Product Name

  • Name

    5-ETHYL-2-VINYL PYRIDINE

  • EINECS 226-475-6
  • CAS No. 5408-74-2
  • Article Data13
  • CAS DataBase
  • Density 0.941 g/cm3
  • Solubility
  • Melting Point
  • Formula  C9H11 N
  • Boiling Point 208.5ºC at 760 mmHg
  • Molecular Weight 133.193
  • Flash Point 76.2 ºC
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 5408-74-2 (5-ETHYL-2-VINYL PYRIDINE)
  • Hazard Symbols
  • Synonyms Pyridine,5-ethyl-2-vinyl- (6CI,7CI,8CI);5-Ethyl-2-vinylpyridine;NSC 8395;
  • PSA 12.89000
  • LogP 2.28700

Synthetic route

5-{4-[2-chloro-2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-2,4-thiazolidene dione
646519-88-2

5-{4-[2-chloro-2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-2,4-thiazolidene dione

A

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

B

Pioglitazone
105355-27-9

Pioglitazone

C

5-(4-hydroxybenzyl)-2,4-thiazolidinedione
74772-78-4

5-(4-hydroxybenzyl)-2,4-thiazolidinedione

Conditions
ConditionsYield
With acetic acid; zinc In ethyl acetate at 25 - 35℃; for 9h; Product distribution / selectivity;A n/a
B 41%
C n/a
With acetic acid; zinc at 25 - 30℃; for 15h;A 10%
B 25%
C 12%
Stage #1: 5-{4-[2-chloro-2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-2,4-thiazolidene dione With acetic acid; zinc at 5 - 30℃; for 15h;
Stage #2: With sodium carbonate In water; acetic acid Product distribution / selectivity;
A 10%
B 20%
C 12%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

formaldehyd
50-00-0

formaldehyd

A

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

B

5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

Conditions
ConditionsYield
With dipotassium peroxodisulfate; ethanol at 220℃;
In water at 155℃; under 4500.45 Torr; for 4h; Pressure; Autoclave;A n/a
B 70 g
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
With aluminum oxide at 420℃;
With potassium hydroxide at 175℃; Erhitzen unter vermindertem Druck;
With potassium hydroxide Heating; Yield given;
hydrogenchloride
7647-01-0

hydrogenchloride

5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
at 160 - 170℃; nachfolgenden Erwaermen mit Natronlauge;
5-ethyl-2-<β-oxy-ethyl>-pyridine

5-ethyl-2-<β-oxy-ethyl>-pyridine

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
With hydrogenchloride at 160 - 170℃; im Rohr; Erwaermen mit Natronlauge;
With hydrogenchloride at 160 - 170℃; im Rohr; Destillieren ueber Kaliumhydroxyd;
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

potassium hydroxide

potassium hydroxide

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
Destillation;
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

pyridine-homologous/ues

pyridine-homologous/ues

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: formic acid, tert-butylcatechol / ethanol / 120 h / Heating
2: KOH / Heating
View Scheme
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium peroxo disulfate; ethanol / 220 °C
2: potassium hydroxide / 175 °C / Erhitzen unter vermindertem Druck
View Scheme
Multi-step reaction with 2 steps
1: formic acid; water / 240 °C / 139011 Torr
2: potassium hydroxide / 175 °C / Erhitzen unter vermindertem Druck
View Scheme
Multi-step reaction with 3 steps
1: water / 3 h / 150 - 160 °C / 3750.38 - 4500.45 Torr / Autoclave
2: triethylamine; p-toluenesulfonyl chloride / toluene / 0 - 5 °C
3: potassium carbonate / toluene / 10 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: water / 4 h / 155 °C / 4500.45 Torr / Autoclave
2: triethylamine; p-toluenesulfonyl chloride / toluene / 0 - 5 °C
3: potassium carbonate / toluene / 10 h / Reflux
View Scheme
5-{4-[2-chloro-2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-2,4-thiazolidene dione hydrochloride
646519-89-3

5-{4-[2-chloro-2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-2,4-thiazolidene dione hydrochloride

