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4-Vinylpyridine

4-Vinylpyridine Structure
CAS No.
100-43-6
Chemical Name:
4-Vinylpyridine
Synonyms
4VP;4-Ethenylpyridine;4-vinylpyridine monomer;4-VINYLPYRIDINE;4-vinyl-pyridin;Vinylpyridine,4-;4-ethenyl-pyridin;4-Pyridylethylene;Pyridine, 4-vinyl-;gamma-vinylpyridine
CBNumber:
CB8852582
Molecular Formula:
C7H7N
Molecular Weight:
105.14
MOL File:
100-43-6.mol
MSDS File:
SDS
Modify Date:
2024/7/25 20:04:51

4-Vinylpyridine Properties

Melting point <25 °C
Boiling point 62-65 °C/15 mmHg (lit.)
Density 0.975 g/mL at 25 °C (lit.)
vapor pressure 2.28hPa at 25℃
refractive index n20/D 1.549(lit.)
Flash point 125 °F
storage temp. -20°C
solubility Chloroform, Methanol (Slightly)
form Liquid
pka pK1:5.62(+1) (25°C)
color Clear colorless to yellow-brown
Water Solubility 29 G/L (20 ºC)
BRN 104506
Exposure limits ACGIH: TWA 1 mg/m3
OSHA: TWA 2 mg/m3
NIOSH: IDLH 50 mg/m3; Ceiling 2 mg/m3
Stability Stable. Incompatible with strong acids, strong oxidizing agents.
LogP 1.36 at 20℃
CAS DataBase Reference 100-43-6(CAS DataBase Reference)
NIST Chemistry Reference Pyridine, 4-ethenyl-(100-43-6)
EPA Substance Registry System 4-Vinylpyridine (100-43-6)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS05,GHS06,GHS09
Signal word  Danger
Hazard statements  H226-H301+H311+H331-H314-H317-H411
Precautionary statements  P210-P273-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes  T
Risk Statements  10-25-34-42/43-23/25
Safety Statements  23-26-36/37/39-45-28A-16
RIDADR  UN 3073 6.1/PG 2
WGK Germany  3
RTECS  UU1045000
8-10
TSCA  Yes
HazardClass  6.1
PackingGroup  II
HS Code  29333990
NFPA 704
2
3 0

4-Vinylpyridine price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) V3204 4-Vinylpyridine contains 100?ppm hydroquinone as inhibitor, 95% 100-43-6 5ML ₹2446.45 2022-06-14 Buy
Sigma-Aldrich(India) V3204 4-Vinylpyridine contains 100?ppm hydroquinone as inhibitor, 95% 100-43-6 100ML ₹4676.4 2022-06-14 Buy
Sigma-Aldrich(India) V3204 4-Vinylpyridine contains 100?ppm hydroquinone as inhibitor, 95% 100-43-6 500ML ₹15793.68 2022-06-14 Buy
ALFA India ALF-L13316-AP 4-Vinylpyridine, 95%, stab. with 80 to 150ppm hydroquinone 100-43-6 500mL ₹16134 2022-05-26 Buy
ALFA India ALF-L13316-AE 4-Vinylpyridine, 95%, stab. with 80 to 150ppm hydroquinone 100-43-6 100mL ₹4602 2022-05-26 Buy
Product number Packaging Price Buy
V3204 5ML ₹2446.45 Buy
V3204 100ML ₹4676.4 Buy
V3204 500ML ₹15793.68 Buy
ALF-L13316-AP 500mL ₹16134 Buy
ALF-L13316-AE 100mL ₹4602 Buy

4-Vinylpyridine Chemical Properties,Uses,Production

Description

4-vinylpyridine (4VP) is a pyridine derivative with a vinyl group in the 4-position. It is a colorless liquid, although impure samples are often brown. This compound belongs to a class of polar vinyl monomers that are important in many applications due to the ability of their polymers to form complexes of the electron-rich pyridine ring and to form polyelectrolytes through protonation or quaternization with alkyl or aryl halides. 4VP is sometimes used in biochemistry to alkylate protein cysteine residues. When compared to other alkylation agents, such as iodoacetamide, acrylamide, and N-ethylmaleimide, 4VP is less reactive, meaning the completion rate of cysteine alkylation is lower, but it also yields fewer side reactions[1].

