technical Service
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Quality Segment

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

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.


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Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves



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