Product Name

  • Name

    4-Methylpyridine

  • EINECS 203-626-4
  • CAS No. 108-89-4
  • Article Data229
  • CAS DataBase
  • Density 0.95 g/cm3
  • Solubility Soluble in water
  • Melting Point 2.4 °C(lit.)
  • Formula C6H7N
  • Boiling Point 144.2 °C at 760 mmHg
  • Molecular Weight 93.1283
  • Flash Point 40 °C
  • Transport Information UN 1992 3/PG 3
  • Appearance colourless liquid
  • Safety 26-36-45
  • Risk Codes 10-20/22-24-36/37/38
  • Molecular Structure Molecular Structure of 108-89-4 (4-Methylpyridine)
  • Hazard Symbols ToxicT
  • Synonyms 4-Picoline(8CI);Ba 35846;NSC 18252;p-Methylpyridine;p-Picoline;g-Methylpyridine;g-Picoline;
  • PSA 12.89000
  • LogP 1.39000

Synthetic route

4-methylpyridine-1-oxide
1003-67-4

4-methylpyridine-1-oxide

picoline
108-89-4

picoline

Conditions
ConditionsYield
With methyloxorhenium(V)(2-(mercaptomethyl)thiophenolate) triphenylphosphine; tetrabutylammomium bromide; triphenylphosphine In water; benzene at 20℃; for 0.7h;100%
With titanium In tetrahydrofuran for 0.25h; Ambient temperature;98%
With titanium tetrachloride; tin(ll) chloride In benzene for 0.5h; Ambient temperature;98%
4-methyl-1-(2-oxo-2-phenylethyl)pyridinium bromide
7250-28-4

4-methyl-1-(2-oxo-2-phenylethyl)pyridinium bromide

A

picoline
108-89-4

picoline

B

acetophenone
98-86-2

acetophenone

Conditions
ConditionsYield
With tetraethylammonium perchlorate In acetic acid; acetonitrile preparative electrolyse, - 1.33 V;A 96%
B 90%
bromo(di-4-methylpyridine)(dicarbonyl)(phenylcarbyne)tungsten

bromo(di-4-methylpyridine)(dicarbonyl)(phenylcarbyne)tungsten

tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

A

picoline
108-89-4

picoline

B

bromo(di-tert-butylisonitrile)(dicarbonyl)(phenylcarbyne)tungsten

bromo(di-tert-butylisonitrile)(dicarbonyl)(phenylcarbyne)tungsten

Conditions
ConditionsYield
In dichloromethane under N2 or Ar, refluxed for 3 h, solvent removed under HV; chromd. (silica gel, 0°C, CH2Cl2/Et2O (1/2)), solvent removed, pentane added; elem. anal., IR, NMR, mass spectra;A n/a
B 93%
4-methyl-1,4-dihydropyridine

4-methyl-1,4-dihydropyridine

picoline
108-89-4

picoline

Conditions
ConditionsYield
With dipotassium peroxodisulfate In acetonitrile for 1.5h; Heating;92%
benzyltri(2-(4-methylpyridyl))phosphonium bromide
126963-91-5

benzyltri(2-(4-methylpyridyl))phosphonium bromide

A

picoline
108-89-4

picoline

B

[2,2]bipyridinyl
366-18-7

[2,2]bipyridinyl

C

4,4'-dimethyl-2,2'-bipyridines
1134-35-6

4,4'-dimethyl-2,2'-bipyridines

Conditions
ConditionsYield
With hydrogenchloride In water for 0.5h; Product distribution; Ambient temperature; variation of pH, temp. and time;A 17%
B n/a
C 84%
benzyltri(2-(4-methylpyridyl))phosphonium bromide
126963-91-5

benzyltri(2-(4-methylpyridyl))phosphonium bromide

A

picoline
108-89-4

picoline

B

4,4'-dimethyl-2,2'-bipyridines
1134-35-6

4,4'-dimethyl-2,2'-bipyridines

C

C19H19N2OP

C19H19N2OP

Conditions
ConditionsYield
With hydrogenchloride In water for 0.5h; Ambient temperature;A 17%
B 84%
C n/a
4-[(trimethylsilanyl)methyl]-pyridine
6844-47-9

