Product Name

  • Name

    3-Hydroxypyridine

  • EINECS 203-637-4
  • CAS No. 109-00-2
  • Article Data121
  • CAS DataBase
  • Density 1.172 g/cm3
  • Solubility 33g/L in water
  • Melting Point 123-130 °C
  • Formula C5H5NO
  • Boiling Point 318.9 °C at 760 mmHg
  • Molecular Weight 95.1008
  • Flash Point 146.6 °C
  • Transport Information
  • Appearance yellow to brownish crystal
  • Safety 26-36-37/39-22
  • Risk Codes 36/37/38-40
  • Molecular Structure Molecular Structure of 109-00-2 (3-Hydroxypyridine)
  • Hazard Symbols IrritantXi,HarmfulXn
  • Synonyms 3-Pyridol;3-Oxopyridine;.beta.-Hydroxypyridine;3-Pyridinol;3-Hydroxy Pyridine;3-Pyridone;pyridin-3-ol;
  • PSA 33.12000
  • LogP 0.78720

Synthetic route

pyridin-3-ylamine
462-08-8

pyridin-3-ylamine

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
Stage #1: pyridin-3-ylamine With sulfuric acid at 20℃; Cooling with ice;
Stage #2: With sodium nitrite In water Reflux;
100%
With sulfuric acid Diazotization;
With sulfuric acid; water; sodium nitrite at 0℃; Erwaermen des Reaktionsgemisches auf 50grad;
With sulfuric acid; water; sodium nitrite at 0℃; Erwaermen des Reaktionsgemisches auf 80grad.;
3-hydroxypyridine N-oxide
6602-28-4

3-hydroxypyridine N-oxide

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
With methyloxorhenium(V)(2-(mercaptomethyl)thiophenolate) triphenylphosphine; triphenylphosphine In benzene at 20℃; for 7h;99%
With triphenylphosphine; N-fused tetraphenylporphyrin rhenium(VII) trioxide In toluene at 80℃; for 4.5h;98%
With 1,1,2,2-tetrabutyl-1,2-dichloro distannane In tetrahydrofuran for 1h; Heating;88%
3-methoxypyridine
7295-76-3

3-methoxypyridine

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
With toluene-4-sulfonic acid; lithium chloride In 1-methyl-pyrrolidin-2-one at 180℃; for 1h;99%
With L-Selectride In tetrahydrofuran for 24h; Reflux; Inert atmosphere; chemoselective reaction;89%
With hexamethyldisilathiane; sodium methylate In various solvent(s) at 180℃; for 24h;61%
With trimethylammonium heptachlorodialuminate In dichloromethane Heating;
3-Chloropyridine
626-60-8

3-Chloropyridine

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
With 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl; potassium hydroxide; tris-(dibenzylideneacetone)dipalladium(0) In 1,4-dioxane; water at 100℃; for 10h;97%
With [(2-di-tert-butylphosphino-3-methoxy-6-methyl-2,4,6-triisopropyl-1,1-biphenyl)-2-(2-aminobiphenyl)]palladium(II) methanesulfonate; caesium carbonate; Benzaldoxime In N,N-dimethyl-formamide at 80℃; for 18h; Inert atmosphere; Glovebox; Sealed tube;92%
Stage #1: 3-Chloropyridine With sodium hydroxide In propylene glycol at 140℃; for 2h;
Stage #2: With hydrogenchloride In water at 60 - 70℃; for 0.666667h; pH=6 - 7;
90%
Stage #1: 3-Chloropyridine With sodium hydroxide In propylene glycol at 140℃; for 2h;
Stage #2: With hydrogenchloride In methanol; water at 60 - 70℃; for 0.666667h; Temperature;
90%
With copper acetylacetonate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; Inert atmosphere;80%
3-pyridyl acetate
17747-43-2

