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2-Vinylpyridine

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2-Vinylpyridine Basic information

Product Name:
2-Vinylpyridine
Synonyms:
  • 2-Vinylpyridine, Stab. With 0.1% 4-Tert-Butylcatechol
  • 2-Vinylpyridine, stabilized, 97% 5ML
  • 2-ethenyl-pyridin
  • 2-Pyridylethylene
  • 2-vinyl-pyridin
  • 2-VINYLPYRIDINE
  • 2VP
  • 2-vinylpyridine monomer
CAS:
100-69-6
MF:
C7H7N
MW:
105.14
EINECS:
202-879-8
Product Categories:
  • Aromatics, Heterocycles, Impurities, Intermediates
  • Monomers
  • Polymer Science
  • Vinyl Halides, Amines, Amides, and Other Vinyl Monomers
  • C7 and C8
  • Heterocyclic Building Blocks
  • Pyridines derivates
  • Pyridines
  • bc0001
  • K00001
Mol File:
100-69-6.mol
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2-Vinylpyridine Chemical Properties

Melting point:
-50 °C
Boiling point:
79-82 °C29 mm Hg(lit.)
Density 
0.975 g/mL at 25 °C(lit.)
vapor pressure 
10 mm Hg ( 44.5 °C)
refractive index 
n20/D 1.549(lit.)
Flash point:
116 °F
storage temp. 
Store at -20°C.
solubility 
27g/l
form 
Liquid
pka
pK1:4.98(+1) (25°C)
color 
Clear brown
PH
8 (100g/l, H2O, 20℃)
explosive limit
1.3-10.7%(V)
Water Solubility 
2.5 g/100 mL (20 ºC)
BRN 
104505
Stability:
Unstable; may be stabilized with a small amount of ter-butyl catechol. Heat sensitive - store cold. Flammable. Incompatible with strong oxidizing agents, strong bases, strong acids.
InChIKey
KGIGUEBEKRSTEW-UHFFFAOYSA-N
LogP
1.54 at 25℃
CAS DataBase Reference
100-69-6(CAS DataBase Reference)
NIST Chemistry Reference
Pyridine, 2-ethenyl-(100-69-6)
EPA Substance Registry System
2-Vinylpyridine (100-69-6)
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Safety Information

Hazard Codes 
T,C,F,N
Risk Statements 
10-20-25-34-42/43-36-51/53-43-21/22
Safety Statements 
16-23-26-36/37/39-45-28A-61
RIDADR 
UN 3073 6.1/PG 2
WGK Germany 
3
RTECS 
UU1040000
8-19
Autoignition Temperature
440 °C
Hazard Note 
Toxic
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
II
HS Code 
29333999
Hazardous Substances Data
100-69-6(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 100 mg/kg

MSDS

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2-Vinylpyridine Usage And Synthesis

Chemical Properties

The odor of 2-vinylpyridine can be detected at exposure levels below 1 ppm (v/v). The unpleasant odor can be tolerated at concentrations that can produce acute symptoms and irritation. Special precautions should be taken to avoid skin and eye contact, as well as inhalation of the vapor.

Chemical Properties

dark brown liquid with an unpleasant odour

Uses

2-Vinylpyridine is a pyridine deriviative used in the preparation of poly(2-vinylpyridine) via radical polymerization. 2-Vinylpyridine is used to improve effectiveness of protective polymer coatings o n metals. 2-Vinylpyridine is an impurity of Betahistine (B324000).

Uses

2-Vinylpyridine is a pyridine derivative used in the preparation of poly(2-vinylpyridine) via radical polymerization. 2-Vinylpyridine is used to improve effectiveness of protective polymer coatings on metals. It is a reagent for pyridylethylation for new protection method for active hydrogen compounds.. It is also used as basic materials for one of largest-selling plastic, manufacturing pharmaceuticals and bio-compounds.

Application

2-vinylpyridine is except being used for fourth pyrrole (butylbenzene pyrrole) latex of synthetic widespread use, and also synthetic etc. for other polymer modification, ion exchange resin, dyeing and printing auxiliary, medicament.

General Description

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.

Flammability and Explosibility

Flammable

Synthesis

The 2-vinylpyridine is mainly prepared from 2-picoline and formaldehyde. The process for synthesizing the 2-vinylpyridine comprises 'two-step' and 'one-step' production processes, and comprises the steps of condensing 2-picoline and formaldehyde to produce hydroxyethyl pyritine; and dehydrating the hydroxyethyl pyritine at a certain temperature in the action of a catalyst to generate the 2-vinylpyridine. The 'one-step' production process is adopted, 2-vinylpyridine is further generated at a certain temperature under the action of an acid catalyst by adopting 2-picoline and formaldehyde as raw materials, the process flow is simple, and the yield is high.

Carcinogenicity

No definitive information on carcinogenicity of the vinylpyridines was found. However, when either 2-vinylpyridine or 4-vinylpyridine was injected intraperitoneally into A/J mice (200 mmol/animal), there was no significant increase in lung adenoma or any other tumors. None was listed as a carcinogen by IARC, OSHA, NTP, and ACGIH.

Purification Methods

Steam distil it, then dry it with MgSO4 and distil it in a vacuum. [Beilstein 20 H 256, 20 III/IV 2884, 20/6 V 211.]

2-VinylpyridineSupplier

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