4-[(trimethylsilanyl)methyl]-pyridine

benzaldehyde
100-52-7

benzaldehyde

A

picoline
108-89-4

picoline

B

1-phenyl-2-( pyridin-4-yl)ethanol
20151-37-5

1-phenyl-2-( pyridin-4-yl)ethanol

Conditions
ConditionsYield
With hydrogenchloride; potassium fluoride; 18-crown-6 or silica-supported tetrabutylammonium fluoride In tetrahydrofuran at 20℃; for 12h; Yields of byproduct given;A n/a
B 80%
4-iodopyridine
15854-87-2

4-iodopyridine

bis(iodozinc)methane
31729-70-1

bis(iodozinc)methane

picoline
108-89-4

picoline

Conditions
ConditionsYield
Stage #1: 4-iodopyridine; bis(iodozinc)methane With triphenylphosphine; nickel dichloride In tetrahydrofuran at 40℃;
Stage #2: With hydrogenchloride In tetrahydrofuran; water Reagent/catalyst; chemoselective reaction;
74%
4-[(trimethylsilanyl)methyl]-pyridine
6844-47-9

4-[(trimethylsilanyl)methyl]-pyridine

benzyl bromide
100-39-0

benzyl bromide

A

picoline
108-89-4

picoline

B

4-(2-phenylethyl)pyridine
2116-64-5

4-(2-phenylethyl)pyridine

Conditions
ConditionsYield
With hydrogenchloride; potassium fluoride; 18-crown-6 or silica-supported tetrabutylammonium fluoride In tetrahydrofuran at 20℃; for 12h; Yields of byproduct given;A n/a
B 70%
{C6H6NCr(H2O)5}(2+)

{C6H6NCr(H2O)5}(2+)

A

picoline
108-89-4

picoline

B

1,2-bis(4'-pyridyl)ethane
4916-57-8

1,2-bis(4'-pyridyl)ethane

Conditions
ConditionsYield
In perchloric acid addn. of Na2CO3;;A 70%
B 30%
With sodium carbonate byproducts: pyridine-4-aldehyde;A 20%
B n/a
With Na2CO3
In perchloric acid
4-(phenylethynyl)pyridine
13295-94-8

4-(phenylethynyl)pyridine

ethylenediamine
107-15-3

ethylenediamine

A

picoline
108-89-4

picoline

B

2-phenyl-2-imidazoline
936-49-2

2-phenyl-2-imidazoline

Conditions
ConditionsYield
In pyridine for 40h; Reflux;A 27 %Chromat.
B 70%
isonicotinamide
1453-82-3

isonicotinamide

picoline
108-89-4

picoline

Conditions
ConditionsYield
With samarium diiodide; phosphoric acid In tetrahydrofuran for 0.000833333h; Ambient temperature;67%
2,6-bis(methylthio)-4-methylpyridine
122913-50-2

2,6-bis(methylthio)-4-methylpyridine

picoline
108-89-4

picoline

Conditions
ConditionsYield
With nickel In ethanol for 3h; Ambient temperature;65%
4-(Chloromethyl)pyridine
10445-91-7

