Product Name

  • Name

    2-Vinylpyridine

  • EINECS 202-879-8
  • CAS No. 100-69-6
  • Article Data103
  • CAS DataBase
  • Density 0.968 g/cm3
  • 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;
  • PSA 12.89000
  • LogP 1.72460

Synthetic route

2-ethynylpyridine
1945-84-2

2-ethynylpyridine

2-vinylpyridine
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%
diethyl-(2-pyridin-2-yl-ethyl)-amine
25877-30-9

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

2-vinylpyridine
100-69-6

2-vinylpyridine

Conditions
ConditionsYield
92.3%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

2-vinylpyridine
100-69-6

2-vinylpyridine

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

2-chloropyridine

tri-n-butyl(vinyl)tin
7486-35-3

tri-n-butyl(vinyl)tin

2-vinylpyridine
100-69-6

2-vinylpyridine

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

2-(pyridin-2-yl)ethyl methanesulfonate

2-vinylpyridine
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
Vinyl bromide
593-60-2

Vinyl bromide

pyridin-2-ylzinc(ll) bromide
81745-83-7

pyridin-2-ylzinc(ll) bromide

2-vinylpyridine
100-69-6

2-vinylpyridine

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

2-(2-Hydroxyethyl)pyridine

2-vinylpyridine
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%
acrylonitrile
107-13-1

acrylonitrile

acetylene
74-86-2

acetylene

2-vinylpyridine
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%
2-(2-Hydroxyethyl)pyridine
103-74-2

2-(2-Hydroxyethyl)pyridine

diphenyl acetylene
501-65-5

diphenyl acetylene

A

2-vinylpyridine
100-69-6

2-vinylpyridine

B

3,4-diphenylquinolizin-5-ium tetrafluoroborate

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%
2-ethylpyridine 1-oxide
4833-24-3

2-ethylpyridine 1-oxide

2-vinylpyridine
100-69-6

2-vinylpyridine

Conditions
ConditionsYield
at 800℃; under 0.1 Torr;45%
1,2-bis(2-pyridyl)ethane N-oxide
82198-70-7

1,2-bis(2-pyridyl)ethane N-oxide

A

pyridine
110-86-1

pyridine

B

2-vinylpyridine
100-69-6

2-vinylpyridine

C

α-picoline
109-06-8

α-picoline

D

1,2-bis(pyridin-2-yl)ethane
4916-40-9

1,2-bis(pyridin-2-yl)ethane

E

1,2-bis(2-pyridyl)ethylene
1437-15-6

1,2-bis(2-pyridyl)ethylene

Conditions
ConditionsYield
at 800℃; under 0.05 - 0.2 Torr; Product distribution; Mechanism;A 11%
B 39%
C 11%
D 7%
E 20%
(2-pyridyl)acetaldoxime
56983-98-3

(2-pyridyl)acetaldoxime

A

pyridine
110-86-1

pyridine

B

2-vinylpyridine
100-69-6

2-vinylpyridine

C

α-picoline
109-06-8

α-picoline

D

2-Ethylpyridine
100-71-0

2-Ethylpyridine

E

2-methyl-1H-pyrrolo<3,2-b>pyridine
73177-35-2

2-methyl-1H-pyrrolo<3,2-b>pyridine

F

1,2-bis(pyridin-2-yl)ethane
4916-40-9

1,2-bis(pyridin-2-yl)ethane

Conditions
ConditionsYield
at 800℃; under 0.001 - 0.01 Torr; approximate contact time: 0.002-0.03 s;A 18%
B 5%
C 32%
D 11%
E 4%
F 32%
α-picoline
109-06-8

α-picoline

methanol
67-56-1

methanol

A

2-vinylpyridine
100-69-6

2-vinylpyridine

B

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

C

2-Ethylpyridine
100-71-0

2-Ethylpyridine

D

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 α-picoline with methanol over Na+, K+, Rb+, or Cs+ exchanged X- or Y-type zeolite in an atmosphere of nitrogen;A 3.1%
B 7.3%
C 30.2%
D 3.6%
2-methylpyridine N-oxide
931-19-1

