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2-Vinylpyridine
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Name

2-Vinylpyridine

 EINECS 202-879-8
CAS No. 100-69-6 Density 0.968 g/cm3
PSA 12.89000 LogP 1.72460
Solubility 2.5 g/100 mL (20 °C) in water Melting Point -50 °C
Formula C7H7N Boiling Point 160.3 °C at 760 mmHg
Molecular Weight 105.139 Flash Point 46.7 °C
Transport Information UN 3073 6.1/PG 2 Appearance dark brown liquid with an unpleasant odour
Safety 16-23-26-36/37/39-45-28A Risk Codes 10-20-25-34-42/43
Molecular Structure Molecular Structure of 100-69-6 (2-Vinylpyridine) Hazard Symbols ToxicT,CorrosiveC,FlammableF
Synonyms

Pyridine,2-vinyl- (8CI);2-Ethenylpyridine;2-Pyridylethylene;NSC18255;a-Vinylpyridine;

Article Data 103

2-Vinylpyridine Synthetic route

1945-84-2

2-ethynylpyridine

100-69-6

2-vinylpyridine

Conditions
ConditionsYield
With hydrogen In toluene at 20℃; under 22801.5 Torr; for 12h; Autoclave; chemoselective reaction;99%
With hydrogen In toluene at 110℃; under 760.051 Torr; for 24h; Schlenk technique;87%
With ammonium formate In N,N-dimethyl-formamide at 80℃; Green chemistry;76%
25877-30-9

diethyl-(2-pyridin-2-yl-ethyl)-amine

100-69-6

2-vinylpyridine

Conditions
ConditionsYield
92.3%
1121-60-4

pyridine-2-carbaldehyde

18107-18-1

diazomethyl-trimethyl-silane

100-69-6

2-vinylpyridine

Conditions
ConditionsYield
With (IMes)CuCl; triphenylphosphine; isopropyl alcohol In 1,4-dioxane; diethyl ether at 60℃; for 16h;86%
109-09-1

2-chloropyridine

7486-35-3

tri-n-butyl(vinyl)tin

100-69-6

2-vinylpyridine

Conditions
ConditionsYield
With cesium fluoride In ethanol; water at 50℃; for 5h; Stille coupling; Inert atmosphere;82%
138428-37-2

2-(pyridin-2-yl)ethyl methanesulfonate

100-69-6

2-vinylpyridine

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 40℃; for 2h;80%
With sodium carbonate
593-60-2

Vinyl bromide

81745-83-7

pyridin-2-ylzinc(ll) bromide

100-69-6

2-vinylpyridine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 6h; Ambient temperature;73%
103-74-2

2-(2-Hydroxyethyl)pyridine

100-69-6

2-vinylpyridine

Conditions
ConditionsYield
With acetic acid for 12h; Heating;70%
With sodium tetrafluoroborate; acetic acid In N,N-dimethyl acetamide at 150℃; for 24h; Reagent/catalyst;64%
With tris(triphenylphosphine)ruthenium(II) chloride; 1,3-bis-(diphenylphosphino)propane; sodium t-butanolate In toluene at 111℃; for 24h; Inert atmosphere;41%
107-13-1

acrylonitrile

74-86-2

acetylene

100-69-6

2-vinylpyridine

Conditions
ConditionsYield
borininato-cobalt-COD catalyst at 120℃; under 38253.1 Torr; for 2h;62%
With (η-1,5-cyclooctadien(<1-6-η-(1-phenylborinato)>cobalt at 120℃; under 38253.1 Torr; for 2.08333h;61.5%
103-74-2

2-(2-Hydroxyethyl)pyridine

501-65-5

diphenyl acetylene

A

100-69-6

2-vinylpyridine

B

3,4-diphenylquinolizin-5-ium tetrafluoroborate

Conditions
ConditionsYield
With sodium tetrafluoroborate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate; acetic acid In N,N-dimethyl acetamide at 150℃; for 24h; Time;A 26%
B 53%
4833-24-3

2-ethylpyridine 1-oxide

100-69-6

2-vinylpyridine

Conditions
ConditionsYield
at 800℃; under 0.1 Torr;45%

2-Vinylpyridine Consensus Reports

Reported in EPA TSCA Inventory.

2-Vinylpyridine Specification

The 2-Vinylpyridine, with the CAS registry number 100-69-6, is also known as 2VP. It belongs to the product categories of Pyridines Derivates; Monomers; Polymer Science; Vinyl Halides, Amines, Amides, and Other Vinyl Monomers; C7 and C8; Heterocyclic Building Blocks; Pyridines. Its EINECS registry number is 202-879-8. This chemical's molecular formula is C7H7N and molecular weight is 105.13718. Its IUPAC name is called 2-ethenylpyridine. The product can be used to prepare modification latex of vinyl pyridine with butadiene or styrene copolymerization. In addition, it also can be used for binder. 2-Vinylpyridine is a useful intermediate for the production of polymers.

Physical properties of 2-Vinylpyridine: (1)ACD/LogP: 1.34; (2)ACD/LogD (pH 5.5): 1.23; (3)ACD/LogD (pH 7.4): 1.34; (4)ACD/BCF (pH 5.5): 4.78; (5)ACD/BCF (pH 7.4): 6.1; (6)ACD/KOC (pH 5.5): 99.31; (7)ACD/KOC (pH 7.4): 126.9; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.562; (11)Molar Refractivity: 35.26 cm3; (12)Molar Volume: 108.6 cm3; (13)Surface Tension: 36.1 dyne/cm; (14)Density: 0.968 g/cm3; (15)Flash Point: 46.7 °C; (16)Enthalpy of Vaporization: 38.05 kJ/mol; (17)Boiling Point: 160.3 °C at 760 mmHg; (18)Vapour Pressure: 3.13 mmHg at 25°C.

Preparation of 2-Vinylpyridine: this chemical can be obtained from 2-hydroxyethyl pyridine by dehydration.

2-Vinylpyridine can be obtained from 2-hydroxyethyl pyridine by dehydration

Uses of 2-Vinylpyridine: it can be used to produce 4-chlorophenyl 2-(2-pyridyl)ethyl sulfide at temperature of 60 °C. This reaction is a kind of Alkylation. It will need 2.5 hours. The yield is about 93%.

2-Vinylpyridine can be used to produce 4-chlorophenyl 2-(2-pyridyl)ethyl sulfide

When you are using this chemical, please be cautious about it as the following:
This chemical may destroy living tissue on contact and may cause burns. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C=CC1=CC=CC=N1
(2)InChI: InChI=1S/C7H7N/c1-2-7-5-3-4-6-8-7/h2-6H,1H2
(3)InChIKey: KGIGUEBEKRSTEW-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo skin 500mg/kg (500mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 845, 1986.
mammal (species unspecified) LD50 oral 415mg/kg (415mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 39(4), Pg. 86, 1974.
mouse LC50 inhalation 460mg/m3 (460mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 10(3), Pg. 9, 1966.
mouse LD50 oral 420mg/kg (420mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 10(3), Pg. 9, 1966.
rat LC50 inhalation 610mg/m3 (610mg/m3)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(9-10), Pg. 64, 1992.
rat LD50 oral 100mg/kg (100mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 845, 1986.

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