2-Methyl-5-vinylpyridine supplier

Name
2-Methyl-5-vinylpyridine
EINECS 205-432-5
CAS No. 140-76-1
Article Data20
CAS DataBase
Density 0.954 g/cm³
Solubility
Melting Point -12.0 °C
Formula C₈H₉N
Boiling Point 175.525 °C at 760 mmHg
Molecular Weight 119.166
Flash Point 56.618 °C
Transport Information
Appearance Clear to faintly opalescent liquid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2-Picoline,5-vinyl- (8CI);2-MVP;5-Ethenyl-2-methylpyridine;BRN 0106229;HSDB 6325;MVP;
PSA 12.89000
LogP 2.03300

Synthetic route

: 1-(6-methylpyridin-3-yl)ethanol maleate

: 140-76-1
2-methyl-5-vinylpyridine

Conditions

Conditions	Yield
Stage #1: 1-(6-methylpyridin-3-yl)ethanol maleate With thionyl chloride; sodium hydroxide In Isopropyl acetate Stage #2: With potassium hydroxide In 1-methyl-pyrrolidin-2-one at 50℃; for 4h;	99%

: 3430-13-5
5-bromo-2-methylpyridine

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

: 140-76-1
2-methyl-5-vinylpyridine

Conditions

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; N,N-dimethyl-formamide at 20 - 100℃; Inert atmosphere;	47%

: 104-90-5
5-ethyl-2-methyl-pyridine

: 140-76-1
2-methyl-5-vinylpyridine

Conditions

Conditions	Yield
With cerium(IV) oxide; carbon dioxide at 700℃; Siliciumdioxid;
With carbon dioxide; tungsten(VI) oxide at 700℃; Siliciumdioxid;
With zinc oxide-chromium oxide-iron oxide-aluminium oxide; steam; potassium oxide at 600℃;
With chromium corundum at 600℃;

(+-)-1-<6-methyl-<3>pyridyl>-ethanol: (+-)-1-<6-methyl-<3>pyridyl>-ethanol

: 140-76-1
2-methyl-5-vinylpyridine

Conditions

Conditions	Yield
With calcium hydrogen phosphate at 450℃;
With potassium hydrogensulfate at 230℃;

(+-)-1-acetoxy-1-<6-methyl-<3>pyridyl>-ethane: (+-)-1-acetoxy-1-<6-methyl-<3>pyridyl>-ethane

: 140-76-1
2-methyl-5-vinylpyridine

Conditions

Conditions	Yield
With acetone at 570℃; Pyrolysis;

: 104-90-5
5-ethyl-2-methyl-pyridine

steam: steam

A: 140-76-1
2-methyl-5-vinylpyridine

B 3-ethyl-pyridin; additional product: 3-methyl-pyridine: 3-ethyl-pyridin; additional product: 3-methyl-pyridine

C 3-vinyl-pyridin; additional product: 2-methyl-pyridine: 3-vinyl-pyridin; additional product: 2-methyl-pyridine

D 2,5-dimethyl-pyridin; additional product: pyridine: 2,5-dimethyl-pyridin; additional product: pyridine

Conditions

Conditions	Yield
at 580 - 600℃; Leiten ueber durch Kaliumoxid aktivierte Zinkoxid-Chromoxid-Eisenoxid-Aluminiumoxid-Katalysatoren;

...Expand

: 104-90-5
5-ethyl-2-methyl-pyridine

A: 140-76-1
2-methyl-5-vinylpyridine

B: 100-54-9
pyridine-3-carbonitrile

C: 14178-13-3
5-ethyl-pyridine-2-carbonitrile

D: 2-cyano-5-vinylpyridine

Conditions

Conditions	Yield
With ammonia; water; oxygen; vanadia; titanium(IV) oxide at 380℃; Product distribution; Further Variations:; reaction times;

...Expand

: 53014-84-9
2-methyl-5-formylpyridine

: 1779-49-3
Methyltriphenylphosphonium bromide

: 140-76-1
2-methyl-5-vinylpyridine

Conditions

Conditions	Yield
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In diethyl ether at 5℃; for 1h; Stage #2: 2-methyl-5-formylpyridine In diethyl ether at 10℃; for 0.5h; Solvent;	38.2 g
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; Stage #2: 2-methyl-5-formylpyridine In tetrahydrofuran; hexane at 0 - 20℃;