Chemical Properties

dark brown to yellow liquid. 2.9g can be dissolved in 100g of water at 20℃, soluble in methanol, ether, benzene, acetone, and slightly soluble in ether. When exposed to light and heat, polymerization occurs, and 0.1%-0.2% hydroquinone is often added as a polymerization inhibitor during storage.

Uses

4-Vinylpyridine acts as a co-monomer in styrene-butadiene polymers to promote adhesion between the rubber compound and supporting fibers (or cords) in tires, belts and hoses. It serves as an intermediate for manufacturing chemicals and pharmaceuticals. Further, it is used as a reagent for the modification of cysteine. In addition to this, it is used to make poly(4-vinylpyridine) and elastomers.

Preparation

4-Vinylpyridine is synthesized by reacting 4-picoline with formaldehyde to generate 4-pyridineethanol, which is then dehydrated.

Application

4-Vinylpyridine was used as a monomer in polymer chemistry and induced nonimmunological contact urticaria and allergic contact dermatitis. No crossreactivity is observed between pyridine derivatives. It can be copolymerized with many other monomers, in particular cationic monomers, such as acrylamide, acrylates, and also with other vinyl-based monomers (e.g. styrene).?

Purification Methods

6 2 . Purify the monomer by fractional distillation under a good vacuum and in a N2 atmosphere and store it in sealed ampoules under N2, and keep it in the dark at -20o. The picrate has m 175-176o. [UV: Coleman & Fuoss J Am Chem Soc 77 5472 1955, Overberger et al. J Polymer Sci 27 381 1958, Petro & Smyth J Am Chem Soc 79 6142 1957.] It is used for alkylating SH groups in peptides [Anderson & Friedman Can J Biochem 49 1042 1971, Cawins & Friedman Anal Biochem 35 489 1970]. [Beilstein 20 II 170, 20 III/IV 2887, 20/6 V 213.]

References

[1] Baskaran, D. and A. Müller. “Anionic Polymerization of Polar Vinyl Monomers.” (2012): 623-655

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Vinylpyridine,4- 4-Vinylpyridine, 96%, stab. with 100ppm hydroquinone 4-Vinylpyridine (stabilized with TBC) 4-Vinylpyridine, stabilized, 95+% 4-Vinylpyridine, 95%, stabilized 1-(4-Pyridinyl)ethene 4-Vinylpyridine, Stab. With 100Ppm Hydroquinone 4-Vinylpyridine ,95% [stabilized with TBC] 4-Vinylpyridine contains 100 ppM hydroquinone as inhibitor, 95% 4-Vinylpyridine, stabilized with 100ppm hydroquinone 4-Vinylpyridine, stabilized, 95% 100ML 4-Vinylpyridine, stabilized, 95% 250ML 4-Vinylpyridine, stabilized, 95% 4-Vinylpyridine, Stabilized(stabilized with TBC) 4-Vinylpyridine, 95%, stabilized with HQ 4-Vinylpyridine, stabilized with HQ 4-Vinylpyridine, 96%, low polyMer, stab. with 100ppM hydroquinone 4-VINYLPYRIDINE 4-ethenyl-pyridin 4-Pyridylethylene 4-vinyl-pyridin gamma-vinylpyridine Pyridine, 4-vinyl- Pyridine,4-ethenyl- 4-Vinylpyridine (stabilized with hydroquinone) 4-Vinylpyridine ISO 9001:2015 REACH 4-Ethenylpyridine 4-vinylpyridine monomer 4VP 4-Vinylpyridine(80-120ppm hydroquinone) Tirofiban Impurity 41 (4-Vinylpyridine) 100-43-6 Organics Monomers Polymer Science Vinyl Halides, Amines, Amides, and Other Vinyl Monomers