2-methylpyridine N-oxide

A

pyridine
110-86-1

pyridine

B

2-vinylpyridine
100-69-6

2-vinylpyridine

C

α-picoline
109-06-8

α-picoline

D

bis(2-pyridyl)methane
1132-37-2

bis(2-pyridyl)methane

E

1,2-bis(pyridin-2-yl)ethane
4916-40-9

1,2-bis(pyridin-2-yl)ethane

F

1,2-bis(2-pyridyl)ethylene
1437-15-6

1,2-bis(2-pyridyl)ethylene

Conditions
ConditionsYield
at 800℃; under 0.1 - 1 Torr; Product distribution; Mechanism; other temperatures; other pressure; different carriers; various alkyl derivatives of pyridine N-oxides;A 24%
B 7%
C 17%
D 8%
E 26%
F 11%
3-methyl-[1,2,3]triazolo[1,5-a]pyridine
54856-82-5

3-methyl-[1,2,3]triazolo[1,5-a]pyridine

2-vinylpyridine
100-69-6

2-vinylpyridine

Conditions
ConditionsYield
With palladium on activated charcoal In ethanol at 150℃; for 24h; Autoclave;23%
pyridine
110-86-1

pyridine

methanol
67-56-1

methanol

A

2-vinylpyridine
100-69-6

2-vinylpyridine

B

α-picoline
109-06-8

α-picoline

C

picoline
108-89-4

picoline

D

2-Ethylpyridine
100-71-0

2-Ethylpyridine

E

4-Ethylpyridine
536-75-4

4-Ethylpyridine

F

3-Methylpyridine
108-99-6

3-Methylpyridine

Conditions
ConditionsYield
Cs exchanged zeolite at 450℃; Product distribution; investigation of the heterogeneous vapor-phase alkylation of pyridine with methanol over Na+, K+, Rb+, or Cs+ exchanged X- or Y-type zeolite in an atmosphere of nitrogen;A 5.5%
B 6.5%
C 5%
D 22.2%
E 5.3%
F 3.1%
3-methyl-[1,2,3]triazolo[1,5-a]pyridine
54856-82-5

3-methyl-[1,2,3]triazolo[1,5-a]pyridine

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

acetone
67-64-1

acetone

A

2-vinylpyridine
100-69-6

2-vinylpyridine

B

2-(1-chloroethyl)pyridine
10445-92-8

2-(1-chloroethyl)pyridine

C

diphenyl sulphone
127-63-9

diphenyl sulphone

D

2-(2-phenylethyl)pyridine
2116-62-3

2-(2-phenylethyl)pyridine

E

diphenyldisulfane
882-33-7

diphenyldisulfane

F

1-phenyl-acetone
103-79-7

1-phenyl-acetone

Conditions
ConditionsYield
for 80h; Mechanism; Heating;A n/a
B 4%
C 6%
D n/a
E 1%
F 3%
pyridine
110-86-1

pyridine

ethanol
64-17-5

ethanol

A

2-vinylpyridine
100-69-6

2-vinylpyridine

B

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

C

3-ethylpyridine
536-78-7

3-ethylpyridine

D

2-Ethylpyridine
100-71-0

2-Ethylpyridine

E

4-Ethylpyridine
536-75-4

4-Ethylpyridine

Conditions
ConditionsYield
Cs exchanged zeolite at 450℃; Product distribution; investigation of the heterogeneous vapor-phase alkylation of pyridine with ethanol over Na+, K+, Rb+, or Cs+ exchanged X- or Y-type zeolite in an atmosphere of nitrogen;A 1.3%
B 1.1%
C 1.1%
D 5.9%
E 3.2%
2-methylpyridine N-oxide
931-19-1