A

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

B

Pioglitazone
105355-27-9

Pioglitazone

C

5-(4-hydroxybenzyl)-2,4-thiazolidinedione
74772-78-4

5-(4-hydroxybenzyl)-2,4-thiazolidinedione

Conditions
ConditionsYield
With acetic acid; zinc In methanol Product distribution / selectivity; Industry scale;
2-hydroxymethyl-5-ethyl pyridine
768-61-6

2-hydroxymethyl-5-ethyl pyridine

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
With potassium hydroxide
5-{4-[2-chloro-2-(5-ethylpyridn-2-yl)ethoxy]benzylidene}-2,4-thiazolidene dione
646519-94-0

5-{4-[2-chloro-2-(5-ethylpyridn-2-yl)ethoxy]benzylidene}-2,4-thiazolidene dione

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen / tetrahydrofuran / 12 h
2: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
2-(5-ethyl-1-oxypyridin-2-yl)ethanol
90643-32-6

2-(5-ethyl-1-oxypyridin-2-yl)ethanol

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 0.5 h / 120 °C
2: sodium hydroxide / water / 2 h / 40 °C
3: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
4: N,N-dimethyl-formamide / 14 h / 80 °C
5: thionyl chloride / chloroform / 1 h / Reflux
6: acetic acid; piperidine / toluene / Heating
7: hydrogen / tetrahydrofuran / 12 h
8: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
Multi-step reaction with 8 steps
1: 0.5 h / 120 °C
2: sodium hydroxide / water / 2 h / 40 °C
3: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
4: N,N-dimethyl-formamide / 14 h / 80 °C
5: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
6: thionyl chloride / chloroform / 3 h / Reflux
7: hydrogen / tetrahydrofuran / 12 h
8: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
Multi-step reaction with 8 steps
1: 0.5 h / 120 °C
2: sodium hydroxide / water / 2 h / 40 °C
3: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
4: N,N-dimethyl-formamide / 14 h / 80 °C
5: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
6: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 85 °C / Large scale
7: thionyl chloride / chloroform / 2 h / Reflux
8: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
1-(5-ethylpyridin-2-yl)ethan-1,2-diol

1-(5-ethylpyridin-2-yl)ethan-1,2-diol

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
2: N,N-dimethyl-formamide / 14 h / 80 °C
3: thionyl chloride / chloroform / 1 h / Reflux
4: acetic acid; piperidine / toluene / Heating
5: hydrogen / tetrahydrofuran / 12 h
6: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
Multi-step reaction with 6 steps
1: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
2: N,N-dimethyl-formamide / 14 h / 80 °C
3: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
4: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 85 °C / Large scale
5: thionyl chloride / chloroform / 2 h / Reflux
6: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
Multi-step reaction with 6 steps
1: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
2: N,N-dimethyl-formamide / 14 h / 80 °C
3: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
4: thionyl chloride / chloroform / 3 h / Reflux
5: hydrogen / tetrahydrofuran / 12 h
6: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
5-ethyl-2-[2-oxo-(1,3,2)dioxathiolan-4-yl]pyridine

5-ethyl-2-[2-oxo-(1,3,2)dioxathiolan-4-yl]pyridine

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: N,N-dimethyl-formamide / 14 h / 80 °C
2: thionyl chloride / chloroform / 1 h / Reflux
3: acetic acid; piperidine / toluene / Heating
4: hydrogen / tetrahydrofuran / 12 h
5: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
Multi-step reaction with 5 steps
1: N,N-dimethyl-formamide / 14 h / 80 °C
2: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
3: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 85 °C / Large scale
4: thionyl chloride / chloroform / 2 h / Reflux
5: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
Multi-step reaction with 5 steps
1: N,N-dimethyl-formamide / 14 h / 80 °C
2: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
3: thionyl chloride / chloroform / 3 h / Reflux
4: hydrogen / tetrahydrofuran / 12 h
5: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
4-[2-chloro-2-(5-ethyl-2-pyridyl)ethoxy]benzaldehyde

4-[2-chloro-2-(5-ethyl-2-pyridyl)ethoxy]benzaldehyde

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetic acid; piperidine / toluene / Heating
2: hydrogen / tetrahydrofuran / 12 h
3: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzaldehyde
471295-98-4

