132292

2-Vinylpyridine

97%

• Synonym(s): α-Vinylpyridine, 2-Ethenylpyridine, 2-Pyridylethylene
• Empirical Formula (Hill Notation): C₇H₇N
• CAS Number: 100-69-6
• Molecular Weight: 105.14
• Beilstein: 104505
• EC Number: 202-879-8
• MDL number: MFCD00006355
• UNSPSC Code: 12162002
• eCl@ss: 39151715
• PubChem Substance ID: 24848047
• NACRES: NA.23

Properties

• 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

Description

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.

Safety Information

• Pictograms: GHS02,GHS06,GHS05,GHS09
• Signal Word: Danger
• Hazard Statements: H226,H302,H311,H314,H317,H411
• Precautionary Statements: P210 - P273 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• 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: EUH071
• 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