3-pyridyl acetate

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
With sodium tetrahydroborate; cobalt(II) chloride In ethanol at 0 - 25℃; for 10h;97%
With Rsp3690 from Rhodobacter sphaeroides In dimethyl sulfoxide at 30℃; pH=8.3; Kinetics; Enzymatic reaction;
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
With hydrogen bromide; bromine In dichloromethane at -35 - 35℃; for 5h;93.7%
3-iodopyridine
1120-90-7

3-iodopyridine

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
With copper(I) oxide; water; potassium carbonate; Sucrose at 140℃; for 3h; Sealed tube; Inert atmosphere;93%
With lithium salt of proline; tetrabutylammomium bromide; potassium hydroxide; copper dichloride In water at 120℃; for 0.666667h; Microwave irradiation; Green chemistry;83%
With copper acetylacetonate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; potassium hydroxide In water; dimethyl sulfoxide at 60℃; for 24h; Schlenk technique; Inert atmosphere;82%
Multi-step reaction with 2 steps
1.1: copper(l) iodide; 1,10-Phenanthroline; caesium carbonate / toluene / 14 h / 110 °C / Inert atmosphere; Sealed tube
2.1: cesium fluoride / N,N-dimethyl-formamide / 1 h / 60 °C / Inert atmosphere
2.2: Inert atmosphere
View Scheme
3-(2-trimethylsilanylethoxy)pyridine
1338215-39-6

3-(2-trimethylsilanylethoxy)pyridine

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
Stage #1: 3-(2-trimethylsilanylethoxy)pyridine With cesium fluoride In N,N-dimethyl-formamide at 60℃; for 1h; Inert atmosphere;
Stage #2: With water In N,N-dimethyl-formamide Inert atmosphere;
93%
3-pyridylboronic acid
1692-25-7

3-pyridylboronic acid

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
With dihydrogen peroxide In acetonitrile at 30 - 35℃; for 0.166667h; Schlenk technique;92%
With water; caesium carbonate; hydrazine hydrate at 80℃; for 24h;91%
With urea hydrogen peroxide adduct In acetonitrile at 27 - 29℃; for 6h; Green chemistry; chemoselective reaction;91%
3-(tert-butyldimethylsilyloxy)pyridine
115437-94-0

3-(tert-butyldimethylsilyloxy)pyridine

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
With lithium acetate In water; N,N-dimethyl-formamide at 25℃; for 2.5h; Inert atmosphere;90%
3-[(triisopropylsilyl)oxy]pyridine
849774-31-8

3-[(triisopropylsilyl)oxy]pyridine

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
With potassium acetate In water; N,N-dimethyl-formamide at 25℃; for 4h;89%
3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
329214-79-1

3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
With menadione; sodium hydrogencarbonate; sodium L-ascorbate In ethanol; water at 20℃; under 760.051 Torr; for 24h; pH=8.5; Darkness; Green chemistry;83%
With 3,4,5-trihydroxybenzoic acid; sodium hydrogencarbonate In ethanol; water at 20℃; for 24h; Green chemistry;79%
3-(dimethylsilyl)pyridine
252974-70-2

3-(dimethylsilyl)pyridine

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
With water; dihydrogen peroxide; potassium hydrogencarbonate In tetrahydrofuran; methanol at 20℃; for 2h;78%
3-Bromopyridine
626-55-1

3-Bromopyridine

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
With lithium salt of proline; tetrabutylammomium bromide; potassium hydroxide; copper dichloride In water at 120℃; for 0.666667h; Microwave irradiation; Green chemistry;75%
With copper(l) iodide; lithium pipecolinate; tetrabutyl ammonium fluoride; sodium hydroxide In water at 130℃; for 24h;74%
With potassium phosphate; copper(l) iodide; water; N,N`-dimethylethylenediamine at 20 - 180℃; for 0.5h; Microwave irradiation;70%
3-hydroxypyridine-2-carboxylic acid
874-24-8

