2-Vinylpyridine Property

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)

Safety

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

F 

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H226Flammable liquid and vapour

H302Harmful if swallowed

H311Toxic in contact with skin

H314Causes severe skin burns and eye damage

H317May cause an allergic skin reaction

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

2-Vinylpyridine Chemical Properties,Usage,Production

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.]