Product Name

  • Name

    4-Vinylpyridine

  • EINECS 202-852-0
  • CAS No. 100-43-6
  • Article Data43
  • CAS DataBase
  • Density 0.968 g/cm3
  • Solubility 29 g /L (20 °C) in water
  • Melting Point < 25oC
  • Formula C7H7N
  • Boiling Point 173.627 °C at 760 mmHg
  • Molecular Weight 105.139
  • Flash Point 51.667 °C
  • Transport Information UN 3073 6.1/PG 2
  • Appearance dark brown to yellow liquid
  • Safety 23-26-36/37/39-45-28A-16
  • Risk Codes 10-25-34-42/43-23/25
  • Molecular Structure Molecular Structure of 100-43-6 (4-Vinylpyridine)
  • Hazard Symbols ToxicT
  • Synonyms Pyridine,4-vinyl- (8CI);2-(4-Pyridyl)ethylene;4-Ethenylpyridine;NSC18256;g-Vinylpyridine;Pyridine, 4-ethenyl-;
  • PSA 12.89000
  • LogP 1.72460

Synthetic route

4-bromopyridin
1120-87-2

4-bromopyridin

tetramethyldivinyldisiloxane

tetramethyldivinyldisiloxane

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
With C25H39P; tetrabutyl ammonium fluoride; palladium diacetate In tetrahydrofuran at 25℃; for 24h; Hiyama Coupling; Schlenk technique; Inert atmosphere;99%
4-(3-Hydroxypropyl)pyridine
2629-72-3

4-(3-Hydroxypropyl)pyridine

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
With methoxy(cyclooctadiene)rhodium(I) dimer; N,N-Dimethylacrylamide; 3-Methoxybenzoic acid; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 90℃; for 24h; Inert atmosphere; Glovebox; Sealed tube; chemoselective reaction;85%
4-(2-hydroxyethyl)pyridine
5344-27-4

4-(2-hydroxyethyl)pyridine

methyl 2-[2-(3,5-dimethylphenyl)-3-((1S)-1-methyl-2-{[(2,4-nitrophenyl)sulfonyl]amino}ethyl)-1H-indol-5-yl]-2-methylpropanoate
648894-30-8

methyl 2-[2-(3,5-dimethylphenyl)-3-((1S)-1-methyl-2-{[(2,4-nitrophenyl)sulfonyl]amino}ethyl)-1H-indol-5-yl]-2-methylpropanoate

A

4-vinylpyridine
100-43-6

4-vinylpyridine

B

methyl 2-(2-(3,5-dimethylphenyl)-3-{(1S)-2-[[(,4-dinitrophenyl)sulfonyl](2-pyridin-4-ylethyl)amino]-1-methylethyl}-1H-indol-5-yl)-2-methylpropanoate

methyl 2-(2-(3,5-dimethylphenyl)-3-{(1S)-2-[[(,4-dinitrophenyl)sulfonyl](2-pyridin-4-ylethyl)amino]-1-methylethyl}-1H-indol-5-yl)-2-methylpropanoate

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 10℃;A n/a
B 84%
4-bromopyridine hydrochloride
19524-06-2

4-bromopyridine hydrochloride

potassium vinyltrifluoroborate

potassium vinyltrifluoroborate

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
With C17H36ClN6NiP2(1+)*Cl(1-); potassium tert-butylate In toluene at 120℃; for 16h; Suzuki-Miyaura Coupling; Inert atmosphere;84%
4-pyridineboronic acid pinacol ester
181219-01-2

4-pyridineboronic acid pinacol ester

vinylmagnesium halide

vinylmagnesium halide

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
Stage #1: 4-pyridineboronic acid pinacol ester; vinylmagnesium halide In tetrahydrofuran at -78 - 20℃; for 2.25h; Inert atmosphere;
Stage #2: With trifluoroacetyl chloride In tetrahydrofuran at -78 - -40℃; for 18.5h; Inert atmosphere; Further stages;
76%
4-bromopyridine hydrochloride
19524-06-2