2-methylpyridine N-oxide

A

pyridine
110-86-1

pyridine

B

2-vinylpyridine
100-69-6

2-vinylpyridine

C

α-picoline
109-06-8

α-picoline

D

1,2-bis(pyridin-2-yl)ethane
4916-40-9

1,2-bis(pyridin-2-yl)ethane

Conditions
ConditionsYield
at 800℃; under 1 - 5 Torr;A n/a
B 5%
C n/a
D n/a
α-picoline
109-06-8

α-picoline

formaldehyd
50-00-0

formaldehyd

A

2-vinylpyridine
100-69-6

2-vinylpyridine

B

2-Ethylpyridine
100-71-0

2-Ethylpyridine

Conditions
ConditionsYield
With water at 275℃; beim Leiten ueber mit Zinkfluorid impraegniertes Al2O3;
K-ZSM-5 at 300℃; Conversion of starting material;
α-picoline
109-06-8

α-picoline

formaldehyd
50-00-0

formaldehyd

A

2-vinylpyridine
100-69-6

2-vinylpyridine

B

2-(2-Hydroxyethyl)pyridine
103-74-2

2-(2-Hydroxyethyl)pyridine

Conditions
ConditionsYield
With sulfuric acid; water; hydrogen at 160℃;
2-Ethylpyridine
100-71-0

2-Ethylpyridine

2-vinylpyridine
100-69-6

2-vinylpyridine

Conditions
ConditionsYield
With chromium(III) oxide; iron(III) oxide; potassium hydroxide at 700℃; mit Wasserdampf;
With nitrogen; iodine; oxygen at 700℃; beim Leiten ueber Quarz;
With binary vanadium-magnesium catalyst; water; oxygen at 480℃; Product distribution; oxidative dehydrogenation; other alkylpyridines, also in the presence sulfur dioxide, variously modified catalysts, var. temp.;
2-bromo-pyridine
109-04-6

2-bromo-pyridine

ethenyltrimethylsilane
754-05-2

ethenyltrimethylsilane

A

2-vinylpyridine
100-69-6

2-vinylpyridine

B

trimethylsilyl bromide
2857-97-8

trimethylsilyl bromide

C

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

D

buta-1,3-diene
106-99-0

buta-1,3-diene

Conditions
ConditionsYield
bis(η3-allyl-μ-chloropalladium(II)) In tetralin; water; N,N-dimethyl-formamide at 100℃; for 5h; other catalysts: (Ph3P)4Pd, LiPdCl3, (PhCN)2PdCl2, (MeCN)2PdCl2, Pd/C; Et3N presence; Further byproducts given;A 30 % Chromat.
B n/a
C n/a
D n/a
2-iodopyridine
5029-67-4

2-iodopyridine

ethenyltrimethylsilane
754-05-2

ethenyltrimethylsilane

A

2-vinylpyridine
100-69-6

2-vinylpyridine

B

trimethylsilyl iodide
16029-98-4

trimethylsilyl iodide

C

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

D

buta-1,3-diene
106-99-0

buta-1,3-diene

Conditions
ConditionsYield
bis(η3-allyl-μ-chloropalladium(II)) In tetralin; water; N,N-dimethyl-formamide at 100℃; for 5h; other catalysts: (Ph3P)4Pd, LiPdCl3, (PhCN)2PdCl2, (MeCN)2PdCl2, Pd/C; Et3N presence; Further byproducts given;A 23 % Chromat.
B n/a
C n/a
D n/a
2-methylpyridine N-oxide
931-19-1

2-methylpyridine N-oxide

A

pyridine
110-86-1

pyridine

B

2-vinylpyridine
100-69-6

2-vinylpyridine

C

α-picoline
109-06-8

α-picoline

D

bis(2-pyridyl)methane
1132-37-2

bis(2-pyridyl)methane

E

1,2-bis(pyridin-2-yl)ethane
4916-40-9

1,2-bis(pyridin-2-yl)ethane

Conditions
ConditionsYield
at 550 - 800℃; Product distribution; flash vacuum pyrolysis;
2-methylpyridine N-oxide
931-19-1