3-hydroxypyridine-2-carboxylic acid

2-ethoxycarbonyl-1-cyclopentanone
611-10-9

2-ethoxycarbonyl-1-cyclopentanone

A

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

B

6,7,8,9-tetrahydrocyclopenta<4,5>pyrano<3,2-b>pyridin-6-one

6,7,8,9-tetrahydrocyclopenta<4,5>pyrano<3,2-b>pyridin-6-one

Conditions
ConditionsYield
at 160℃; for 6h;A 74%
B 25%
3-hydroxypyridine-2-carboxylic acid
874-24-8

3-hydroxypyridine-2-carboxylic acid

2,2,6-trimethyl-4H-1,3-dioxin-4-one
5394-63-8

2,2,6-trimethyl-4H-1,3-dioxin-4-one

A

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

B

3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one
771-03-9

3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one

C

4-methyl-2H-pyrano<3,2-b>pyridine-2-one

4-methyl-2H-pyrano<3,2-b>pyridine-2-one

Conditions
ConditionsYield
In toluene for 6h; Mechanism; Heating; other 3-substituted picolinic acids; other acetylketenes; var. temperatures and solvents;A 70%
B 29.7%
C 25%
In toluene for 6h; Heating;A 70%
B 29.7%
C 25%
2,2,6-trimethyl-4H-1,3-dioxin-4-one
5394-63-8

2,2,6-trimethyl-4H-1,3-dioxin-4-one

A

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

B

3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one
771-03-9

3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one

C

4-methyl-2H-pyrano<3,2-b>pyridine-2-one

4-methyl-2H-pyrano<3,2-b>pyridine-2-one

Conditions
ConditionsYield
With 3-hydroxypyridine-2-carboxylic acid In toluene for 6h; Heating;A 70%
B 29.7%
C 25%
pyridine
110-86-1

pyridine

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
With sulfuric acid; mercury(II) sulfate at 210℃; for 10h; Temperature;62%
Multi-step reaction with 2 steps
1: concentrated sulfuric acid
2: bei der Kalischmelze
View Scheme
3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl) pyridine

3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl) pyridine

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; water; triethylamine In acetonitrile at 20℃; for 1h;59%
With sodium periodate; iodobenzene In water; acetonitrile at 80℃; for 8h;59%
α-azidocyclopentanone
39871-47-1

α-azidocyclopentanone

A

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

B

2-oxo-1,2,3,4-tetrahydropyridine
57147-25-8

2-oxo-1,2,3,4-tetrahydropyridine

Conditions
ConditionsYield
at 600℃; under 0.01 Torr; for 1h; Flash photolysis;A 7%
B 55%
5-bromopyridine-3-ol
74115-13-2

5-bromopyridine-3-ol

n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

trimethyltin(IV)chloride
1066-45-1

trimethyltin(IV)chloride

A

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

B

<3,3'-Bipyridin>-5,5'-diol
142929-09-7

<3,3'-Bipyridin>-5,5'-diol

C

5-n-butyl-3-pyridinol

5-n-butyl-3-pyridinol

D

5-trimethylstannanyl-pyridin-3-ol
918631-14-8

5-trimethylstannanyl-pyridin-3-ol

Conditions
ConditionsYield
Stage #1: 5-bromopyridine-3-ol; n-butyllithium In tetrahydrofuran at -78℃;
Stage #2: trimethyltin(IV)chloride In tetrahydrofuran
A 24%
B 29%
C 11%
D 33%
2-[(dimethylamino)methyl]pyridin-3-ol
2168-13-0

2-[(dimethylamino)methyl]pyridin-3-ol

aniline
62-53-3

aniline

A

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

B

2-[(phenylimino)methyl]-1-azabenzene-3-ol
65974-47-2

2-[(phenylimino)methyl]-1-azabenzene-3-ol

C

2-[(phenylamino)methyl]-1-azabenzene-3-ol
74803-54-6

2-[(phenylamino)methyl]-1-azabenzene-3-ol

Conditions
ConditionsYield
In diphenylether at 250℃; for 15h;A 30%
B 10%
C 20%
3-allyloxy-2-pentamethyldisilanylpyridine