4-(Chloromethyl)pyridine

benzaldehyde
100-52-7

benzaldehyde

A

picoline
108-89-4

picoline

B

1-phenyl-2-( pyridin-4-yl)ethanol
20151-37-5

1-phenyl-2-( pyridin-4-yl)ethanol

Conditions
ConditionsYield
With dipotassium hydrogenphosphate; silver nitrate; zinc In water at 30℃; for 1h;A 48%
B 64%
acetaldehyde
75-07-0

acetaldehyde

A

pyridine
110-86-1

pyridine

B

α-picoline
109-06-8

α-picoline

C

picoline
108-89-4

picoline

Conditions
ConditionsYield
With ammonia; Pb(5.3percent)/borotitano silicate at 420℃; for 1h; Product distribution / selectivity; Molecular sieve;A 2.4%
B 61.3%
C 21.6%
With ammonia; Pb/SnS-1B at 395℃; Product distribution / selectivity;A 1%
B 53.4%
C 22.3%
With ammonia; titanium-silicate catalyst (sample C) at 250 - 400℃; Conversion of starting material;A 0.88%
B 53.44%
C 20.55%
formaldehyd
50-00-0

formaldehyd

acetaldehyde
75-07-0

acetaldehyde

A

pyridine
110-86-1

pyridine

B

α-picoline
109-06-8

α-picoline

C

picoline
108-89-4

picoline

D

3-Methylpyridine
108-99-6

3-Methylpyridine

Conditions
ConditionsYield
With Pb-ZSM-5 zeolite; ammonia In gasA 60%
B 7%
C 4%
D 8%
With Co-ZSM-5 zeolite; ammonia In gasA 57%
B 6%
C 8%
D 7%
With Ag-ZSM-5 zeolite; ammonia In gasA 42%
B 3%
C 6%
D 11%
With pentasil zeolite H-ZSM-5; ammonia In gas at 450℃; Product distribution; synthesis of pyridine bases over ion-exchanged pentasil zeolite; var. zeolites, var. Si/Al atomic ratio;A 42%
B 3%
C 5%
D 11%
pyridine-4-methanol
586-95-8

pyridine-4-methanol

picoline
108-89-4

picoline

Conditions
ConditionsYield
With samarium diiodide; Trimethylacetic acid In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 0.166667h; Reduction;60%
Multi-step reaction with 2 steps
1: benzene
2: palladium; methanol. NaOH-solution / Hydrogenation
View Scheme
N-butyl-4-methylpyridinium bromide
65350-59-6

N-butyl-4-methylpyridinium bromide

sodium cyclopentadienylide
4984-82-1

sodium cyclopentadienylide

picoline
108-89-4

picoline

Conditions
ConditionsYield
Stage #1: sodium cyclopentadienylide In tetrahydrofuran; N,N-dimethyl-formamide at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: N-butyl-4-methylpyridinium bromide In tetrahydrofuran; N,N-dimethyl-formamide at 20 - 190℃; for 4h; Inert atmosphere;
60%
1-o-Nitrobenzyl-4-methylpyridinium bromide

1-o-Nitrobenzyl-4-methylpyridinium bromide

A

picoline
108-89-4

picoline

B

2,2'-dinitrobibenzyl
16968-19-7

2,2'-dinitrobibenzyl

C

1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

Conditions
ConditionsYield
With tetraethylammonium perchlorate In acetonitrile preparative electrolyse, - 0.89 V;A 52%
B n/a
C 18%
1-o-Nitrobenzyl-4-methylpyridinium bromide

1-o-Nitrobenzyl-4-methylpyridinium bromide

A

picoline
108-89-4

picoline

B

1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

Conditions
ConditionsYield
With tetraethylammonium perchlorate In acetonitrile at 20℃; Rate constant; electrolyse, -0.89 V;A 52%
B 18%
{C6H6NCr(H2O)5}(2+)

{C6H6NCr(H2O)5}(2+)

A

picoline
108-89-4

picoline

B

4-{α-D1}-methylpyridine
69046-49-7

4-{α-D1}-methylpyridine

Conditions
ConditionsYield
With water-d2 In water-d2A 50%
B n/a
With D2O In water-d2
pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

picoline
108-89-4

picoline

Conditions
ConditionsYield
With samarium diiodide; phosphoric acid In tetrahydrofuran for 0.000833333h; Ambient temperature;48%
With sulfuric acid elektrochemische Reduktion;
With sulfuric acid elektrochemische Reduktion;
With acetic acid; zinc
4-methylpyridine-1-oxide
1003-67-4