: 2-methyl-5-vinylpyridine sesqui-oxalate

: 140-76-1
2-methyl-5-vinylpyridine

Conditions

Conditions	Yield
With potassium hydroxide In tert-butyl methyl ether; water pH=~ 14; Product distribution / selectivity;

: 3430-13-5
5-bromo-2-methylpyridine

: potassium vinyltrifluoroborate

: 140-76-1
2-methyl-5-vinylpyridine

Conditions

Conditions	Yield
With caesium carbonate; triphenylphosphine In water at 75 - 80℃; for 19h; Inert atmosphere;
With caesium carbonate; triphenylphosphine In water at 75 - 80℃; for 19h; Inert atmosphere;
With caesium carbonate; triphenylphosphine In water at 75 - 80℃; for 19h; Inert atmosphere;

: 2-methyl-5-vinylpyridinium DL-hydrogentartrate

: 140-76-1
2-methyl-5-vinylpyridine

Conditions

Conditions	Yield
With sodium hydroxide In tert-butyl methyl ether; water at 21 - 24℃; for 0.5h;

: 3430-13-5
5-bromo-2-methylpyridine

: 140-76-1
2-methyl-5-vinylpyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: butyl magnesium bromide; methyllithium / tetrahydrofuran / 0.5 h / -10 - 0 °C 1.2: 1 h 1.3: 1 h / 40 °C 2.1: thionyl chloride; sodium hydroxide / Isopropyl acetate 2.2: 4 h / 50 °C View Scheme

: 34107-46-5
6-methyl-3-pyridinemethanol

: 140-76-1
2-methyl-5-vinylpyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: Chloro-oxo-acetic acid; dimethyl sulfoxide / dichloromethane / 0.17 h / -78 °C 1.2: 2.5 h / -78 °C 1.3: -78 - 20 °C 2.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 20 °C 2.2: 0 - 20 °C View Scheme

: 5470-70-2
Methyl 6-methylnicotinate

: 140-76-1
2-methyl-5-vinylpyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / diethyl ether; toluene / 1.5 h / 20 °C / Inert atmosphere; Reflux 1.2: 0 °C 2.1: Chloro-oxo-acetic acid; dimethyl sulfoxide / dichloromethane / 0.17 h / -78 °C 2.2: 2.5 h / -78 °C 2.3: -78 - 20 °C 3.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 20 °C 3.2: 0 - 20 °C View Scheme

: 140-76-1
2-methyl-5-vinylpyridine

: 591-50-4
iodobenzene

: 157993-44-7
2-methyl-5-phenethylpyridine

Conditions

Conditions	Yield
With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran at 50℃; for 3h;	99%

: 140-76-1
2-methyl-5-vinylpyridine

: 106-95-6
allyl bromide

: 1-allyl-2-methyl-5-vinylpyridinium bromide

Conditions

Conditions	Yield
With 10H-phenothiazine In acetonitrile at 20℃; for 24h; Alkylation;	91%

: 140-76-1
2-methyl-5-vinylpyridine

: 829-85-6
diphenylphosphane

: 5-[2-(diphenylphosphino)ethyl]-2-methylpyridine

Conditions

Conditions	Yield
With tetrakis(triethylphosphite)nickel(0); triethylamine In toluene at 130℃; for 20h;	90%
With Ni[P(OEt)3]4; triethylamine In benzene at 130℃; for 20h;	90%

: 140-76-1
2-methyl-5-vinylpyridine

: 106-89-8
epichlorohydrin

: 1-(2,3-epoxypropyl)-2-methyl-5-vinylpyridinium chlride

Conditions

Conditions	Yield
With hydroquinone In water; acetone at 20℃; for 120h; Alkylation;	89%

: 140-76-1
2-methyl-5-vinylpyridine

: 30148-50-6
bis(trimethylsilyl)phosphonite

: 188935-62-8
C14H28NO2PSi2

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) at 100 - 130℃;	89%

: 140-76-1
2-methyl-5-vinylpyridine

: 941601-16-7
4β-[2-(N-acetylamino)-5-iodobenzoyloxy]-1α,14α,16β-trimethoxy-20-ethylaconitane-8,9-diol