2-methylpyridine N-oxide

A

2-vinylpyridine
100-69-6

2-vinylpyridine

B

2-Ethylpyridine
100-71-0

2-Ethylpyridine

C

2-Hydroxymethylpyridine
586-98-1

2-Hydroxymethylpyridine

D

bis(2-pyridyl)methane
1132-37-2

bis(2-pyridyl)methane

E

1,2-bis(pyridin-2-yl)ethane
4916-40-9

1,2-bis(pyridin-2-yl)ethane

F

1,2-bis(2-pyridyl)ethylene
1437-15-6

1,2-bis(2-pyridyl)ethylene

Conditions
ConditionsYield
at 500 - 800℃; under 0.01 - 0.1 Torr; Product distribution; other pyridine and pyridazine N-oxides;
acrylonitrile
107-13-1

acrylonitrile

acetylene
74-86-2

acetylene

A

2-vinylpyridine
100-69-6

2-vinylpyridine

B

benzene
71-43-2

benzene

Conditions
ConditionsYield
With η6-borinato cobalt complexes at 120 - 160℃; under 37503 Torr; Product distribution;
2-[2-([1,3,2]Dioxaphospholan-2-yloxy)-ethyl]-pyridine
110232-64-9

2-[2-([1,3,2]Dioxaphospholan-2-yloxy)-ethyl]-pyridine

2-vinylpyridine
100-69-6

2-vinylpyridine

Conditions
ConditionsYield
at 800℃;
at 700℃; under 0.001 Torr;
1-azido-2-methyl-benzene
31656-92-5

1-azido-2-methyl-benzene

A

2-vinylpyridine
100-69-6

2-vinylpyridine

B

benzylidenamine
16118-22-2

benzylidenamine

C

6-Methylene-2,4-cyclohexadien-1-imine
64372-87-8

6-Methylene-2,4-cyclohexadien-1-imine

D

benzonitrile
100-47-0

benzonitrile

Conditions
ConditionsYield
at 800℃;
2-vinylpyridine
100-69-6

2-vinylpyridine

thiophenol
108-98-5

thiophenol

phenyl 2-(2-pyridyl)ethyl sulfide
21070-71-3

phenyl 2-(2-pyridyl)ethyl sulfide

Conditions
ConditionsYield
at 60℃; for 2.5h; Alkylation;100%
With zinc(II) nitrate hexahydrate In acetonitrile at 25℃; for 0.166667h; Sealed tube; Green chemistry;92%
In water at 20℃;84%
With benzene
unter Zusatz von wenig wss. Benzyl-trimethyl-ammonium-hydroxid-Loesung auf 100grad;
2-vinylpyridine
100-69-6

2-vinylpyridine

2-Ethylpyridine
100-71-0

2-Ethylpyridine

Conditions
ConditionsYield
With 5% Pd/C; hydrogen In ethanol at 20℃; for 0.5h; chemoselective reaction;100%
With 6C53H32O8(4-)*13Zr(4+)*18O(2-)*8Co(2+)*8H(1-); hydrogen In tetrahydrofuran at 20℃; under 30003 Torr; for 36h; Catalytic behavior;99%
With cobalt In tetrahydrofuran Heating; High pressure; chemoselective reaction;99%
2-vinylpyridine
100-69-6

2-vinylpyridine

2-(4′-vinylbiphenyl-4-yl)pyridine
956472-60-9

2-(4′-vinylbiphenyl-4-yl)pyridine

poly(2-(4'-vinylbiphenyl-4-yl)pyridine-co-2-vinylpyridine)

poly(2-(4'-vinylbiphenyl-4-yl)pyridine-co-2-vinylpyridine)

Conditions
ConditionsYield
Stage #1: 2-vinylpyridine With (diphenylmethyl)potassium
Stage #2: 2-(4′-vinylbiphenyl-4-yl)pyridine at -78℃;
100%
2-vinylpyridine
100-69-6