4-bromopyridine hydrochloride

pinacol vinylboronate
75927-49-0

pinacol vinylboronate

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
With trans-bis(triphenylphosphine)palladium dichloride; potassium carbonate In 1,4-dioxane; water at 100℃; Inert atmosphere;55.55%
picoline
108-89-4

picoline

methanol
67-56-1

methanol

A

4-vinylpyridine
100-43-6

4-vinylpyridine

B

4-Ethylpyridine
536-75-4

4-Ethylpyridine

C

2,4-lutidine
108-47-4

2,4-lutidine

Conditions
ConditionsYield
Cs exchanged zeolite at 450℃; Product distribution; investigation of the heterogeneous vapor-phase alkylation of γ-picoline with methanol over Na+, K+, Rb+, or Cs+ exchanged X- or Y-type zeolite in an atmosphere of nitrogen;A 3.7%
B 27.1%
C 13.8%
4-(oxiran-2-yl)pyridine
34064-35-2

4-(oxiran-2-yl)pyridine

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
With potassium thioacyanate In ethanol; water for 46h; Ambient temperature;5%
picoline
108-89-4

picoline

formaldehyd
50-00-0

formaldehyd

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
With water; hydrogen at 215℃; anschl. mit NaOH und 2-Amino-phenol unter vermindertem Druck auf Siedetemperatur;
With water at 275℃; beim Leiten ueber mit Zinkfluorid impraegniertes Al2O3;
Cs-ZSM-5 at 200 - 400℃; for 4 - 8h;
4-(2-hydroxyethyl)pyridine
5344-27-4

4-(2-hydroxyethyl)pyridine

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
With potassium hydroxide unter Ausschluss von Licht und anschl. Erwaermen unter 12 Torr auf Siedetemperatur;
With potassium hydroxide at 175℃; under 30 Torr;
ethanol
64-17-5

ethanol

4-(2-iodo-ethyl)-pyridine; picrate

4-(2-iodo-ethyl)-pyridine; picrate

4-vinylpyridine
100-43-6

4-vinylpyridine

4-Ethylpyridine
536-75-4

4-Ethylpyridine

carbon dioxide
124-38-9

carbon dioxide

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
at 700℃; beim Leiten ueber mit Cer(IV)-oxid impraegniertes Silicagel;
at 700℃; beim Leiten ueber mit Wolfram(VI)-oxid impraegniertes Silicagel;
2-(pyridin-4-yl)ethyl chloride
28148-48-3

2-(pyridin-4-yl)ethyl chloride

KOH-solution

KOH-solution

4-vinylpyridine
100-43-6

4-vinylpyridine

picrate of 4-<β-iodo-ethyl>-pyridine

picrate of 4-<β-iodo-ethyl>-pyridine

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
With methanol; alkaline solution
With water
With ethanol
water
7732-18-5

water

4-(2-iodo-ethyl)-pyridine; picrate

4-(2-iodo-ethyl)-pyridine; picrate

4-vinylpyridine
100-43-6

4-vinylpyridine

N-[2-(4-pyridyl)ethyl]quinuclidinium bromide

N-[2-(4-pyridyl)ethyl]quinuclidinium bromide

A

Quinuclidine
100-76-5

Quinuclidine

B

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
With 1H-imidazole; imidazolium buffer; potassium chloride In water at 50℃; pH=6.29; Kinetics; Further Variations:; pH-values; Reagents; buffer concentration;
With potassium chloride; water at 50℃; Kinetics;
With potassium hydroxide; potassium chloride In water at 50℃; Kinetics; Further Variations:; Reagents; Elimination;
4-(2-fluoroethyl)pyridine
497914-04-2