3-allyloxy-2-pentamethyldisilanylpyridine

A

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

B

C18H22N2O2Si

C18H22N2O2Si

Conditions
ConditionsYield
In benzene for 3h; Irradiation; Inert atmosphere;A 15%
B 9%
piperidine
110-89-4

piperidine

(5-nitro-[2]pyridyl)-[3]pyridyl ether
99073-54-8

(5-nitro-[2]pyridyl)-[3]pyridyl ether

A

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

B

5-nitro-2-piperidinopyridine
26820-61-1

5-nitro-2-piperidinopyridine

furfural
98-01-1

furfural

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
With ammonium sulfate; water; urea at 160℃; unter Druck;
With ammonium sulfate; ammonium oxalate; water at 160℃; unter Druck;
With ammonium chloride In methanol; aq. phosphate buffer at 100℃; for 22h; pH=8; Time; Temperature; Sealed tube;
furfural
98-01-1

furfural

A

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

B

pyridine-2,5-diol
5154-01-8

pyridine-2,5-diol

Conditions
ConditionsYield
With ethanol; water; hydrazinium sulfate at 153℃; unter Druck;
3-ethoxypyridine
14773-50-3

3-ethoxypyridine

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
With hydrogen iodide at 110 - 120℃;
5-hydroxypicolinic acid
15069-92-8

5-hydroxypicolinic acid

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
With calcium oxide
at 300℃; unter vermindertem Druck;
3-hydroxypyridine-2-carboxylic acid
874-24-8

3-hydroxypyridine-2-carboxylic acid

3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

Conditions
ConditionsYield
bei der trocknen Destillation;
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

4-chloropyridine N-oxide
1121-76-2

4-chloropyridine N-oxide

3-hydroxy-1-(1-oxido-4-pyridyl)pyridinium chloride
75734-24-6

3-hydroxy-1-(1-oxido-4-pyridyl)pyridinium chloride

Conditions
ConditionsYield
In chlorobenzene for 12h; Heating;100%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine
103057-44-9

N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine

(+/-)-3-oxy(3-pyridyl)-1-tert-butoxycarbonylpyrrolidine
224818-73-9

(+/-)-3-oxy(3-pyridyl)-1-tert-butoxycarbonylpyrrolidine

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 40℃; for 15h; Condensation;100%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran Mitsunobu reaction;
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran
Stage #1: With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at -20℃; for 0.166667h;
Stage #2: N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine In tetrahydrofuran at -20℃; for 0.166667h;
Stage #3: 3-HYDROXYPYRIDINE In tetrahydrofuran at 20℃; Mitsunobu reaction;
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; Mitsunobu reaction; Inert atmosphere;
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

2,4,6-trinitrochlorobenzene
88-88-0

2,4,6-trinitrochlorobenzene

3-pyridinyl 2,4,6-trinitrophenylether

3-pyridinyl 2,4,6-trinitrophenylether

Conditions
ConditionsYield
In tetrahydrofuran at 30℃; Product distribution; Kinetics; Further Variations:; Solvents;100%
Stage #1: 3-HYDROXYPYRIDINE With sodium hydride In tetrahydrofuran for 0.166667h;
Stage #2: 2,4,6-trinitrochlorobenzene In tetrahydrofuran for 0.166667h;
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

benzyl bromide
100-39-0

benzyl bromide

3-benzyloxy-N-benzyl-1,2,5,6-tetrahydropyridine
61995-15-1

3-benzyloxy-N-benzyl-1,2,5,6-tetrahydropyridine

Conditions
ConditionsYield
Stage #1: 3-HYDROXYPYRIDINE; benzyl bromide With sodium methylate In methanol Heating / reflux;
Stage #2: With sodium tetrahydroborate In methanol at 20℃;
Stage #3: With potassium carbonate In diethyl ether; water for 1h;
100%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