2-vinylpyridine

tris(pentafluorophenyl)aluminum*(toluene)0.5

tris(pentafluorophenyl)aluminum*(toluene)0.5

(2-vinylpyridine)Al(C6F5)3
1632067-27-6

(2-vinylpyridine)Al(C6F5)3

Conditions
ConditionsYield
In toluene at 25℃;100%
2-vinylpyridine
100-69-6

2-vinylpyridine

2-phenyl-1,3,2-benzodioxaborole
5747-23-9

2-phenyl-1,3,2-benzodioxaborole

2-Ethylpyridine
100-71-0

2-Ethylpyridine

Conditions
ConditionsYield
With oxygen; hydrazine hydrate In acetonitrile at 32℃; under 760.051 Torr; for 3h; Schlenk technique;100%
2-vinylpyridine
100-69-6

2-vinylpyridine

carbon disulfide
75-15-0

carbon disulfide

N-butylamine
109-73-9

N-butylamine

2-(pyridin-2-yl)ethyl butylcarbamodithioate

2-(pyridin-2-yl)ethyl butylcarbamodithioate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 6h; Green chemistry; regioselective reaction;100%
2-vinylpyridine
100-69-6

2-vinylpyridine

carbon disulfide
75-15-0

carbon disulfide

diallylamine
124-02-7

diallylamine

2-(pyridin-2-yl)ethyl diallylcarbamodithioate

2-(pyridin-2-yl)ethyl diallylcarbamodithioate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 6h; Green chemistry; regioselective reaction;100%
2-vinylpyridine
100-69-6

2-vinylpyridine

carbon disulfide
75-15-0

carbon disulfide

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

2-(pyridin-2-yl)ethyl 3-hydroxypropylcarbamodithioate

2-(pyridin-2-yl)ethyl 3-hydroxypropylcarbamodithioate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 6h; Green chemistry; regioselective reaction;100%
2-vinylpyridine
100-69-6

2-vinylpyridine

carbon disulfide
75-15-0

carbon disulfide

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

2-(pyridin-2-yl)ethyl 4-methoxybenzylcarbamodithioate

2-(pyridin-2-yl)ethyl 4-methoxybenzylcarbamodithioate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 6h; Green chemistry; regioselective reaction;100%
2-vinylpyridine
100-69-6

2-vinylpyridine

carbon disulfide
75-15-0

carbon disulfide

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

2-(pyridin-2-yl)ethyl (R)-1-phenylethylcarbamodithioate

2-(pyridin-2-yl)ethyl (R)-1-phenylethylcarbamodithioate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 6h; Green chemistry; regioselective reaction;100%
2-vinylpyridine
100-69-6

2-vinylpyridine

carbon disulfide
75-15-0

carbon disulfide

diethylamine
109-89-7

diethylamine

2-(pyridin-2-yl)ethyl diethylcarbamodithioate

2-(pyridin-2-yl)ethyl diethylcarbamodithioate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 6h; Green chemistry; regioselective reaction;100%
piperidine
110-89-4

piperidine

2-vinylpyridine
100-69-6

2-vinylpyridine

carbon disulfide
75-15-0

carbon disulfide

2-(pyridin-2-yl)ethyl piperidine-1-carbodithioate

2-(pyridin-2-yl)ethyl piperidine-1-carbodithioate

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

pyrrolidine

2-vinylpyridine
100-69-6

2-vinylpyridine

carbon disulfide
75-15-0

carbon disulfide

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

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

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 6h; Green chemistry; regioselective reaction;100%
2-vinylpyridine
100-69-6

2-vinylpyridine

carbon disulfide
75-15-0

carbon disulfide

1-amino-2-propene
107-11-9

1-amino-2-propene

2-(pyridin-2-yl)ethyl allylcarbamodithioate

2-(pyridin-2-yl)ethyl allylcarbamodithioate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 6h; Green chemistry; regioselective reaction;100%
2-vinylpyridine
100-69-6