4-(2-fluoroethyl)pyridine

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
With acetohydroxamate buffer; potassium chloride at 50℃; pH=8.70; Kinetics; Further Variations:; Temperatures; Reagents; pH-values;
N-[2-(4-pyridyl)ethyl]quinuclidinium
400759-02-6

N-[2-(4-pyridyl)ethyl]quinuclidinium

A

Quinuclidine
100-76-5

Quinuclidine

B

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
With Quinuclidine; quinuclidinium buffer; potassium chloride In water at 50℃; pH=10.1; Kinetics; Further Variations:; pH-values;
N-[2-(4-pyridyl)ethyl]quinuclidinium
400759-02-6

N-[2-(4-pyridyl)ethyl]quinuclidinium

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
With potassium chloride; zinc(II) chloride In water at 50℃; pH=5.2 - 6.35; Kinetics; Equilibrium constant;
2-(pyridin-4-yl)ethyl chloride
28148-48-3

2-(pyridin-4-yl)ethyl chloride

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
With hydroxide In water; acetonitrile at 25℃; Kinetics; Further Variations:; solvent ratios;
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

A

4-vinylpyridine
100-43-6

4-vinylpyridine

B

permanganate

permanganate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 15 percent / NaOH, TEBA / benzene / 24 h / Ambient temperature
2: 5 percent / KSCN / ethanol; H2O / 46 h / Ambient temperature
View Scheme
picoline
108-89-4

picoline

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water; hydrogen / 220 °C / 44130.5 Torr
2: KOH / unter Ausschluss von Licht und anschl. Erwaermen unter 12 Torr auf Siedetemperatur
View Scheme
With formaldehyd; Rb-ZSM-5 (SiO2/Al2O3=30) at 300℃; for 4h;
With formaldehyd; Ca-ZSM-5 (SiO2/Al2O3=30) at 300℃; for 4h;
hexahydro-7-[2-(pyridin-4-yl)-ethyl]-1H-azepin-2-one

hexahydro-7-[2-(pyridin-4-yl)-ethyl]-1H-azepin-2-one

A

4-vinylpyridine
100-43-6

4-vinylpyridine

B

4-[2-(hexahydro-7-imino-1H-azepin-2-yl)ethyl]-1-methylpyridinium chloride

4-[2-(hexahydro-7-imino-1H-azepin-2-yl)ethyl]-1-methylpyridinium chloride

W(CO)5(4-vinylpyridine)
84206-31-5

W(CO)5(4-vinylpyridine)

1-penten
109-67-1

1-penten

A

4-vinylpyridine
100-43-6

4-vinylpyridine

B

W(CO)5(1-pentene)
53261-74-8

W(CO)5(1-pentene)

Conditions
ConditionsYield
In further solvent(s) Irradiation (UV/VIS); irrdn. (λ 436 nm) of degassed isopentane soln. of educt contg. 1-pentene; monitored by IR and UV;
poly{Ru(2,2'-bipyridine)2(4-vinylpyridine)2}(2+)
82769-08-2, 75687-40-0

poly{Ru(2,2'-bipyridine)2(4-vinylpyridine)2}(2+)

chloride
16887-00-6

chloride

A

4-vinylpyridine
100-43-6

4-vinylpyridine

B

poly{Ru(2,2'-bipyridine)2(4-vinylpyridine)Cl}(1+)
1190978-30-3, 75675-25-1, 82838-49-1

poly{Ru(2,2'-bipyridine)2(4-vinylpyridine)Cl}(1+)

Conditions
ConditionsYield
In water Irradiation (UV/VIS); photolysis of polymer on electrode surface by irradn. with Hg lamp,; product detected by cyclic voltammetry;
N,N-dimethyldithiocarbamate
7234-39-1

N,N-dimethyldithiocarbamate

poly{Ru(4,4',5,5'-tetramethyl-2,2'-bipyridine)2(4-vinylpyridine)2}(2+)
145552-45-0, 130728-17-5

poly{Ru(4,4',5,5'-tetramethyl-2,2'-bipyridine)2(4-vinylpyridine)2}(2+)

