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Sigma-Aldrich

4-Vinylaniline

97%

Synonym(s):

4-Aminostyrene

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About This Item

Linear Formula:
H2C=CHC6H4NH2
CAS Number:
1520-21-4
Molecular Weight:
119.16
EC Number:
216-185-8
MDL number:
MFCD00015329
UNSPSC Code:
12162002
PubChem Substance ID:
24878141
NACRES:
NA.23

Assay

97%

refractive index

n20/D 1.626 (lit.)

bp

213-214 °C (lit.)

density

1.017 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

Nc1ccc(C=C)cc1

InChI

1S/C8H9N/c1-2-7-3-5-8(9)6-4-7/h2-6H,1,9H2

InChI key

LBSXSAXOLABXMF-UHFFFAOYSA-N

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General description

4-Vinylaniline is a vinyl-substituted aromatic amine that is widely used as a crosslinking agent in the production of resins, adhesives, and coatings, enhancing their mechanical properties and chemical resistance. It can be polymerized by methods like radical polymerization, cationic polymerization, or oxidative polymerization to form poly(4-vinylaniline) or P4VA. 4- Vinylaniline can be selectively polymerized or chemically modified to respond to specific analytes or stimuli, allowing the development of conductive polymers for biosensors.

Application

4-Vinylaniline can be used as:

  • A monomer to prepare electrically conductive polyvinylaniline/polyaniline (PVAN/PANI) bilayer for surface modification of bacterial cellulose (BC) nanofibril network. This material can be utilized as an electrochemical biosensor for nerve regenerative medicine.
  • To functionalize carbon nanodots for in vivo fluorometric biosensors, for the detection of mercury and cysteine.
  • As a precursor to prepare conductive and biocompatible hydrogels forwound healing applications.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

210.0 °F - closed cup

Flash Point(C)

98.9 °C - closed cup

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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Reactive Coupling of 4-Vinylaniline with Hydrogen-Terminated Si (100) Surfaces for Electroless Metal and ?Synthetic Metal
Xu D, et al.
Langmuir null
Vinyl-functionalized polyphenolic-carbon dot-based fluorometric turn-off?on biosensor for the dual detection of mercury and cysteine and their in vivo sensing in zebrafish larvae
Buddolla Anantha Lakshmi, et al.
Spectrochimica Acta Part A: Molecular Spectroscopy, 282, 121685-121685 (2022)
Chemical modification of Si (100) surface by consecutive graft polymerization of 4-vinylaniline and aniline
Ji LY, et al.
Reactive functional Polymers, 46(2), 145-156 (2000)
Palladium (II) Schiff base complexes derived from allylamine and vinylaniline
Uh YS, et al.
Bull. Korean Chem. Soc., 25(7), 986-990 (2004)
Surface modification of poly (tetrafluoroethylene) film by consecutive graft copolymerization with 4-vinylaniline and aniline
Ji LY, et al.
Macromolecules, 32(24), 8183-8188 null
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