2-bromo-4-fluorobenzaldehyde
59142-68-6

2-bromo-4-fluorobenzaldehyde

2-bromo-4-(pyridine-3-yloxy)-benzaldehyde
1196474-75-5

2-bromo-4-(pyridine-3-yloxy)-benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 16h;100%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

7-chloro-1-(2,2-diethoxyethyl)-1,2-dihydro-1,8-naphthyridin-2-one

7-chloro-1-(2,2-diethoxyethyl)-1,2-dihydro-1,8-naphthyridin-2-one

1-(2,2-diethoxyethyl)-7-(pyridin-3-yloxy)-1,2-dihydro-1,8-naphthyridin-2-one

1-(2,2-diethoxyethyl)-7-(pyridin-3-yloxy)-1,2-dihydro-1,8-naphthyridin-2-one

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 70℃; for 17h; Inert atmosphere;100%
With caesium carbonate In N,N-dimethyl-formamide at 70℃; for 17h; Inert atmosphere;100%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

dihydroxo[5,10,15,20-tetrakis(2-thienyl)porphyrinato]tin(IV)
1246303-46-7

dihydroxo[5,10,15,20-tetrakis(2-thienyl)porphyrinato]tin(IV)

trans-[tin(IV)(3-oxypyridyl)2(meso-tetra(2-thienyl)porphyrin)]

trans-[tin(IV)(3-oxypyridyl)2(meso-tetra(2-thienyl)porphyrin)]

Conditions
ConditionsYield
In chloroform for 4h; Reflux;100%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

trans-dihydroxo(meso-tetraphenylporphyrinato)tin(IV)
26334-89-4

trans-dihydroxo(meso-tetraphenylporphyrinato)tin(IV)

trans-bis(phenolato)-[5,10,15,20-tetrakis(phenyl)porphyrinato]tin(IV)
1365636-06-1

trans-bis(phenolato)-[5,10,15,20-tetrakis(phenyl)porphyrinato]tin(IV)

Conditions
ConditionsYield
In chloroform for 4h; Reflux;100%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

benzyl bromide
100-39-0

benzyl bromide

1-benzyl-3-hydroxypyridin-1-ium bromide
62214-78-2

1-benzyl-3-hydroxypyridin-1-ium bromide

Conditions
ConditionsYield
In isopropyl alcohol for 16h; Reflux; Inert atmosphere;99%
In acetone Ambient temperature;97%
With toluene
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

methyl iodide
74-88-4

methyl iodide

3-hydroxy-1-methylpyridin-1-ium iodide
7500-05-2

3-hydroxy-1-methylpyridin-1-ium iodide

Conditions
ConditionsYield
In isopropyl alcohol for 16h; Reflux; Inert atmosphere;99%
In toluene Reflux;89%
In methanol for 6h; Heating;86%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

1-Bromo-2-bromomethyl-benzene
3433-80-5

1-Bromo-2-bromomethyl-benzene

1-(2-bromobenzyl)-3-hydroxypyridin-1-ium bromide
123100-48-1

1-(2-bromobenzyl)-3-hydroxypyridin-1-ium bromide

Conditions
ConditionsYield
In tetrahydrofuran for 16h; Reflux; Inert atmosphere;99%
In tetrahydrofuran for 2.5h; Heating;80%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

diethyl dicarbonate
1609-47-8

diethyl dicarbonate

ethyl pyrid-3-yl carbonate

ethyl pyrid-3-yl carbonate

Conditions
ConditionsYield
With magnesium(II) perchlorate at 40℃; for 5.5h;99%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

silver nitrate

silver nitrate

3-Hydroxypyridine, Silver Salt
40867-15-0

3-Hydroxypyridine, Silver Salt

Conditions
ConditionsYield
With sodium hydroxide In water99%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

pyridin-3-yl 4-nitrobenzenesulfonate

pyridin-3-yl 4-nitrobenzenesulfonate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 30℃; for 0.5h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;99%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