4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzaldehyde

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: thionyl chloride / chloroform / 1 h / Reflux
2: acetic acid; piperidine / toluene / Heating
3: hydrogen / tetrahydrofuran / 12 h
4: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
Multi-step reaction with 4 steps
1: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
2: thionyl chloride / chloroform / 3 h / Reflux
3: hydrogen / tetrahydrofuran / 12 h
4: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
Multi-step reaction with 4 steps
1: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
2: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 85 °C / Large scale
3: thionyl chloride / chloroform / 2 h / Reflux
4: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
acetic acid 2-acetoxy-2-(5-ethyl-1-pyridin-2-yl)ethyl ester

acetic acid 2-acetoxy-2-(5-ethyl-1-pyridin-2-yl)ethyl ester

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: sodium hydroxide / water / 2 h / 40 °C
2: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
3: N,N-dimethyl-formamide / 14 h / 80 °C
4: thionyl chloride / chloroform / 1 h / Reflux
5: acetic acid; piperidine / toluene / Heating
6: hydrogen / tetrahydrofuran / 12 h
7: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
Multi-step reaction with 7 steps
1: sodium hydroxide / water / 2 h / 40 °C
2: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
3: N,N-dimethyl-formamide / 14 h / 80 °C
4: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
5: thionyl chloride / chloroform / 3 h / Reflux
6: hydrogen / tetrahydrofuran / 12 h
7: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
Multi-step reaction with 7 steps
1: sodium hydroxide / water / 2 h / 40 °C
2: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
3: N,N-dimethyl-formamide / 14 h / 80 °C
4: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
5: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 85 °C / Large scale
6: thionyl chloride / chloroform / 2 h / Reflux
7: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
5-{4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzylidene}-2,4-thiazolidene dione
646519-84-8

5-{4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzylidene}-2,4-thiazolidene dione

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: thionyl chloride / chloroform / 3 h / Reflux
2: hydrogen / tetrahydrofuran / 12 h
3: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 85 °C / Large scale
2: thionyl chloride / chloroform / 2 h / Reflux
3: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
2-bromo-1-(5-ethylpyridin-2-yl)ethanol
646519-81-5

2-bromo-1-(5-ethylpyridin-2-yl)ethanol

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: potassium carbonate / tert-butyl alcohol / 1.17 h / Reflux
1.2: 11 h / Reflux
2.1: thionyl chloride / chloroform / 1 h / Reflux
3.1: acetic acid; piperidine / toluene / Heating
4.1: hydrogen / tetrahydrofuran / 12 h
5.1: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate / tert-butyl alcohol / 1.17 h / Reflux
1.2: 11 h / Reflux
2.1: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
3.1: thionyl chloride / chloroform / 3 h / Reflux
4.1: hydrogen / tetrahydrofuran / 12 h
5.1: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate / tert-butyl alcohol / 1.17 h / Reflux
1.2: 11 h / Reflux
2.1: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
3.1: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 85 °C / Large scale
4.1: thionyl chloride / chloroform / 2 h / Reflux
5.1: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
5-{4-[2-(5-ethyl-pyridin-2-yl)-2-hydroxyethoxy]benzyl}-2,4-thiazolidinedione
101931-00-4

5-{4-[2-(5-ethyl-pyridin-2-yl)-2-hydroxyethoxy]benzyl}-2,4-thiazolidinedione

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride / chloroform / 2 h / Reflux
2: zinc; acetic acid / 15 h / 25 - 30 °C
View Scheme
toluene-4-sulfonic acid 2-(5-ethylpyridin-2-yl)ethyl ester
144809-27-8

toluene-4-sulfonic acid 2-(5-ethylpyridin-2-yl)ethyl ester

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
With potassium carbonate In toluene for 10h; Reflux;
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

4-aminotiophenol
1193-02-8

4-aminotiophenol

4-[2-(5-Ethyl-pyridin-2-yl)-ethylsulfanyl]-phenylamine
136401-93-9

4-[2-(5-Ethyl-pyridin-2-yl)-ethylsulfanyl]-phenylamine

Conditions
ConditionsYield
Ambient temperature;95%
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

