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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/REAXYS Number:
104505
EC Number:
MDL number:
UNSPSC Code:
12162002
eCl@ss:
39151715
PubChem Substance ID:
NACRES:
NA.23

vapor pressure

10 mmHg ( 44.5 °C)

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.

signalword

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

supp_hazards

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

122.0 °F - closed cup

flash_point_c

50 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

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Synthesis of block copolymers of 2-and 4-vinylpyridine by RAFT polymerization
Convertine AJ, et al.
Macromolecules, 36(13), 4679-4681 (2003)
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
Ramak Esfandi et al.
Foods (Basel, Switzerland), 8(5) (2019-05-15)
The objective of this work was to find out how the method to extract proteins and subsequent enzymatic hydrolysis affect the ability of hepatic cells to resist oxidative stress. Proteins were isolated from oat brans in the presence of Cellulase
Charge recombination in dye-sensitized nanocrystalline TiO2 solar cells
Huang SY, et al.
The Journal of Physical Chemistry B, 101(14), 2576-2582 (1997)
Nickel-catalyzed regio- and stereoselective silylation of terminal alkenes with silacyclobutanes: facile access to vinylsilanes from alkenes.
Koji Hirano et al.
Journal of the American Chemical Society, 129(19), 6094-6095 (2007-04-20)

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