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132292

Sigma-Aldrich

2-Vinylpyridine

97%

Synonym(s):

α-Vinylpyridine, 2-Ethenylpyridine, 2-Pyridylethylene

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About This Item

Empirical Formula (Hill Notation):
C7H7N
CAS Number:
Molecular Weight:
105.14
Beilstein:
104505
EC Number:
MDL number:
UNSPSC Code:
12162002
eCl@ss:
39151715
PubChem Substance ID:
NACRES:
NA.23

vapor pressure

10 mmHg ( 44.5 °C)

Quality Level

Assay

97%

form

liquid

contains

0.1 wt. % p-tert-butylcatechol as inhibitor

refractive index

n20/D 1.549 (lit.)

bp

79-82 °C/29 mmHg (lit.)

density

0.975 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

C=Cc1ccccn1

InChI

1S/C7H7N/c1-2-7-5-3-4-6-8-7/h2-6H,1H2

InChI key

KGIGUEBEKRSTEW-UHFFFAOYSA-N

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General description

2-Vinylpyridine (2VP) belongs to the class of monomers known as vinyl monomers. It is used as a monomer in the synthesis of various polymers such as poly(2-vinylpyridine) (P2VP), poly(2-vinylpyridine-co-styrene), poly(2-vinylpyridine-co-butadiene) etc. These polymers find applications in membrane and separation technologies, ion exchange resins, electronic devices, sensors, energy storage systems, and drug delivery systems. Additionally, 2VP polymers are used as binders in adhesives and coatings due to their excellent adhesion properties. They can provide strong bonding to various substrates.

2-Vinylpyridine (2VP) is a water soluble pyridine derivative that can be used in the synthesis of poly(2-vinylpyridine) (P2VP) by anionic polymerization. It can be industrially prepared by treatment of 2-methylpyridine with an aqueous solution of formaldehyde in a temperature range of 150-200°C.

Application

2-Vinylpyridine can be used as a monomer:
  • In the preparation of P2VP oligomers to study their properties and behavior on various surfaces, with a focus on area-selective deposition techniques.
  • To synthesize pH-responsive thin film membranes, which can be used for various applications, such as separation, filtration, and catalysis.
  • To synthesize degradable block copolymer-derived nanoporous membranes, which have potential applications in various fields, including energy-related catalysis and nanoparticle synthesis.
  • To improve the effectiveness of protective polymer coatings on metals.
Additionally, 2VP can be used for a variety of applications such as dye sensitized solar cells (DSSCs) and lithium ion cells.
Vinylation of silacyclobutanes with Ni-catalysis leading to geometrically pure (E)-silylolefins.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - Skin Sens. 1

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

122.0 °F - closed cup

Flash Point(C)

50 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Impact of 2-Vinylpyridine as Electrolyte Additive on Surface and Electrochemistry of Graphite for C/ LiMn2O4 Li-Ion Cells
Komaba S, et al.
Journal of the Electrochemical Society, 152(5), A937-A946 (2005)
A Jurczak et al.
Redox report : communications in free radical research, 22(6), 524-533 (2017-03-16)
The aim of this study was to evaluate the role of the antioxidant barrier in the saliva of children with caries, and its impact on the colonization of cariogenic bacteria. This is a cross-sectional study of 81 children aged 1-5
Vasco Branco et al.
Redox biology, 13, 278-287 (2017-06-11)
Mercury (Hg) compounds target both cysteine (Cys) and selenocysteine (Sec) residues in peptides and proteins. Thus, the components of the two major cellular antioxidant systems - glutathione (GSH) and thioredoxin (Trx) systems - are likely targets for mercurials. Hg exposure
Synthesis of block copolymers of 2-and 4-vinylpyridine by RAFT polymerization
Convertine AJ, et al.
Macromolecules, 36(13), 4679-4681 (2003)
Igor Pujalté et al.
Particle and fibre toxicology, 8, 10-10 (2011-03-05)
Some manufactured nanoparticles are metal-based and have a wide variety of applications in electronic, engineering and medicine. Until now, many studies have described the potential toxicity of NPs on pulmonary target, while little attention has been paid to kidney which

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