A

4-vinylpyridine
100-43-6

4-vinylpyridine

B

Ru(Me4bpy)2(dtmc)}(1+)

Ru(Me4bpy)2(dtmc)}(1+)

Conditions
ConditionsYield
In water Kinetics; Irradiation (UV/VIS); photolysis of polymer on electrode surface by irradn. with Hg lamp, 15-45 min, 0.1M aq. soln. of dmtc(1-), rinsing of electrode in water and acetonitrile; process detected by UV;
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

methyl-triphenylphosphonium iodide
2065-66-9

methyl-triphenylphosphonium iodide

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
With potassium tert-butylate In benzene at 20℃; Wittig Olefination; Inert atmosphere; Reflux;
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
With Methyltriphenylphosphonium bromide; potassium carbonate In 1,4-dioxane for 16h; Reflux;
4-bromopyridin
1120-87-2

4-bromopyridin

pinacol vinylboronate
75927-49-0

pinacol vinylboronate

4-vinylpyridine
100-43-6

4-vinylpyridine

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; cesium fluoride In 1,4-dioxane; water at 85℃; for 12h; Inert atmosphere;
4-vinylpyridine
100-43-6

4-vinylpyridine

2-Naphthalenethiol
91-60-1

2-Naphthalenethiol

4-(2-phenylsulfanyl-ethyl)-pyridine
21070-67-7

4-(2-phenylsulfanyl-ethyl)-pyridine

Conditions
ConditionsYield
In benzene for 6h; Heating;100%
4-vinylpyridine
100-43-6

4-vinylpyridine

divinylbenzene

divinylbenzene

poly(4-vynylpyridine), cross-linked with divinylbenzene (5 mol percent)

poly(4-vynylpyridine), cross-linked with divinylbenzene (5 mol percent)

Conditions
ConditionsYield
With azobisisobutyronitrile In various solvent(s) at 80℃; for 4h;100%
4-vinylpyridine
100-43-6

4-vinylpyridine

4-hydroxy-3,5-diiodo-benzoic acid ethyl ester
54073-94-8

4-hydroxy-3,5-diiodo-benzoic acid ethyl ester

C23H20N2O3
1415748-03-6

C23H20N2O3

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; C16H36N; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 100℃; Inert atmosphere;100%
4-vinylpyridine
100-43-6

4-vinylpyridine

carbon disulfide
75-15-0

carbon disulfide

diethylamine
109-89-7

diethylamine

2-(pyridin-4-yl)ethyl diethylcarbamodithioate

2-(pyridin-4-yl)ethyl diethylcarbamodithioate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 6h; Green chemistry; regioselective reaction;100%
pyrrolidine
123-75-1

pyrrolidine

4-vinylpyridine
100-43-6

4-vinylpyridine

carbon disulfide
75-15-0

carbon disulfide

2-(pyridin-4-yl)ethyl pyrrolidine-1-carbodithioate

2-(pyridin-4-yl)ethyl pyrrolidine-1-carbodithioate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 6h; Green chemistry; regioselective reaction;100%
4-vinylpyridine
100-43-6

4-vinylpyridine

carbon disulfide
75-15-0

carbon disulfide

isopropylamine
75-31-0

isopropylamine

2-(pyridin-4-yl)ethyl isopropylcarbamodithioate

2-(pyridin-4-yl)ethyl isopropylcarbamodithioate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 6h; Green chemistry; regioselective reaction;100%
4-vinylpyridine
100-43-6

4-vinylpyridine

3-Trifluoromethyl-benzenesulfonic acid 3-trifluoromethyl-phenyl ester
55400-67-4

3-Trifluoromethyl-benzenesulfonic acid 3-trifluoromethyl-phenyl ester

C14H10F3NO2S

C14H10F3NO2S

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl acetamide Irradiation;100%
4-vinylpyridine
100-43-6