2-bromo-1-(5-ethylpyridin-2-yl)ethanol
646519-81-5

2-bromo-1-(5-ethylpyridin-2-yl)ethanol

Conditions
ConditionsYield
With N-Bromosuccinimide; water In tert-butyl alcohol at 25 - 30℃; for 1.16667h; Reagent/catalyst; Solvent; Temperature; Time;95%
With water; bromine; potassium bromide at 60 - 65℃; for 0.666667h; Product distribution / selectivity;86%
With N-Bromosuccinimide; water In 1,4-dioxane at 25 - 30℃; for 4h; Product distribution / selectivity;85%
With N-Bromosuccinimide; water In tetrahydrofuran at 25 - 30℃; for 4h; Product distribution / selectivity;82%
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

A

1-(5-ethyl-2-pyridinyl)ethanone
286411-85-6

1-(5-ethyl-2-pyridinyl)ethanone

B

2-bromo-1-(5-ethylpyridin-2-yl)ethanol
646519-81-5

2-bromo-1-(5-ethylpyridin-2-yl)ethanol

C

2-(1-bromovinyl)-5-ethylpyridine

2-(1-bromovinyl)-5-ethylpyridine

Conditions
ConditionsYield
With N-Bromosuccinimide; water In tert-butyl alcohol at 25 - 30℃; for 1h; Product distribution / selectivity;A n/a
B 93%
C n/a
With N-Bromosuccinimide; water In dimethyl sulfoxide at -5 - 0℃; for 0.5h; Product distribution / selectivity;A 5%
B 88%
C 6%
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

5-ethyl-2-oxiran-2-ylpyridine

5-ethyl-2-oxiran-2-ylpyridine

Conditions
ConditionsYield
Stage #1: 5-ethyl-2-vinyl-pyridine With N-Bromosuccinimide; water In tert-butyl alcohol at 25 - 30℃; for 1.5h;
Stage #2: With sodium hydroxide In water; tert-butyl alcohol for 0.75h; Product distribution / selectivity;
92%
Stage #1: 5-ethyl-2-vinyl-pyridine With N-Bromosuccinimide; water In dimethyl sulfoxide at -5 - 0℃; for 1h;
Stage #2: With potassium carbonate In methanol; water; dimethyl sulfoxide at 25 - 30℃; for 1h; Product distribution / selectivity;
80%
With N-Bromosuccinimide; acetic acid In water; tert-butyl alcohol at 10℃; for 1h; Reagent/catalyst; Solvent; Inert atmosphere; Large scale;
Multi-step reaction with 2 steps
1: water; N-Bromosuccinimide / tert-butyl alcohol / 1.17 h / 25 - 30 °C
2: potassium carbonate / tert-butyl alcohol; water / 1 h / 25 - 30 °C
View Scheme
Multi-step reaction with 2 steps
1: water; N-Bromosuccinimide / dimethyl sulfoxide / 0.5 h / -5 - 0 °C
2: potassium carbonate / tert-butyl alcohol; water / 1 h / 25 - 30 °C
View Scheme
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

phenindione
83-12-5

phenindione

2-phenyl-2-[-(5-ethyl-2-pyridyl)ethyl]indane-1,3-dione

2-phenyl-2-[-(5-ethyl-2-pyridyl)ethyl]indane-1,3-dione

Conditions
ConditionsYield
In ethanol for 40h; Heating;90%
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

A

2-bromo-1-(5-ethylpyridin-2-yl)ethanol
646519-81-5

2-bromo-1-(5-ethylpyridin-2-yl)ethanol

B

2-(1-bromovinyl)-5-ethylpyridine

2-(1-bromovinyl)-5-ethylpyridine

Conditions
ConditionsYield
With N-Bromosuccinimide; water In dimethyl sulfoxide at -5 - 0℃; for 0.5h;A 88%
B 6%
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

