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V3204

Sigma-Aldrich

4-Vinylpyridine

contains 100 ppm hydroquinone as inhibitor, 95%

Synonym(s):

4-Ethenylpyridine Pyridine

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5 ML
RM 145.00
100 ML
RM 286.00
500 ML
RM 962.00

About This Item

Empirical Formula (Hill Notation):
C7H7N
CAS Number:
100-43-6
Molecular Weight:
105.14
Beilstein:
104506
EC Number:
202-852-0
MDL number:
MFCD00006447
UNSPSC Code:
12162002
PubChem Substance ID:
24900739
NACRES:
NA.23

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Assay

95%

contains

100 ppm hydroquinone as inhibitor

refractive index

n20/D 1.549 (lit.)

bp

62-65 °C/15 mmHg (lit.)

density

0.975 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

C=Cc1ccncc1

InChI

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

InChI key

KFDVPJUYSDEJTH-UHFFFAOYSA-N

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General description

4-Vinylpyridine is a highly reactive alkene monomer due to the presence of a vinyl group and a heteroaromatic ring. It is widely used as a monomer to produce a variety of polymers and copolymers, which are used in various applications including, contact lenses, nanoelectronics, sensors, optoelectronic devices, smart coatings, drug delivery systems, sensors, gas separation, air filtration, and purification processes.

Application

4-Vinylpyridine can be used as a monomer:
  • In the synthesis or modification of polymers for drug-releasing contact lenses.
  • In the preparation of the zwitterionic polymer, namely poly(4-vinylpyridine propylsulfobetaine). The zwitterionic polymer is utilized for its superior bioinert capability in withstanding clinical sterilization processes, making it suitable for extended medical applications which include the development of biocompatible implants and as a coating material for medical devices.
  • To synthesize the temperature and pH-sensitive copolymer, specifically (N-vinylcaprolactam-co-4-vinylpyridine), which is used in drug delivery systems under certain environmental conditions.
  • The highly charged p(4-vinylpyridine-co-vinylimidazole) particles, which find applications in various fields such as biomedical, catalysis, and environmental applications.
4-Vinylpyridine also plays a role as a functional monomer in the molecular imprinting of the soft contact lens material. Its inclusion, along with other monomers, enhances the affinity of the hydrogel towards brimonidine, resulting in improved binding properties, loading capacity, and controlled release characteristics.

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

125.0 °F - closed cup

Flash Point(C)

51.67 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX2703
MKCW2079
SDBB1121
MKCT7043
STBL2061

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Rimma S Kalina et al.
Toxins, 12(1) (2020-01-16)
Toxins modulating NaV channels are the most abundant and studied peptide components of sea anemone venom. Three type-II toxins, δ-SHTX-Hcr1f (= RpII), RTX-III, and RTX-VI, were isolated from the sea anemone Heteractis crispa. RTX-VI has been found to be an
M Ploug et al.
Electrophoresis, 13(3), 148-153 (1992-03-01)
For identification of cysteine residues on microsequence analysis it is crucial to derivatize the sulfhydryl groups. This reaction requires a desalting step which often represents a major obstacle, especially if the sample consists of limited amounts of a hydrophobic membrane
Lachlan J Schwarz et al.
Journal of chromatography. A, 1218(16), 2189-2195 (2011-03-18)
(E)-Resveratrol imprinted polymers have been rationally designed with the aid of molecular modelling and NMR spectroscopic titration techniques to determine the optimal ratio of the template to functional monomer for polymer formation. Based on this approach, (E)-resveratrol imprinted polymers were
James H Barrington et al.
Frontiers in physiology, 8, 560-560 (2017-08-22)
Ischemic preconditioning (IPC) is valid technique which elicits reductions in femoral blood flow occlusion mediated reperfusion stress (oxidative stress, Hsp gene transcripts) within the systemic blood circulation and/or skeletal muscle. It is unknown whether systemic hypoxia, evoked by hypoxic preconditioning
Chadin Kulsing et al.
Electrophoresis, 38(8), 1179-1187 (2017-02-18)
This investigation demonstrates the application of a new peak sharpening technique to improve the separation of difficult-to-resolve racemic mixtures in capillary electro-chromatography. Molecularly imprinted porous layer open tubular (MIP-PLOT) capillaries, prepared by a layer-on-layer polymerization approach with Z-l-Asp-OH as the
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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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