: (E)-4β-{2-acetylamino-5-[2-(6-methylpyridin-3-yl)ethenyl]}benzoyloxy-20-ethyl-1α,14α,16β-trimethoxyaconitane-8,9-diol

Conditions

Conditions	Yield
With triethylamine; tris-(o-tolyl)phosphine; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 100℃; for 4h; Heck reaction;	86%

: 140-76-1
2-methyl-5-vinylpyridine

: 3222-47-7
6-methylnicotinic acid

Conditions

Conditions	Yield
With potassium permanganate In water at 80℃; for 0.05h;	84.2%
With potassium hydroxide; potassium permanganate In water; acetone at 30℃; for 2h; Title compound not separated from byproducts;

: 140-76-1
2-methyl-5-vinylpyridine

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

: 2-methyl-5-(3-cyclohexenyl)pyridine

Conditions

Conditions	Yield
With zirconocene dichloride In benzene at 150℃; for 4h;	80%

: 140-76-1
2-methyl-5-vinylpyridine

: 79-10-7
acrylic acid

: 3-(2-methyl-5-vinyl-1-pyridinio)propionate

Conditions

Conditions	Yield
With hydroquinone In water at 15 - 80℃; for 72h; Alkylation;	80%

: 140-76-1
2-methyl-5-vinylpyridine

: 19686-05-6
2.8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

: 3613-73-8
dimebon

Conditions

Conditions	Yield
With potassium phosphate In ISOPROPYLAMIDE at 100℃; for 24h; Inert atmosphere;	80%
With potassium hydroxide In 1-methyl-pyrrolidin-2-one at 100℃;	55%
With potassium hydroxide In diethylene glycol dimethyl ether at 120℃; for 42h; Product distribution / selectivity;	52%
With sodium ethanolate; sodium In dimethyl sulfoxide at 90 - 95℃;
With potassium phosphate In ISOPROPYLAMIDE at 130℃;

: 140-76-1
2-methyl-5-vinylpyridine

: 627-51-0
divinyl sulfide

polymer, with 96.04% of 2-methyl-5-vinylpyridine units and 3.97% of divinyl sulfide units; monomer(s): divinyl sulfide; 2-methyl-5-vinylpyridine: polymer, with 96.04% of 2-methyl-5-vinylpyridine units and 3.97% of divinyl sulfide units; monomer(s): divinyl sulfide; 2-methyl-5-vinylpyridine

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In N,N-dimethyl-formamide at 60℃;	79%

: 140-76-1
2-methyl-5-vinylpyridine

: 106-49-0
p-toluidine

: 21241-10-1
4-methyl-N-(2-(6-methylpyridin-3-yl)ethyl)aniline

Conditions

Conditions	Yield
With sodium at 100℃; for 7h;	78%

: 140-76-1
2-methyl-5-vinylpyridine

: 27440-52-4
bis(2-phenylethyl)phosphine oxide

: 209742-25-6
5-[2-(Diphenethyl-phosphinoyl)-ethyl]-2-methyl-pyridine

Conditions

Conditions	Yield
With potassium hydroxide; water; dimethyl sulfoxide; hydroquinone at 60℃; for 4h;	74%

: 140-76-1
2-methyl-5-vinylpyridine

: 149672-64-0
bis[2-(4-methyl-3-pyridyl)ethyl]phosphine

Conditions

Conditions	Yield
With potassium hydroxide; hydrogen; phosphan; hydroquinone In water; dimethyl sulfoxide at 60℃; for 2.5h;	73%
With potassium hydroxide; hydrogen; phosphan In dimethyl sulfoxide at 45℃;	70%
With phosphorus

: 140-76-1
2-methyl-5-vinylpyridine

: 100-26-5
Pyridine-2,5-dicarboxylic acid

Conditions

Conditions	Yield
With potassium permanganate In water at 98℃; for 3.15h;	72.4%

: 140-76-1
2-methyl-5-vinylpyridine

: 208659-18-1
methyl 2-(N-acetylamino)-5-iodobenzoate

: methyl (E)-2-(acetylamino)-5-[2-(6-methylpyridin-3-yl)ethenyl]benzoate

Conditions

Conditions	Yield
With triethylamine; tris-(o-tolyl)phosphine; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 100℃; for 4h; Heck reaction;	72%
Heck reaction;