2-vinylpyridine

carbon disulfide
75-15-0

carbon disulfide

ethylamine
75-04-7

ethylamine

2-(pyridin-2-yl)ethyl ethylcarbamodithioate

2-(pyridin-2-yl)ethyl ethylcarbamodithioate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 6h; Green chemistry; regioselective reaction;100%
2-vinylpyridine
100-69-6

2-vinylpyridine

carbon disulfide
75-15-0

carbon disulfide

isopropylamine
75-31-0

isopropylamine

2-(pyridin-2-yl)ethyl isopropylcarbamodithioate

2-(pyridin-2-yl)ethyl isopropylcarbamodithioate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 6h; Green chemistry; regioselective reaction;100%
2-vinylpyridine
100-69-6

2-vinylpyridine

carbon disulfide
75-15-0

carbon disulfide

isobutylamine
78-81-9

isobutylamine

2-(pyridin-2-yl)ethyl isobutylcarbamodithioate

2-(pyridin-2-yl)ethyl isobutylcarbamodithioate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 6h; Green chemistry; regioselective reaction;100%
2-vinylpyridine
100-69-6

2-vinylpyridine

para-iodoanisole
696-62-8

para-iodoanisole

2-(4-Methoxy-styryl)-pyridin
19036-99-8

2-(4-Methoxy-styryl)-pyridin

Conditions
ConditionsYield
With potassium phosphate; sodium chloride In water; N,N-dimethyl-formamide at 45℃; for 16h; Catalytic behavior; Reagent/catalyst; Micellar solution;99%
With potassium carbonate; palladium on activated charcoal In N,N-dimethyl-formamide at 100℃;44%
2-vinylpyridine
100-69-6

2-vinylpyridine

Reaxys ID: 15741156

Reaxys ID: 15741156

Conditions
ConditionsYield
With ethyl 2-methyl-2-methyl tellurium propionate; 2,2'-azobis(isobutyronitrile) at 60℃; for 3h; Product distribution / selectivity;99%
2-vinylpyridine
100-69-6

2-vinylpyridine

3-Bromopyridine
626-55-1

3-Bromopyridine

trans-1-(2-pyridyl)-2-(3-pyridyl)ethylene
13362-75-9

trans-1-(2-pyridyl)-2-(3-pyridyl)ethylene

Conditions
ConditionsYield
With dicyclohexyl(2',4',6'-triisopropyl-[1,1':3',1''-terphenyl]-2-yl)phosphane; palladium diacetate; sodium hydrogencarbonate In N,N-dimethyl-formamide at 120℃; for 8h; Sealed tube; Inert atmosphere; Glovebox; Schlenk technique;99%
With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; palladium diacetate; sodium hydrogencarbonate In N,N-dimethyl-formamide at 120℃; for 4h; Reagent/catalyst; Heck Reaction; Inert atmosphere;99%
With C18H21N3O2Pd; tetrabutylammomium bromide; caesium carbonate In N,N-dimethyl acetamide at 150℃; for 15h; Heck Reaction; Sealed tube;60%
2-vinylpyridine
100-69-6

2-vinylpyridine

(E)-1-(pyridin-2-yl)-N-(4-styrylbenzyl)methanamine

(E)-1-(pyridin-2-yl)-N-(4-styrylbenzyl)methanamine

(E)-2-(pyridin-2-yl)-N-(pyridin-2-ylmethyl)-N-(4-styrylbenzyl)-ethanamine

(E)-2-(pyridin-2-yl)-N-(pyridin-2-ylmethyl)-N-(4-styrylbenzyl)-ethanamine

Conditions
ConditionsYield
With acetic acid In ethanol for 36h; Reflux;99%
2-vinylpyridine
100-69-6