A

4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzaldehyde
471295-98-4

4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzaldehyde

B

4-[1-(5-ethyl-pyridin-2-yl)-2-hydroxy-ethoxy]-benzaldehyde
471296-00-1

4-[1-(5-ethyl-pyridin-2-yl)-2-hydroxy-ethoxy]-benzaldehyde

Conditions
ConditionsYield
Stage #1: 5-ethyl-2-vinyl-pyridine With N-Bromosuccinimide; water In tert-butyl alcohol at 25 - 30℃; for 1.5h; Industry scale;
Stage #2: With sodium hydroxide In water; tert-butyl alcohol for 0.75h; Industry scale;
Stage #3: 4-hydroxy-benzaldehyde With PEG 4000; sodium hydroxide In water; toluene at 78℃; for 17h; Product distribution / selectivity;
A 84%
B n/a
Stage #1: 5-ethyl-2-vinyl-pyridine With N-Bromosuccinimide; water In tert-butyl alcohol at 25℃; for 1.5h; Industry scale;
Stage #2: With sodium hydroxide In water; tert-butyl alcohol for 0.75h;
Stage #3: 4-hydroxy-benzaldehyde With sodium hydroxide In water; toluene at 78℃; for 17h; Product distribution / selectivity;
A 83%
B n/a
Stage #1: 5-ethyl-2-vinyl-pyridine With N-Bromosuccinimide; water; 18-crown-6 ether In tert-butyl alcohol at 25 - 30℃; for 1.5h;
Stage #2: With sodium hydroxide In water; tert-butyl alcohol for 0.75h;
Stage #3: 4-hydroxy-benzaldehyde With sodium hydroxide; 18-crown-6 ether In water; toluene at 78℃; for 24h; Product distribution / selectivity;
A 81%
B n/a
Stage #1: 5-ethyl-2-vinyl-pyridine With N-Bromosuccinimide; water In tert-butyl alcohol at 25 - 30℃; for 2.5h;
Stage #2: 4-hydroxy-benzaldehyde With potassium carbonate In tert-butyl alcohol at 75 - 80℃; for 18h; Product distribution / selectivity;
A 79%
B n/a
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzaldehyde
471295-98-4

4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzaldehyde

Conditions
ConditionsYield
Stage #1: 5-ethyl-2-vinyl-pyridine With N-Bromosuccinimide In water; tert-butyl alcohol at 25℃; for 1.5h; Large scale;
Stage #2: With sodium hydroxide In water; tert-butyl alcohol for 0.75h; Large scale;
Stage #3: 4-hydroxy-benzaldehyde With sodium hydroxide In water; toluene at 78℃; for 17h; Reagent/catalyst; Solvent; Temperature; Time; Large scale;
84%
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

4-hydroxybenzaldehyde potassium salt
58765-11-0

4-hydroxybenzaldehyde potassium salt

4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzaldehyde
471295-98-4

4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzaldehyde

Conditions
ConditionsYield
Stage #1: 5-ethyl-2-vinyl-pyridine With N-Bromosuccinimide; water In tert-butyl alcohol at 25 - 30℃; for 2.5h;
Stage #2: 4-hydroxybenzaldehyde potassium salt In tert-butyl alcohol at 75 - 80℃; for 18h;
79%
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

1-(2-Methoxyphenyl)piperazine
35386-24-4

1-(2-Methoxyphenyl)piperazine

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

1-(2-methoxyphenyl)-4-<2-<2-(5-ethyl)pyridyl>ethyl>piperazine fumarate
90126-10-6

1-(2-methoxyphenyl)-4-<2-<2-(5-ethyl)pyridyl>ethyl>piperazine fumarate

Conditions
ConditionsYield
With acetic acid 1.) ethanol, 5 h, reflux; 2.) acetone;64%
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

[(hydridotris(pyrazolyl)borato)RuCl2(NO)]
137729-45-4

[(hydridotris(pyrazolyl)borato)RuCl2(NO)]

(BH(C3H3N2)3)RuCl(NOC2H2NC5H3C2H5)

(BH(C3H3N2)3)RuCl(NOC2H2NC5H3C2H5)

Conditions
ConditionsYield
With triethylamine In dichloromethane treatment of Ru-complex with 2-vinylpyridine in the presence of excess of triethylamine in refluxing CH2Cl2;56%
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

2-bromo[5-ethylpyridin-2-yl]ethyl bromide

2-bromo[5-ethylpyridin-2-yl]ethyl bromide

Conditions
ConditionsYield
With bromine In tetrachloromethane for 2h; Product distribution / selectivity;43%
With bromine In tetrachloromethane at 0 - 5℃; for 2h;
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