: 140-76-1
2-methyl-5-vinylpyridine

: 1039433-18-5
C27H26INO6

: 1062211-55-5
C35H34N2O6

Conditions

Conditions	Yield
With triethylamine; tris-(o-tolyl)phosphine; palladium diacetate In N,N-dimethyl-formamide at 150℃; Heck reaction;	71%

: 140-76-1
2-methyl-5-vinylpyridine

: 80393-10-8
2,3-dicyclopropyl-1,3-butadiene

: 5-(3,4-Dicyclopropyl-cyclohex-3-enyl)-2-methyl-pyridine

Conditions

Conditions	Yield
With zirconocene dichloride In benzene at 150℃; for 4h;	70%

: 140-76-1
2-methyl-5-vinylpyridine

: 513-81-5
2,3-dimethyl-buta-1,3-diene

: 5-(3,4-Dimethyl-cyclohex-3-enyl)-2-methyl-pyridine

Conditions

Conditions	Yield
With zirconocene dichloride In benzene at 150℃; for 4h;	70%

: 140-76-1
2-methyl-5-vinylpyridine

: 127933-57-7
(diisopropoxyphosphinoyl)formhydroximoyl chloride

: 3-(diisopropoxyphosphinoyl)-5-(2-methylpyridin-5-yl)isoxazoline

Conditions

Conditions	Yield
With triethylamine In diethyl ether for 1h; Ambient temperature;	69%

: 140-76-1
2-methyl-5-vinylpyridine

A: 149672-62-8
bis[2-(4-methyl-3-pyridyl)ethyl]phosphinic acid

B: tris[2-(4-methyl-3-pyridyl)ethyl]phosphine oxide

Conditions

Conditions	Yield
With potassium hydroxide; hydrogen; phosphan In water; dimethyl sulfoxide at 48 - 50℃; for 5h;	A 68% B 5%

: 140-76-1
2-methyl-5-vinylpyridine

: 93-09-4
naphthalene-2-carboxylate

: C19H17NO

Conditions

Conditions	Yield
With 2,4,6-trimethyl-pyridine; methylene blue; triphenylphosphine In N,N-dimethyl acetamide at 20℃; Inert atmosphere; Irradiation;	68%

: 140-76-1
2-methyl-5-vinylpyridine

: 1039433-14-1
C25H24INO5

: 1062211-52-2
C33H32N2O5

Conditions

Conditions	Yield
With triethylamine; tris-(o-tolyl)phosphine; palladium diacetate In N,N-dimethyl-formamide at 150℃; Heck reaction;	67%

: 140-76-1
2-methyl-5-vinylpyridine

: 1009631-54-2
2,9-dimethyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole

: 1009631-99-5
2,9-dimethyl-6-[2-(6-methylpyridin-3-yl)ethyl]-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole

Conditions

Conditions	Yield
With tetrabutylammonium sulfate; potassium hydroxide In water; dimethyl sulfoxide at 80℃;	65%

: 140-76-1
2-methyl-5-vinylpyridine

: tris[2-(4-methyl-3-pyridyl)ethyl]phosphine oxide

Conditions

Conditions	Yield
With phosphorus; potassium hydroxide; water; hydroquinone In dimethyl sulfoxide at 90 - 95℃; for 3h;	47%
Multi-step reaction with 2 steps 1: 70 percent Turnov. / PH3, H2, hydroquinone, KOH / dimethylsulfoxide; H2O / 0.5 h / 65 - 67 °C 2: 100 percent / air / 0.5 h / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: 28 percent / PH3, H2, hydroquinone, KOH / dimethylsulfoxide; H2O / 6 h / 65 - 67 °C 2: 100 percent / air / 0.5 h / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: 4 percent / P, KOH, hydroquinone, H2O / dimethylsulfoxide / 1 h / 90 °C / Irradiation 2: 100 percent / O2 / 24 h View Scheme

: 140-76-1
2-methyl-5-vinylpyridine

: 1400766-72-4
6-(methoxycarbonyl)-7-(trifluoromethylsulfonyloxy)-2H-chromen-2-one

: 1400766-81-5
(E)-6-(methoxycarbonyl)-7-[2-(6-methylpyridin-3-yl)vinyl]-2Н-chromen-2-one