4-vinylpyridine

trichloro(hydrido)bis(4-vinylpyridine)silicon
1154061-81-0

trichloro(hydrido)bis(4-vinylpyridine)silicon

Conditions
ConditionsYield
With trichlorosilane In toluene at -78 - 20℃; Inert atmosphere;99.5%
4-vinylpyridine
100-43-6

4-vinylpyridine

trichlorosilane
10025-78-2

trichlorosilane

trichloro(hydrido)bis(4-vinylpyridine)silicon
1154061-81-0

trichloro(hydrido)bis(4-vinylpyridine)silicon

Conditions
ConditionsYield
In toluene at -78 - 20℃;99.5%
morpholine
110-91-8

morpholine

4-vinylpyridine
100-43-6

4-vinylpyridine

N-[2-(4-pyridyl)ethyl]morpholine
28487-18-5

N-[2-(4-pyridyl)ethyl]morpholine

Conditions
ConditionsYield
With zinc(II) nitrate hexahydrate In acetonitrile at 25℃; for 12h; Sealed tube; Green chemistry;99%
With NPs-Fe3O4-DE-bmim3PW In dichloromethane at 20℃; for 2h;79%
With triphenylphosphine; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate In tetrahydrofuran for 20h; Alkylation; Heating;44%
4-vinylpyridine
100-43-6

4-vinylpyridine

Octanethiol
111-88-6

Octanethiol

1-octyl 2-(4-pyridyl)ethyl sulfide
105163-69-7

1-octyl 2-(4-pyridyl)ethyl sulfide

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 20℃; for 6h;99%
23%
4-vinylpyridine
100-43-6

4-vinylpyridine

2-Naphthalenethiol
91-60-1

2-Naphthalenethiol

2-naphthyl 2-(4-pyridyl)ethyl sulfide
105163-70-0

2-naphthyl 2-(4-pyridyl)ethyl sulfide

Conditions
ConditionsYield
In benzene for 6h; Heating;99%
4-vinylpyridine
100-43-6

4-vinylpyridine

6-bromo-N-ethyl-N-phenylpyridin-2-amine
1309609-43-5

6-bromo-N-ethyl-N-phenylpyridin-2-amine

(E)-N-ethyl-N-phenyl-6-(2-(pyridin-4-yl)vinyl)pyridine-2-amine

(E)-N-ethyl-N-phenyl-6-(2-(pyridin-4-yl)vinyl)pyridine-2-amine

Conditions
ConditionsYield
With dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium(II); potassium carbonate In N,N-dimethyl-formamide; toluene at 140℃; for 2h; Heck reaction;99%
With dichloro{bis[1,1’,1’’-(phosphinetriyl)tripiperidine]}palladium(II); tetrabutylammomium bromide; potassium carbonate In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 100℃; for 32h; Heck Reaction; Schlenk technique; Glovebox; Inert atmosphere; Green chemistry;98%
4-vinylpyridine
100-43-6

4-vinylpyridine

Fe(octaphenyltetraazaporphinate)

Fe(octaphenyltetraazaporphinate)

Fe(octaphenyltetraazaporphinate)(4-vinylpyridine)2

Fe(octaphenyltetraazaporphinate)(4-vinylpyridine)2

Conditions
ConditionsYield
In neat (no solvent) standing in vapor of amine (room temp., 2 days);99%
In benzene addn. of amine to Fe-complex; distn. off of excess amine and solvent (after 24 h), drying (vac., room temp.);
4-vinylpyridine
100-43-6

4-vinylpyridine

ammonium hexafluorophosphate

ammonium hexafluorophosphate

trans-[Ru(II)(2,9-di(pyrid-2'-yl)-1,10-phenanthroline)Cl2]*H2O

trans-[Ru(II)(2,9-di(pyrid-2'-yl)-1,10-phenanthroline)Cl2]*H2O

trans-[Ru(II)(2,9-di(pyrid-2'-yl)-1,10-phenanthroline)(4-vinylpyridine)2](PF6)2*0.5H2O

trans-[Ru(II)(2,9-di(pyrid-2'-yl)-1,10-phenanthroline)(4-vinylpyridine)2](PF6)2*0.5H2O