3-Ethyl-5-(5-ethyl-pyridin-2-yl)-5,6,7,8-tetrahydro-quinoline
76162-64-6

3-Ethyl-5-(5-ethyl-pyridin-2-yl)-5,6,7,8-tetrahydro-quinoline

Conditions
ConditionsYield
With PPA In phosphoric acid at 180 - 200℃; for 8h;42%
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

N-phenyl-maleimide
941-69-5

N-phenyl-maleimide

5-(2,5-Dioxo-1-phenyl-pyrrolidin-3-yl)-8-ethyl-2-phenyl-3a,4,5,9b-tetrahydro-pyrrolo[3,4-f]quinoline-1,3-dione

5-(2,5-Dioxo-1-phenyl-pyrrolidin-3-yl)-8-ethyl-2-phenyl-3a,4,5,9b-tetrahydro-pyrrolo[3,4-f]quinoline-1,3-dione

Conditions
ConditionsYield
In acetic anhydride for 15h; Heating;30%
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

1,3-di(aminomethyl)benzene
1477-55-0

1,3-di(aminomethyl)benzene

[3-({Bis-[2-(5-ethyl-pyridin-2-yl)-ethyl]-amino}-methyl)-benzyl]-bis-[2-(5-ethyl-pyridin-2-yl)-ethyl]-amine
147151-69-7

[3-({Bis-[2-(5-ethyl-pyridin-2-yl)-ethyl]-amino}-methyl)-benzyl]-bis-[2-(5-ethyl-pyridin-2-yl)-ethyl]-amine

Conditions
ConditionsYield
With acetic acid In methanol for 168h; Heating;18%
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

carbonylchlorohydridotris(triphenylphosphine)ruthenium(II)
157072-60-1, 166941-05-5, 16971-33-8, 61521-25-3

carbonylchlorohydridotris(triphenylphosphine)ruthenium(II)

Ru(CH2CH2(C2H5C5H3N))Cl(CO)(P(C6H5)3)2

Ru(CH2CH2(C2H5C5H3N))Cl(CO)(P(C6H5)3)2

Conditions
ConditionsYield
In tetrahydrofuran under N2, a THF suspn. of 1 equiv of Ru-complex and 1.5 equiv of 5-ethyl-2-vinylpyridine was stirred at room temp. for 10 h; elem. anal.;17%
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

bis<2-(2-(5-ethylpyridyl)ethyl)>amine
154743-00-7

bis<2-(2-(5-ethylpyridyl)ethyl)>amine

Conditions
ConditionsYield
With ammonium chloride In methanol for 48h; Heating;16.5%
pyrrolidine
123-75-1

pyrrolidine

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

5-ethyl-2-(2-pyrrolidino-ethyl)-pyridine
91904-22-2

5-ethyl-2-(2-pyrrolidino-ethyl)-pyridine

Conditions
ConditionsYield
With acetic acid
piperidine
110-89-4

piperidine

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

5-ethyl-2-(2-piperidino-ethyl)-pyridine
43058-52-2

5-ethyl-2-(2-piperidino-ethyl)-pyridine

Conditions
ConditionsYield
With acetic acid
morpholine
110-91-8

morpholine

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

4-[2-(5-ethyl-pyridin-2-yl)-ethyl]-morpholine
91904-47-1

4-[2-(5-ethyl-pyridin-2-yl)-ethyl]-morpholine

Conditions
ConditionsYield
With acetic acid
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

5-ethyl-2-(2-[2]thienylmercapto-ethyl)-pyridine
100373-67-9

5-ethyl-2-(2-[2]thienylmercapto-ethyl)-pyridine

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

isoquinoline
119-65-3

isoquinoline

isoquinoline hydrochloride
21364-46-5

isoquinoline hydrochloride

2-[2-(5-ethyl-[2]pyridyl)-ethyl]-isoquinolinium; chloride

2-[2-(5-ethyl-[2]pyridyl)-ethyl]-isoquinolinium; chloride

Conditions
ConditionsYield
at 140℃;
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

indole
120-72-9

indole

3-[2-(5-ethyl-pyridin-2-yl)-ethyl]-indole
16571-55-4

3-[2-(5-ethyl-pyridin-2-yl)-ethyl]-indole

Conditions
ConditionsYield
With acetic acid
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Succinimide
123-56-8