4-methylpyridine-1-oxide

N,N-Dimethylthiocarbamoyl chloride
16420-13-6

N,N-Dimethylthiocarbamoyl chloride

A

picoline
108-89-4

picoline

B

C9H12N2OS

C9H12N2OS

C

C9H12N2OS

C9H12N2OS

Conditions
ConditionsYield
In acetonitrile at 81℃; for 4h;A 39%
B 3%
C 4%
4-methylpyridine-1-oxide
1003-67-4

4-methylpyridine-1-oxide

N-Methylformamide
123-39-7

N-Methylformamide

A

picoline
108-89-4

picoline

B

N,4-dimethylpyridine-2-carboxamide
107427-71-4

N,4-dimethylpyridine-2-carboxamide

Conditions
ConditionsYield
for 32h; Heating;A n/a
B 38%
4-methyl-N-(4-nitrobenzyl)pyridinium bromide
57042-61-2

4-methyl-N-(4-nitrobenzyl)pyridinium bromide

A

picoline
108-89-4

picoline

B

1-methyl-4-nitrobenzene
99-99-0

1-methyl-4-nitrobenzene

Conditions
ConditionsYield
With tetraethylammonium perchlorate In acetonitrile preparative electrolyse, - 0.99 V;A 38%
B 35%
With tetraethylammonium perchlorate In acetonitrile electrolysis reaction;A 38%
B 35%
With tetraethylammonium perchlorate In acetonitrile at 20℃; Rate constant; electrolyse, -0.99 V;A 38%
B 35%
2,4-lutidine
108-47-4

2,4-lutidine

picoline
108-89-4

picoline

Conditions
ConditionsYield
nickel(II) nitrate In methanol for 24h; Product distribution; Irradiation;37%
isonicotinamide
1453-82-3

isonicotinamide

A

picoline
108-89-4

picoline

B

4-methylpiperidin
626-58-4

4-methylpiperidin

Conditions
ConditionsYield
With hydrogenchloride; samarium for 0.166667h; Ambient temperature;A 21%
B 37%
picoline
108-89-4

picoline

1-bromo-butane
109-65-9

1-bromo-butane

N-butyl-4-methylpyridinium bromide
65350-59-6

N-butyl-4-methylpyridinium bromide

Conditions
ConditionsYield
Darkness;100%
Darkness;100%
In ethanol for 24h; Reflux;100%
picoline
108-89-4

picoline

ethyl bromide
74-96-4

ethyl bromide

1-ethyl-4-methylpyridin-1-ium bromide
32353-49-4

1-ethyl-4-methylpyridin-1-ium bromide

Conditions
ConditionsYield
Darkness;100%
Darkness;100%
picoline
108-89-4

picoline

1-bromomethyl-4-nitro-benzene
100-11-8

1-bromomethyl-4-nitro-benzene

4-methyl-N-(4-nitrobenzyl)pyridinium bromide
57042-61-2

4-methyl-N-(4-nitrobenzyl)pyridinium bromide

Conditions
ConditionsYield
In acetone; benzene at 20℃; for 24h;100%
In dichloromethane at 20℃; for 2h;46%
picoline
108-89-4

picoline

methyl iodide
74-88-4

methyl iodide

N-methyl-4-methylpyridinium iodide
2301-80-6

N-methyl-4-methylpyridinium iodide

Conditions
ConditionsYield
In diethyl ether at 20℃; for 120h; Methylation;100%
In acetone for 2h; Reflux;100%
In methanol at 90℃; for 12h; Inert atmosphere;97%
picoline
108-89-4