Conditions
ConditionsYield
In ethanol; water refluxing a mixt. of Ru complex and ligand in ethanol/water for 2 d, concn., addn. of NH4PF6; washing ppt. with H2O, recrystn. (acetone/H2O); elem. anal.;99%
4-vinylpyridine
100-43-6

4-vinylpyridine

(E)-N-(4-methoxyphenyl)-1-(1-methyl-1H-indol-3-yl)methanimine

(E)-N-(4-methoxyphenyl)-1-(1-methyl-1H-indol-3-yl)methanimine

(E)-N-(4-methoxyphenyl)-1-(1-methyl-2-(1-(pyridin-4-yl)ethyl)-1H-indol-3-yl)methanimine

(E)-N-(4-methoxyphenyl)-1-(1-methyl-2-(1-(pyridin-4-yl)ethyl)-1H-indol-3-yl)methanimine

Conditions
ConditionsYield
With tetrakis(trimethylphosphine)cobalt(0) In toluene at 170℃; for 1h; Microwave irradiation;99%
4-vinylpyridine
100-43-6

4-vinylpyridine

2,4-Dimethoxybenzaldehyde
613-45-6

2,4-Dimethoxybenzaldehyde

1-(2,4-dimethoxyphenyl)-3-(pyridin-4-yl)propan-1-ol
65373-43-5

1-(2,4-dimethoxyphenyl)-3-(pyridin-4-yl)propan-1-ol

Conditions
ConditionsYield
With [2,2]bipyridinyl; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; lanthanum(lll) triflate In acetonitrile at 23℃; for 18h; Inert atmosphere; Sealed tube; Irradiation; regioselective reaction;99%
4-vinylpyridine
100-43-6

4-vinylpyridine

Phenanthrene-9-carboxaldehyde
4707-71-5

Phenanthrene-9-carboxaldehyde

1-(phenanthren-9-yl)-3-(pyridin-4-yl)propan-1-ol

1-(phenanthren-9-yl)-3-(pyridin-4-yl)propan-1-ol

Conditions
ConditionsYield
With [2,2]bipyridinyl; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; lanthanum(lll) triflate In acetonitrile at 23℃; for 18h; Inert atmosphere; Sealed tube; Irradiation; regioselective reaction;99%
4-vinylpyridine
100-43-6

4-vinylpyridine

3,4,5-trimethoxybenzaldehyde hydrazone

3,4,5-trimethoxybenzaldehyde hydrazone

C17H21NO3

C17H21NO3

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 1,2-bis(dimethylphosphanyl)ethane; lithium tert-butoxide In tetrahydrofuran at 80℃; for 12h; Inert atmosphere; regioselective reaction;99%
4-vinylpyridine
100-43-6

4-vinylpyridine

2-naphthaldehyde hydrazone
24091-03-0

2-naphthaldehyde hydrazone

C18H17N

C18H17N

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 1,2-bis(dimethylphosphanyl)ethane; lithium tert-butoxide In tetrahydrofuran at 80℃; for 12h; Inert atmosphere; regioselective reaction;99%
4-vinylpyridine
100-43-6

4-vinylpyridine

aniline
62-53-3

aniline

N-(2-(pyridin-4-yl)ethyl)aniline
28683-44-5

N-(2-(pyridin-4-yl)ethyl)aniline

Conditions
ConditionsYield
With DE-PrIm-HPW (6b) In acetonitrile at 50℃; for 2h; Reagent/catalyst; Michael Addition;98%
With NPs-Fe3O4-DE-bmim3PW In dichloromethane at 20℃; for 2h;95%
With methanol; acetic acid
With acetic acid at 130℃;
4-vinylpyridine
100-43-6