4-Fluorobenzyl bromide
459-46-1

4-Fluorobenzyl bromide

1-(4-fluorobenzyl)-3-hydroxypyridin-1-ium bromide

1-(4-fluorobenzyl)-3-hydroxypyridin-1-ium bromide

Conditions
ConditionsYield
In tetrahydrofuran for 16h; Reflux; Inert atmosphere;99%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

2-bromo-4-fluorobenzyl bromide
61150-57-0

2-bromo-4-fluorobenzyl bromide

1-(2-bromo-4-fluorobenzyl)-3-hydroxypyridin-1-ium bromide

1-(2-bromo-4-fluorobenzyl)-3-hydroxypyridin-1-ium bromide

Conditions
ConditionsYield
In tetrahydrofuran for 16h; Reflux; Inert atmosphere;99%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

3-hydroxypiperazine
6859-99-0

3-hydroxypiperazine

Conditions
ConditionsYield
With aluminum oxide; 1.5% Rh/SiO2; hydrogen In water at 85℃; under 52505.3 Torr; Reagent/catalyst; Pressure; Temperature; Autoclave;98.7%
With hydrogen; Rh on carbon In water at 80℃; under 3800 Torr; for 2h;96%
With 10% Rh/C; hydrogen In water at 80℃; under 3800.26 Torr; for 2h;96%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

trans-1-(2-chloro-5-nitrophenyl)-3-chloroprop-2-en-1-one
74780-46-4

trans-1-(2-chloro-5-nitrophenyl)-3-chloroprop-2-en-1-one

1--3-hydroxypyridinium chloride
74780-45-3

1--3-hydroxypyridinium chloride

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 3h;98%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

(1R,2S,5R)-1-(chloromethoxy)-2-isopropyl-5-methylcyclohexane
26127-08-2

(1R,2S,5R)-1-(chloromethoxy)-2-isopropyl-5-methylcyclohexane

3-hydroxy-1-[(1R,2S,5R)-(-)-menthoxymethyl]pyridinium chloride

3-hydroxy-1-[(1R,2S,5R)-(-)-menthoxymethyl]pyridinium chloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; Menschutkin quaternization;98%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

2-nitrofuran
609-39-2

2-nitrofuran

3-[(5-nitrofuran-2-yl)oxy]pyridine
1304134-64-2

3-[(5-nitrofuran-2-yl)oxy]pyridine

Conditions
ConditionsYield
With potassium carbonate In dichloromethane; water at 20℃; for 3h;98%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

3-(2-chloroacetamido)-7,8-dehydrorutaecarpine
1202403-70-0

3-(2-chloroacetamido)-7,8-dehydrorutaecarpine

3-(2-(pyridin-3-yloxy)-acetamino)-7,8-dehydrorutaecarpine
1443150-25-1

3-(2-(pyridin-3-yloxy)-acetamino)-7,8-dehydrorutaecarpine

Conditions
ConditionsYield
for 8h; Reflux;98%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

pyridin-3-yl sulfurofluoridate

pyridin-3-yl sulfurofluoridate

Conditions
ConditionsYield
Stage #1: 3-HYDROXYPYRIDINE With triethylamine In dichloromethane at 20℃; for 0.166667h;
Stage #2: With fluorosulfonyl fluoride In dichloromethane at 20℃; for 2h; chemoselective reaction;
98%
With fluorosulfonyl fluoride; triethylamine In dichloromethane at 20℃;95%
With fluorosulfonyl fluoride; triethylamine In dichloromethane at 20℃; under 760.051 Torr; for 24h;80%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

hexadecanyl bromide
112-82-3

hexadecanyl bromide

1-hexadecyl-3-hydroxypyridinium bromide

1-hexadecyl-3-hydroxypyridinium bromide

Conditions
ConditionsYield
In acetonitrile for 48h; Menshutkin Reaction; Reflux;98%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

1-Bromooctadecane
112-89-0

1-Bromooctadecane

3-hydroxy-1-octadecylpyridinium bromide

3-hydroxy-1-octadecylpyridinium bromide

Conditions
ConditionsYield
In acetonitrile for 48h; Menshutkin Reaction; Reflux;98%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