Succinimide

N-[2-(5-ethyl-[2]pyridyl)-ethyl]-succinimide
97030-49-4

N-[2-(5-ethyl-[2]pyridyl)-ethyl]-succinimide

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

methanol
67-56-1

methanol

5-ethyl-2-(2-methoxy-ethyl)-pyridine

5-ethyl-2-(2-methoxy-ethyl)-pyridine

Conditions
ConditionsYield
With potassium hydroxide at 150℃; unter Druck;
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

1-methylindole
603-76-9

1-methylindole

3-[2-(5-ethyl-pyridin-2-yl)-ethyl]-1-methyl-indole
16568-58-4

3-[2-(5-ethyl-pyridin-2-yl)-ethyl]-1-methyl-indole

Conditions
ConditionsYield
With acetic acid
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

phthalimide
136918-14-4

phthalimide

N-[2-(5-ethyl-pyridin-2-yl)-ethyl]-phthalimide
17624-24-7

N-[2-(5-ethyl-pyridin-2-yl)-ethyl]-phthalimide

Conditions
ConditionsYield
With acetic acid at 140℃;
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

4-methyl pentanamine
5344-20-7

4-methyl pentanamine

[2-(5-ethyl-[2]pyridyl)-ethyl]-isohexyl-amine
131241-20-8

[2-(5-ethyl-[2]pyridyl)-ethyl]-isohexyl-amine

Conditions
ConditionsYield
With acetic acid
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

thioacetic acid
507-09-5

thioacetic acid

thioacetic acid S-[2-(5-ethyl-[2]pyridyl)-ethyl ester]

thioacetic acid S-[2-(5-ethyl-[2]pyridyl)-ethyl ester]

Conditions
ConditionsYield
anfangs bei -40grad;

5-Ethyl-2-vinylpyridine Chemical Properties

IUPAC Name:   2-Ethenyl-5-ethylpyridine
Synonyms: Pyridine 2-vinyl-5-ethyl- ; 3-Ethyl-6-vinylpyridine ; 5-Ethyl-2-vinyl-pyridin ; 2-Vinyl-5-ethylpyridine
The Molecular Formula of  5-Ethyl-2-vinylpyridin (5408-74-2) : C9H11N
The Molecular Weight of   5-Ethyl-2-vinylpyridin (5408-74-2):133.190340g/mol
The Molecular Structure of   5-Ethyl-2-vinylpyridin (5408-74-2):
Index of Refraction: 1.546
Molar Refractivity: 44.81 cm3
Molar Volume: 141.4 cm3
Surface Tension: 34.5 dyne/cm
Density: 0.941 g/cm3 
Flash Point: 76.2 °C
Enthalpy of Vaporization: 42.66 kJ/mol
Boiling Point: 208.5 °C at 760 mmHg
Vapour Pressure: 0.307 mmHg at 25°C 

5-Ethyl-2-vinylpyridine Uses

    5-Ethyl-2-vinylpyridin (5408-74-2) can be used for bioactivity analysis.

5-Ethyl-2-vinylpyridine Toxicity Data With Reference

1.    

skn-rbt 10 mg/24H open

    AMIHBC    AMA Archives of Industrial Hygiene and Occupational Medicine. 10 (1954),61.
2.    

skn-rbt 5 mg/24H SEV

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,847.
3.    

eye-rbt 20 mg open

    AMIHBC    AMA Archives of Industrial Hygiene and Occupational Medicine. 10 (1954),61.
4.    

eye-rbt 100 mg/24H MOD

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,847.
5.    

orl-rat LD50:1230 mg/kg

    AMIHBC    AMA Archives of Industrial Hygiene and Occupational Medicine. 10 (1954),61.
6.    

ihl-rat LCLo:8000 ppm/4H

    AMIHBC    AMA Archives of Industrial Hygiene and Occupational Medicine. 10 (1954),61.
7.    

skn-rbt LD50:890 mg/kg

    AMIHBC    AMA Archives of Industrial Hygiene and Occupational Medicine. 10 (1954),61.

5-Ethyl-2-vinylpyridine Safety Profile

Moderately toxic by ingestion and skin contact. Mildly toxic by inhalation. An eye and severe skin irritant. When heated to decomposition it emits toxic fumes of NOx.

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