4-vinylpyridine

3-butyl-1-methylquinoxalin-2(1H)-one
13297-41-1

3-butyl-1-methylquinoxalin-2(1H)-one

2a-Butyl-4-methyl-1-pyridin-4-yl-2,2a-dihydro-1H,4H-azeto[1,2-a]quinoxalin-3-one
112828-56-5

2a-Butyl-4-methyl-1-pyridin-4-yl-2,2a-dihydro-1H,4H-azeto[1,2-a]quinoxalin-3-one

Conditions
ConditionsYield
In benzene for 15h; Ambient temperature; Irradiation;98%
4-vinylpyridine
100-43-6

4-vinylpyridine

2-bromo-6-(pyrrolidin-1-yl)pyridine
230618-41-4

2-bromo-6-(pyrrolidin-1-yl)pyridine

(E)-2-(2-(pyridin-4-yl)vinyl)-6-(pyrrolidin-1-yl)pyridine

(E)-2-(2-(pyridin-4-yl)vinyl)-6-(pyrrolidin-1-yl)pyridine

Conditions
ConditionsYield
With dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium(II); potassium carbonate In N,N-dimethyl-formamide; toluene at 140℃; for 3h; Heck reaction;98%
4-vinylpyridine
100-43-6

4-vinylpyridine

carbon disulfide
75-15-0

carbon disulfide

N-butylamine
109-73-9

N-butylamine

2-(pyridin-4-yl)ethyl butylcarbamodithioate

2-(pyridin-4-yl)ethyl butylcarbamodithioate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 6h; Green chemistry; regioselective reaction;98%
4-vinylpyridine
100-43-6

4-vinylpyridine

o-fluorobenzaldehyde hydrazone
401514-50-9

o-fluorobenzaldehyde hydrazone

C14H14FN

C14H14FN

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 1,2-bis(dimethylphosphanyl)ethane; lithium tert-butoxide In tetrahydrofuran at 80℃; for 12h; Inert atmosphere; regioselective reaction;98%
4-vinylpyridine
100-43-6

4-vinylpyridine

para-iodoanisole
696-62-8

para-iodoanisole

(E)-4-(4-methoxystyryl)pyridine
722-21-4, 6043-46-5, 46739-60-0

(E)-4-(4-methoxystyryl)pyridine

Conditions
ConditionsYield
With potassium carbonate; cross-linked Pd-plug In N,N-dimethyl-formamide at 115℃; Heck-Mizoroki coupling reaction;97%
With triethylamine; palladium diacetate In acetonitrile at 100℃; for 72h; Yield given;
4-vinylpyridine
100-43-6

4-vinylpyridine

iodobenzene
591-50-4

iodobenzene

trans-4-styrylpyride
5097-93-8

trans-4-styrylpyride

Conditions
ConditionsYield
With potassium carbonate; cross-linked Pd-plug In N,N-dimethyl-formamide at 115℃; Heck-Mizoroki coupling reaction;97%
With triethylamine; N-acetyl-3,5-bis(phenylthiomethyl)aniline-palladium(II)-Cl In N,N-dimethyl-formamide at 110℃; for 6h; Heck reaction;94%
With 2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-phenylamine; cetyltrimethylammonim bromide; palladium diacetate; potassium carbonate In N,N-dimethyl acetamide; water at 140℃; for 40h; Mizoroki-Heck reaction; Inert atmosphere;94%
4-vinylpyridine
100-43-6

4-vinylpyridine

tris(4-iodophenyl)amine
4181-20-8

tris(4-iodophenyl)amine

tris[4-(4-pyridylethenyl)phenyl]amine

tris[4-(4-pyridylethenyl)phenyl]amine

Conditions
ConditionsYield
With triethylamine; palladium diacetate; tris-(o-tolyl)phosphine In acetonitrile at 6℃; Heating;97%
With tetrabutylammomium bromide; potassium carbonate; triphenylphosphine; palladium diacetate In water; N,N-dimethyl-formamide at 70℃; for 48h; Heck coupling reaction;66%
4-vinylpyridine
100-43-6