Conditions

Conditions	Yield
With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine In N,N-dimethyl-formamide at 135 - 140℃; for 16h; Heck Reaction; Inert atmosphere;	43%

: 140-76-1
2-methyl-5-vinylpyridine

A: 149672-64-0
bis[2-(4-methyl-3-pyridyl)ethyl]phosphine

B: 149672-62-8
bis[2-(4-methyl-3-pyridyl)ethyl]phosphinic acid

C: 2-Methyl-5-(2-phosphanyl-ethyl)-pyridine

Conditions

Conditions	Yield
With potassium hydroxide; hydrogen; phosphan In dimethyl sulfoxide at 35 - 40℃; for 6h;	A 38% B 5% C 24%

...Expand

: 140-76-1
2-methyl-5-vinylpyridine

: 1332511-78-0
2-isopropyl-7-oxo-7H-furo[3,2-g]chromen-3-yl trifluoromethanesulfonate

: 1332511-90-6
2-isopropyl-3-[(E)-2-(4-methylpyridin-3-yl)vinyl]-7H-furo[3,2-g]chromen-7-one

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 115℃; for 8h; Heck reaction; Inert atmosphere;	38%

2-Methyl-5-vinylpyridine Chemical Properties

The Molecular Structure of 2-Methyl-5-vinylpyridine (CAS NO.140-76-1):

Empirical Formula: C₈H₉N
Molecular Weight: 119.1638
IUPAC Name: 5-ethenyl-2-methylpyridine
Nominal Mass: 119 Da
Average Mass: 119.1638 Da
Monoisotopic Mass: 119.073499 Da
Index of Refraction: 1.555
Molar Refractivity: 40.09 cm³
Molar Volume: 124.8 cm³
Surface Tension: 35.1 dyne/cm
Density: 0.954 g/cm³
Flash Point: 56.6 °C
Enthalpy of Vaporization: 39.49 kJ/mol
Boiling Point: 175.5 °C at 760 mmHg
Vapour Pressure: 1.53 mmHg at 25°C
Synonyms: Pyridine, 2-methyl-5-vinyl ; 2-MVP ; 2-Methyl-5-vinylpyridine ; 2-Picoline, 5-vinyl- ; 5-20-06-00218 (Beilstein Handbook Reference) ; 5-Ethenyl-2-methylpyridine ; BRN 0106229 ; EINECS 205-432-5 ; HSDB 6325 ; MVP ; Pyridine, 2-methyl-5-vinyl- ; Pyridine, 5-ethenyl-2-methyl- ; Pyridine, 5-ethenyl-2-methyl- ; Pyridine, 2-methyl-5-vinyl-

2-Methyl-5-vinylpyridine Uses

2-Methyl-5-vinylpyridine (CAS NO.140-76-1) is used as a monomer for resins, as an oil additive, ore flotation agent; and dye acceptor.

2-Methyl-5-vinylpyridine Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mammal (species unspecified)	LD50	oral	1250mg/kg (1250mg/kg)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 39(4), Pg. 86, 1974.
mouse	LC50	inhalation	213mg/m³/2H (213mg/m³)	"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 88, 1982.
mouse	LD50	oral	775mg/kg (775mg/kg)	"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 88, 1982.
mouse	LD50	subcutaneous	532mg/kg (532mg/kg)	"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 88, 1982.
rabbit	LD50	skin	800uL/kg (0.8mL/kg)	American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
rat	LC50	inhalation	189mg/m³/2H (189mg/m³)	"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 88, 1982.
rat	LD50	oral	1300uL/kg (1.3mL/kg)	American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
rat	LD50	subcutaneous	1290mg/kg (1290mg/kg)	"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 88, 1982.

2-Methyl-5-vinylpyridine Safety Profile

RIDADR: 2810
HazardClass :6.1(b)
PackingGroup: III
2-Methyl-5-vinylpyridine (CAS NO.140-76-1) is moderately toxic by ingestion, inhalation, and absorption through the skin.

Product Name

2-Methyl-5-vinylpyridine

Synthetic route

2-Methyl-5-vinylpyridine Chemical Properties

2-Methyl-5-vinylpyridine Uses

2-Methyl-5-vinylpyridine Toxicity Data With Reference

2-Methyl-5-vinylpyridine Safety Profile

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