picoline

pyridine-4-carbonitrile
100-48-1

pyridine-4-carbonitrile

Conditions
ConditionsYield
With ammonia; oxygen; V*4Ti*4Sn*xO at 375℃; var. temp.; influence of water additions and heat-treatment temperature of catalyst; also 2-picoline;100%
With ammonia; oxygen; V*4Ti*4Sn*xO at 375 - 390℃;100%
100%
picoline
108-89-4

picoline

4-fluorobenzoic acid ethyl ester
451-46-7

4-fluorobenzoic acid ethyl ester

1-(4-fluorophenyl)-2-(4-pyridyl)ethanone
6576-05-2

1-(4-fluorophenyl)-2-(4-pyridyl)ethanone

Conditions
ConditionsYield
With sodium hexamethyldisilazane In tetrahydrofuran100%
Stage #1: picoline With lithium hexamethyldisilazane In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;
Stage #2: 4-fluorobenzoic acid ethyl ester In tetrahydrofuran at 0 - 20℃; for 2.75h;
95%
With lithium hexamethyldisilazane In tetrahydrofuran at 0 - 25℃; flow microreactor;94%
picoline
108-89-4

picoline

benzyl bromide
100-39-0

benzyl bromide

1-benzyl-1-bromo-4-methylpyridinium bromide
57042-58-7

1-benzyl-1-bromo-4-methylpyridinium bromide

Conditions
ConditionsYield
100%
In acetonitrile at 45℃; for 3h;99%
In acetonitrile at 100℃; for 12h;98.71%
picoline
108-89-4

picoline

1-bromo-octane
111-83-1

1-bromo-octane

1-(n-octyl)-4-methylpyridinium bromide

1-(n-octyl)-4-methylpyridinium bromide

Conditions
ConditionsYield
Darkness;100%
Darkness;100%
In acetonitrile at 70℃;97%
picoline
108-89-4

picoline

ethyl (2-chloroaceto)acetate
638-07-3

ethyl (2-chloroaceto)acetate

1-ethoxycarbonylacetonyl-4-methylpyridinium chloride

1-ethoxycarbonylacetonyl-4-methylpyridinium chloride

Conditions
ConditionsYield
at 20℃; for 24h;100%
picoline
108-89-4

picoline

2,4-dinitrophenyl benzoate
1523-15-5

2,4-dinitrophenyl benzoate

C19H15N3O6

C19H15N3O6

Conditions
ConditionsYield
In water; dimethyl sulfoxide at 25℃; Kinetics;100%
picoline
108-89-4

picoline

1-bromo-6-hexanol
4286-55-9

1-bromo-6-hexanol

N-(6-hydroxyhexyl)-4-picolinium bromide

N-(6-hydroxyhexyl)-4-picolinium bromide

Conditions
ConditionsYield
In ethanol for 36h; Heating / reflux;100%
picoline
108-89-4

picoline

tin(IV) chloride
7646-78-8

tin(IV) chloride

[SnCl4(γ-picoline)2]

[SnCl4(γ-picoline)2]

Conditions
ConditionsYield
In tetrachloromethane under N2; soln. of SnCl4 in CCl4 mixed with ligand (molar ratio 1:2); stirred for several h; filtered; solid washed with petroleum ether; dried in vac.; stored in desiccator over CaCl2; elem. anal.;100%
picoline
108-89-4

picoline

(η5-pentamethylcyclopentadienyl)rhodium tris(acetonitrile) tetrafluoroborate

(η5-pentamethylcyclopentadienyl)rhodium tris(acetonitrile) tetrafluoroborate

{(C5(CH3)5)Rh(C5H4(CH3)N)3}(2+)*2BF4(1-) = {(C5(CH3)5)Rh(C5H4(CH3)N)3}(BF4)2

{(C5(CH3)5)Rh(C5H4(CH3)N)3}(2+)*2BF4(1-) = {(C5(CH3)5)Rh(C5H4(CH3)N)3}(BF4)2

Conditions
ConditionsYield
In dichloromethane (Ar), stirred for 15 min; filtered, solvent reduced, Et2O added, solid washed with Et2O, recrystd. from CH2Cl2/Et2O at -30°C, elem. anal.;100%
picoline
108-89-4