4-vinylpyridine

2-bromo-5-chlorotoluene
14495-51-3

2-bromo-5-chlorotoluene

(E)-4-(4-chloro-2-methylstyryl)pyridine
1370449-38-9

(E)-4-(4-chloro-2-methylstyryl)pyridine

Conditions
ConditionsYield
With dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium; potassium carbonate In tetrahydrofuran; N,N-dimethyl-formamide at 140℃; for 16h; Mizoroki-Heck reaction; Inert atmosphere;97%

4-Vinylpyridine Consensus Reports

Reported in EPA TSCA Inventory.

4-Vinylpyridine Specification

The 4-Vinylpyridine, with the CAS registry number 108-10-1,is also known as gamma-Vinylpyridine. It belongs to the product categories of Vinyl Halides, Amines, Amides, and Other Vinyl Monomers. Its EINECS number is 202-852-0. This chemical's molecular formula is C7H7N and molecular weight is 105.14. What's more,Its systematic name is 4-Vinylpyridine.It is a dark brown to yellow liquid which is stable,incompatible with strong acids,strong oxidizing agents.It is a reagent for blocking cysteine function in proteins.4-Vinylpyridine can be used as organic intermediate and pharmaceutical intermediate. It can also be used as monomer in the manufacturing of polymer.

Physical properties about 4-Vinylpyridine are:
(1)ACD/LogP:  1.824; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  1.58; (4)ACD/LogD (pH 7.4):  1.82; (5)ACD/BCF (pH 5.5):  8.08; (6)ACD/BCF (pH 7.4):  14.18; (7)ACD/KOC (pH 5.5):  131.94; (8)ACD/KOC (pH 7.4):  231.65; (9)#H bond acceptors:  1; (10)#H bond donors:  0; (11)#Freely Rotating Bonds:  1; (12)Index of Refraction:  1.563; (13)Molar Refractivity:  35.268 cm3; (14)Molar Volume:  108.605 cm3; (15)Polarizability:  13.981 10-24cm3 ; (16)Surface Tension:  36.1959991455078 dyne/cm; (17)Density:  0.968 g/cm3; (18)Flash Point:  51.667 °C; (19)Enthalpy of Vaporization:  39.315 kJ/mol; (20)Boiling Point:  173.627 °C at 760 mmHg; (21)Vapour Pressure:  1.67900002002716 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:C=Cc1ccncc1;
(2)Std. InChI:InChI=1S/C7H7N/c1-2-7-3-5-8-6-4-7/h2-6H,1H2;
(3)Std. InChIKey:KFDVPJUYSDEJTH-UHFFFAOYSA-N.

Safety Information of 4-Vinylpyridine:
The 4-Vinylpyridine is flammable and causes burns ,so keep away from sources of ignition - No smoking .And it may cause sensitization by inhalation and skin contact ,so do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .When you use it ,wear suitable protective clothing, gloves and eye/face protection .In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) ,and in case of contact with eyes, rinse immediately with plenty of water and seek medical advice .

The toxicity data of 4-Vinylpyridine are as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 100mg/kg (100mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
guinea pig LD50 oral 321mg/kg (321mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: AGGRESSION

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 28(6), Pg. 55, 1984.
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 216mg/kg (216mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 39(4), Pg. 86, 1974.
mouse LC50 inhalation 380mg/m3/2H (380mg/m3) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: AGGRESSION

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 28(6), Pg. 55, 1984.
mouse LD50 oral 161mg/kg (161mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: AGGRESSION

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 28(6), Pg. 55, 1984.
rat LC50 inhalation 170mg/m3 (170mg/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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