3-methyl-1-(methyldithiocarbonyl)imidazolium iodide

3-methyl-1-(methyldithiocarbonyl)imidazolium iodide

S-methyl pyridine-3-dithiocarbamate
1258190-63-4

S-methyl pyridine-3-dithiocarbamate

Conditions
ConditionsYield
With triethylamine In acetonitrile at 0℃; for 1h; Inert atmosphere;98%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

benzyl chloride
100-44-7

benzyl chloride

1-Benzyl-3-hydroxypyridinium chloride
3323-73-7

1-Benzyl-3-hydroxypyridinium chloride

Conditions
ConditionsYield
at 110℃;97%
In toluene for 1h; Alkylation; Heating;94%
In toluene for 1h; Heating;94%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

(CF3SO2)2NC6H4-O-(PEG-3400)-OC6H4N(SO2CF3)2

(CF3SO2)2NC6H4-O-(PEG-3400)-OC6H4N(SO2CF3)2

pyridin-3-yl trifluoromethanesulfonate
107658-27-5

pyridin-3-yl trifluoromethanesulfonate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 8h; Acylation;97%

3-Hydroxypyridine Consensus Reports

Reported in EPA TSCA Inventory.

3-Hydroxypyridine Specification

The 3-Pyridinol, with the CAS registry number 109-00-2, is also known as beta-Hydroxypyridine. It belongs to the product categories of Pyridine; Pyridines, Pyrimidines, Purines and Pteredines; Pyridines Derivatives; Pyridines Derivates. Its EINECS registry number is 203-637-4. This chemical's molecular formula is C5H5NO and molecular weight is 95.0993. Its IUPAC name is called pyridin-3-ol. What's more, this chemical's classification codes are Antioxidants; Protective Agents. It is white to light yellow crystal which is used in organic synthesis, medicine and dye preparation.

Physical properties of 3-Pyridinol: (1)ACD/LogP: 0.64; (2)ACD/LogD (pH 5.5): 0.35; (3)ACD/LogD (pH 7.4): 0.41; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1.06; (6)ACD/KOC (pH 5.5): 27.32; (7)ACD/KOC (pH 7.4): 31.28; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.56; (12)Molar Refractivity: 26.22 cm3; (13)Molar Volume: 81 cm3; (14)Surface Tension: 50.7 dyne/cm; (15)Density: 1.172 g/cm3; (16)Flash Point: 146.6 °C; (17)Enthalpy of Vaporization: 58.27 kJ/mol; (18)Boiling Point: 318.9 °C at 760 mmHg; (19)Vapour Pressure: 0.000188 mmHg at 25°C.

Preparation of 3-Pyridinol: this chemical can be prepared by 3-methoxy-pyridine. This reaction will need reagents hexamethyldisilathiane, sodium methoxide and various solvents. The reaction time is 24 hours with reaction temperature of 180 °C. The yield is about 61%.

3-Pyridinol can be prepared by 3-methoxy-pyridine

Uses of 3-Pyridinol: it can be used to produce pyridin-3-yloxy-acetic acid ethyl ester with chloroacetic acid ethyl ester by heating. This reaction will need reagent K2CO3 and solvent acetone with reaction time of 20 hours. The yield is about 88%.

3-Pyridinol can be used to produce pyridin-3-yloxy-acetic acid ethyl ester with chloroacetic acid ethyl ester by heating

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. 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, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC(=CN=C1)O
(2)InChI: InChI=1S/C5H5NO/c7-5-2-1-3-6-4-5/h1-4,7H
(3)InChIKey: GRFNBEZIAWKNCO-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 750mg/kg (750mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
mammal (species unspecified) LD50 unreported 900mg/kg (900mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Pharmaceutical Chemistry Journal Vol. 16, Pg. 259, 1982.
mouse LD50 intraperitoneal 1822mg/kg (1822mg/kg)   Toxicon. Vol. 23, Pg. 815, 1985.

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