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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:
104505
EC Number:
202-879-8
MDL number:
MFCD00006355
UNSPSC Code:
12162002
eCl@ss:
39151715
PubChem Substance ID:
24848047
NACRES:
NA.23
Pricing and availability is not currently available.

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.[1][2][3]

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.[3][4]
Vinylation of silacyclobutanes with Ni-catalysis leading to geometrically pure (E)-silylolefins.[5]

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV1300
MKCV1072
MKCT6308
MKCS3264
MKCS3265

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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)
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
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)
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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