picoline

(C10H7NC(CH3)C6H4)2Pd2Cl2

(C10H7NC(CH3)C6H4)2Pd2Cl2

(C10H7NC(CH3)C6H4PdCl(C5H4NCH3))*CH2Cl2

(C10H7NC(CH3)C6H4PdCl(C5H4NCH3))*CH2Cl2

Conditions
ConditionsYield
In dichloromethane add. of excess of methylpyridine to Pd-compound in CH2Cl2; filtration on a Celite column (4cm), evaporation, washing with pentane, elem. anal.;100%
picoline
108-89-4

picoline

{(((CH3O)3Si)(CO)3Fe((C6H5)2PC5H4N)CdBr)2}

{(((CH3O)3Si)(CO)3Fe((C6H5)2PC5H4N)CdBr)2}

Fe(CO)3(Si(OCH3)3)(P(C6H5)2(C5H4N))CdBr(C5H4(CH3)N)

Fe(CO)3(Si(OCH3)3)(P(C6H5)2(C5H4N))CdBr(C5H4(CH3)N)

Conditions
ConditionsYield
In dichloromethane (N2), 4-picoline added to a soln. of the FeCd-complex, stirred for 5 min; solvent removed, dried in vacuo for several hours, elem. anal.;100%
picoline
108-89-4

picoline

[PdC5H5NC5H3N(CH2C(CO2C2H5)2)2]
77514-81-9

[PdC5H5NC5H3N(CH2C(CO2C2H5)2)2]

[Pd(C5H3NCH2C(CO2C2H5)2)2]
74468-77-2

[Pd(C5H3NCH2C(CO2C2H5)2)2]

Conditions
ConditionsYield
In dichloromethane stirred soln. of complex and γ-picoline in CH2Cl2 at 25°C for 12 h, removed the solvent in vac.; chromy., elem. anal.;100%
picoline
108-89-4

picoline

Fe(2+)*(C5H4B(CH3)2)2(C10H8N2)(2-)=((C5H4B(CH3)2)2(C10H8N2))Fe

Fe(2+)*(C5H4B(CH3)2)2(C10H8N2)(2-)=((C5H4B(CH3)2)2(C10H8N2))Fe

(C5H4B(CH3)2(C6H7N))2Fe
215434-76-7

(C5H4B(CH3)2(C6H7N))2Fe

Conditions
ConditionsYield
In dichloromethane byproducts: 4,4'-bipyridine; Ar atmosphere;100%
picoline
108-89-4

picoline

Fe(2+)*(C5H4B(CH3)2)2(C12H12N2)(2-)=((C5H4B(CH3)2)2(C12H12N2))Fe

Fe(2+)*(C5H4B(CH3)2)2(C12H12N2)(2-)=((C5H4B(CH3)2)2(C12H12N2))Fe

(C5H4B(CH3)2(C6H7N))2Fe
215434-76-7

(C5H4B(CH3)2(C6H7N))2Fe

Conditions
ConditionsYield
In not given byproducts: 1,2-bis(4-pyridyl)ethane; Ar atmosphere;100%
picoline
108-89-4

picoline

palladium dichloride

palladium dichloride

trans-dichlorobis(γ-picoline)palladium(II)
67528-42-1, 21256-09-7

trans-dichlorobis(γ-picoline)palladium(II)

