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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:
100-69-6
Molecular Weight:
105.14
Beilstein/REAXYS Number:
104505
EC Number:
202-879-8
MDL number:
MFCD00006355
UNSPSC Code:
12162002
eCl@ss:
39151715
PubChem Substance ID:
24848047
NACRES:
NA.23

vapor pressure

10 mmHg ( 44.5 °C)

Quality Level

100

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

EUH071

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)

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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