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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:
Molecular Weight:
148.16
Beilstein:
2041130
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

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

Signal Word

Warning

Hazard Statements

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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