Conditions
ConditionsYield
In acetonitrile dissoln. of Pd-compd. under reflux (1-2 h), ligand addn.; cooling, ppt. filtration off, washing (ethanol), drying; elem. anal.;100%
In acetonitrile (Ar), room temp., 24 h;
In acetonitrile at 20℃; for 24h; Inert atmosphere;
In acetonitrile at 20℃; for 24h; Inert atmosphere;
picoline
108-89-4

picoline

di-μ-chloro-dichloro-bis[η5-(perfluorobutyl)tetramethylcyclopentadienyl]-dirhodium(III)
345298-30-8

di-μ-chloro-dichloro-bis[η5-(perfluorobutyl)tetramethylcyclopentadienyl]-dirhodium(III)

dichloro-(perfluorohexyl)tetramethylcyclopentadienyl-(4-methylpyridine)-rhodium(III)
933802-67-6

dichloro-(perfluorohexyl)tetramethylcyclopentadienyl-(4-methylpyridine)-rhodium(III)

Conditions
ConditionsYield
In chloroform (Ar); methylpyridine was added to soln. of Rh complex in CHCl3; mixt. was stirred for 2 h at room temp.; evapd.; dried (vac.); elem. anal.;100%
picoline
108-89-4

picoline

1-Bromopentane
110-53-2

1-Bromopentane

4-hexylpyridine
27876-24-0

4-hexylpyridine

Conditions
ConditionsYield
Stage #1: picoline With lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at -78℃; for 0.5h; Inert atmosphere;
Stage #2: 1-Bromopentane In tetrahydrofuran; n-heptane; ethylbenzene at 20℃; for 20h;
100%
picoline
108-89-4

picoline

copper(l) cyanide

copper(l) cyanide

4-methylpyridine copper(I) cyanide complex

4-methylpyridine copper(I) cyanide complex

Conditions
ConditionsYield
In further solvent(s) suspn. of CuCN in 4MePy heated in sealed tube under Ar to 70°C overnight, cooled; ppt. filtered off, washed with Et2O, air dried for 15 min; elem. anal.;100%
picoline
108-89-4

picoline

1-iodopropan-3-ol
627-32-7

1-iodopropan-3-ol

1-(3-hydroxypropyl)-4-methylpyridin-1-ium iodide

1-(3-hydroxypropyl)-4-methylpyridin-1-ium iodide

Conditions
ConditionsYield
In 1,4-dioxane at 101℃; for 16h; Inert atmosphere;100%
picoline
108-89-4

picoline

Ti10O12(catecholato)8(pyridine)8

Ti10O12(catecholato)8(pyridine)8

Ti10O12(catecholato)8(4-picoline)8

Ti10O12(catecholato)8(4-picoline)8

Conditions
ConditionsYield
In chloroform100%
picoline
108-89-4

picoline

6-bromo-hexanoic acid ethyl ester
25542-62-5

6-bromo-hexanoic acid ethyl ester

1-(6-ethoxy-6-oxohexyl)-4-methylpyridinium bromide

1-(6-ethoxy-6-oxohexyl)-4-methylpyridinium bromide

Conditions
ConditionsYield
In acetonitrile at 90℃; Reflux;100%
picoline
108-89-4

picoline

C12H15NO
1207958-19-7

C12H15NO

N,N-dimethyl-4-(pyridin-4-yl)-3-(o-tolyl)butanamide

N,N-dimethyl-4-(pyridin-4-yl)-3-(o-tolyl)butanamide

Conditions
ConditionsYield
With 18-crown-6 ether; potassium hexamethylsilazane In tetrahydrofuran at 0℃; for 3h; Inert atmosphere;100%
picoline
108-89-4

picoline

C11H12FNO
21469-80-7

C11H12FNO

3-(4-fluorophenyl)-N,N-dimethyl-4-(pyridin-4-yl)butanamide

3-(4-fluorophenyl)-N,N-dimethyl-4-(pyridin-4-yl)butanamide

Conditions
ConditionsYield
With 18-crown-6 ether; potassium hexamethylsilazane In tetrahydrofuran at 0℃; for 3h; Inert atmosphere;100%
picoline
108-89-4

picoline

C36H54N4Zn2

C36H54N4Zn2

C48H68N6Zn2

C48H68N6Zn2

Conditions
ConditionsYield
In toluene at 20℃; for 2h; Inert atmosphere; Schlenk technique;100%
picoline
108-89-4