2-vinylpyridine

2,2,2-trifluoro-1-(4-iodophenyl)ethan-1-one
23516-84-9

2,2,2-trifluoro-1-(4-iodophenyl)ethan-1-one

1,1,1-trifluoro-2-(4-iodophenyl)-4-(pyridin-2-yl)butan-2-ol

1,1,1-trifluoro-2-(4-iodophenyl)-4-(pyridin-2-yl)butan-2-ol

Conditions
ConditionsYield
With diphenyl hydrogen phosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In dichloromethane at 20℃; Irradiation; Inert atmosphere;99%
2-vinylpyridine
100-69-6

2-vinylpyridine

Diphenylphosphine oxide
4559-70-0

Diphenylphosphine oxide

α-<2-(diphenylphosphinyl)ethyl>pyridine
25898-97-9

α-<2-(diphenylphosphinyl)ethyl>pyridine

Conditions
ConditionsYield
With pyridine; lanthanum tris(N,N-dimethylbenzylamine) at 80℃; for 16h; Glovebox; regioselective reaction;98%
at 120℃; for 1h; microwave irradiation;88%
With silver fluoride In N,N-dimethyl-formamide at 110℃; for 24h;80%
In benzene at 140℃; for 3.5h;78%
With oxygen at 80℃; for 12h;95 % Spectr.
2-vinylpyridine
100-69-6

2-vinylpyridine

4-Methoxybenzenethiol
696-63-9

4-Methoxybenzenethiol

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

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

Conditions
ConditionsYield
at 60℃; for 2.5h; Alkylation;98%
2-vinylpyridine
100-69-6

2-vinylpyridine

p-Chlorothiophenol
106-54-7

p-Chlorothiophenol

2-(2-((4-chlorophenyl)thio)ethyl)pyridine

2-(2-((4-chlorophenyl)thio)ethyl)pyridine

Conditions
ConditionsYield
In neat (no solvent) at 40℃; for 0.5h;98%
at 60℃; for 2.5h; Alkylation;93%
2-vinylpyridine
100-69-6

2-vinylpyridine

carbon disulfide
75-15-0

carbon disulfide

benzylamine
100-46-9

benzylamine

2-(pyridin-2-yl)ethyl benzylcarbamodithioate
21172-92-9

2-(pyridin-2-yl)ethyl benzylcarbamodithioate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 6h; Green chemistry; regioselective reaction;98%
2-vinylpyridine
100-69-6

2-vinylpyridine

C17H16BN2(1+)*C24BF20(1-)

C17H16BN2(1+)*C24BF20(1-)

C24H23BN3(1+)*C24BF20(1-)

C24H23BN3(1+)*C24BF20(1-)

Conditions
ConditionsYield
In chloroform Inert atmosphere; Schlenk technique;98%
2-vinylpyridine
100-69-6

2-vinylpyridine

tert-butyl-3-iodoazetidine-1-carboxylate
254454-54-1

tert-butyl-3-iodoazetidine-1-carboxylate

tert-butyl 3-(2-(pyridin-2-yl)ethyl)azetidine-1-carboxylate

tert-butyl 3-(2-(pyridin-2-yl)ethyl)azetidine-1-carboxylate

Conditions
ConditionsYield
With triethylamine In water; acetonitrile at 20℃; for 16h; Irradiation; chemoselective reaction;98%
pyrrolidine
123-75-1

pyrrolidine

2-vinylpyridine
100-69-6

2-vinylpyridine

2-[2-(pyrrolidin-1-yl)ethyl]pyridine
6311-90-6

2-[2-(pyrrolidin-1-yl)ethyl]pyridine

Conditions
ConditionsYield
With (dpp-BIAN)Mg(THF)3 In benzene-d6 at 20℃; for 4.1h; Reagent/catalyst; Time; Inert atmosphere; Schlenk technique;97%
With NPs-Fe3O4-DE-bmim3PW In dichloromethane at 20℃; for 2h;90%
With ferrocene; C42H48N2Si2Y(1-)*C16H32LiO4(1+) In benzene-d6 at 130℃; for 0.08h; Inert atmosphere; Glovebox;84%

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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