picoline

tetrakis(actonitrile)copper(I) hexafluorophosphate
64443-05-6

tetrakis(actonitrile)copper(I) hexafluorophosphate

2,9-dimesityl-[1,10]-phenanthroline
192226-54-3

2,9-dimesityl-[1,10]-phenanthroline

C30H28N2*Cu(1+)*C6H7N

C30H28N2*Cu(1+)*C6H7N

Conditions
ConditionsYield
In dichloromethane-d2 for 0.0333333h; Sonication;100%

4-Methylpyridine Consensus Reports

Reported in EPA TSCA Inventory.

4-Methylpyridine Specification

The 4-Methylpyridine, with the CAS registry number 108-89-4, is also known as p-Methylpyridine. It belongs to the product category of Pyridines Derivates. Its EINECS registry number is 203-626-4. This chemical's molecular formula is C6H7N and molecular weight is 93.13. Its IUPAC name is called 4-methylpyridine. This chemical's classification code is Skin / Eye Irritant.

Physical properties of 4-Methylpyridine: (1)ACD/LogP: 1.33; (2)ACD/LogD (pH 5.5): 0.756; (3)ACD/LogD (pH 7.4): 1.315; (4)ACD/BCF (pH 5.5): 1.61; (5)ACD/BCF (pH 7.4): 5.831; (6)ACD/KOC (pH 5.5): 33.622; (7)ACD/KOC (pH 7.4): 121.758; (8)#H bond acceptors: 1; (9)Index of Refraction: 1.501; (10)Molar Refractivity: 29.169 cm3; (11)Molar Volume: 98.932 cm3; (12)Surface Tension: 34.098 dyne/cm; (13)Density: 0.941 g/cm3; (14)Flash Point: 56.667 °C; (15)Enthalpy of Vaporization: 37.51 kJ/mol; (16)Boiling Point: 144.24 °C at 760 mmHg; (17)Vapour Pressure: 6.465 mmHg at 25°C.

Preparation of 4-Methylpyridine: this chemical can be prepared by acetaldehyde and ammonia. At last, you should collect 142-144 °C fractions. The yield is about 20%.

3CH3CHO+NH3→C6H7N+3H2O+H2

Uses of 4-Methylpyridine: it can be used in the production of drugs isoniazid, alexipharmac
obidoxime chloride and trimedoximum. Meanwhile, it is also used in the production of pesticide; dyes; rubber additives and synthetic resin. 4-Methylpyridine can also be used for the preparation of different tobacco acid, different tobacco hydrazine, pesticides, synthetic resin, rubber vulcanization promoting agents, etc. What's more, this chemical can also be used as a solvent.

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic. It is harmful by inhalation and if swallowed. In addition, it is irritating to eyes, respiratory system and skin. 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.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=CC=NC=C1
(2)InChI: InChI=1S/C6H7N/c1-6-2-4-7-5-3-6/h2-5H,1H3
(3)InChIKey: FKNQCJSGGFJEIZ-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 422mg/kg (422mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
guinea pig LDLo skin 500mg/kg (500mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 841, 1986.
mouse LC50 inhalation 4gm/m3 (4000mg/m3)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(9-10), Pg. 64, 1992.
mouse LD50 intraperitoneal 335mg/kg (335mg/kg)   Toxicon. Vol. 23, Pg. 815, 1985.
mouse LD50 oral 350mg/kg (350mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(9-10), Pg. 64, 1992.
rabbit LD50 skin 270uL/kg (0.27mL/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 10, Pg. 61, 1954.
rat LCLo inhalation 1000ppm/4H (1000ppm)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 10, Pg. 61, 1954.
rat LD50 intraperitoneal 163mg/kg (163mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Fundamental and Applied Toxicology. Vol. 5, Pg. 920, 1985.
rat LD50 oral 440mg/kg (440mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(9-10), Pg. 64, 1992.

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