2(1H)-Pyridinone,5-hydroxy- supplier

Name
2,5-DIHYDROXYPYRIDINE
EINECS
CAS No. 5154-01-8
Article Data19
CAS DataBase
Density 1.379 g/cm³
Solubility
Melting Point 250-260°C
Formula C₅H₅NO₂
Boiling Point 333.8 °C at 760 mmHg
Molecular Weight 111.1
Flash Point 155.6 °C
Transport Information
Appearance
Safety 26-36/37
Risk Codes
Molecular Structure
Hazard Symbols Xi
Synonyms 2(1H)-Pyridone,5-hydroxy- (8CI);2,5-Pyridinediol (6CI,7CI);2,5-Dihydroxypyridine;5-Hydroxy-2(1H)-pyridinone;5-Hydroxy-2-pyridone;6-Hydroxy-3-pyridinol;NSC224189;
PSA 53.35000
LogP 0.49280

Synthetic route

: C7H9NO5

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

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen In ethanol; water at 50 - 55℃; under 750.075 - 1500.15 Torr; for 4h; Autoclave;	94%

: C8H11NO5

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

Conditions

Conditions	Yield
With 50% Raney nickel In water; isopropyl alcohol at 60 - 65℃; under 750.075 - 1500.15 Torr; for 4h; Autoclave;	93.6%

: C6H7NO5

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

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen In methanol; water at 50 - 55℃; under 750.075 - 1500.15 Torr; for 4h; Autoclave;	93.1%

: C9H13NO5

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

Conditions

Conditions	Yield
With 50% Raney nickel In tetrahydrofuran; water at 60 - 65℃; under 750.075 - 1500.15 Torr; for 5h; Autoclave;	91.5%

: 109-00-2
3-HYDROXYPYRIDINE

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

Conditions

Conditions	Yield
With sodium hydroxide; water
With sodium hydroxide; water at 300 - 310℃;

: 98-01-1
furfural

A: 109-00-2
3-HYDROXYPYRIDINE

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

Conditions

Conditions	Yield
With ethanol; water; hydrazinium sulfate at 153℃; unter Druck;

: 142-08-5
2-hydroxypyridin

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

Conditions

Conditions	Yield
With sodium hydroxide; dipotassium peroxodisulfate; iron(II) sulfate Erwaermen des mit Schwefelsaeure angesaeuerten Reaktionsgemisches auf 100grad.;

: 51834-97-0
6-methoxypyridine-3-ol

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

Conditions

Conditions	Yield
With hydrogen bromide

: 99970-14-6
5-benzoyloxy-pyridin-2-ol

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

Conditions

Conditions	Yield
With hydrogen bromide

: 408338-50-1
2,5-diethoxy-pyridine

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

Conditions

Conditions	Yield
With hydrogen bromide

: 59-67-6
nicotinic acid

extracts of pseudomonas fluorescence: extracts of pseudomonas fluorescence

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

B: 5006-66-6
6-hydroxy-3-pyridinecarboxylic acid

...Expand

: 98-01-1
furfural

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: water; ammonium oxalate; ammonium sulfate / 160 °C / unter Druck 2: water; sodium hydroxide / 300 - 310 °C View Scheme

: 15873-27-5
4-(6-hydroxy-[3]pyridyl)-4-oxo-butyric acid

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

B: 110-15-6
succinic acid

Conditions

Conditions	Yield
With β-nicotinamide adenine dinucleotide, reduced dipotassium salt; recombinant His6-tagged 6-hydroxy-3-succinoyl-pyridine 3-monooxygenase from Pseudomonas putida S16; FAD; oxygen In aq. buffer at 25℃; pH=8; Mechanism; Catalytic behavior; Reagent/catalyst; Enzymatic reaction;

: 15873-27-5
4-(6-hydroxy-[3]pyridyl)-4-oxo-butyric acid

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

B: succinic acid

Conditions

Conditions	Yield
With β-nicotinamide adenine dinucleotide, reduced dipotassium salt; recombinant His6-tagged 6-hydroxy-3-succinoyl-pyridine 3-monooxygenase from Pseudomonas putida S16; FAD; oxygen; 18O-labeled water In aq. buffer at 25℃; pH=8; Mechanism; Catalytic behavior; Reagent/catalyst; Enzymatic reaction;

: 5006-66-6
6-hydroxy-3-pyridinecarboxylic acid

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

Conditions

Conditions	Yield
With β-nicotinamide adenine dinucleotide 2’-phosphate reduced tetrasodium salt; oxygen; sodium hydroxide In aq. phosphate buffer at 25℃; Kinetics; Inert atmosphere; Enzymatic reaction;

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

: 16110-09-1
2,5 dichloropyridine

Conditions

Conditions	Yield
With trichlorophosphate at 140 - 145℃; Reagent/catalyst; Temperature; Green chemistry;	94.3%

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

: 617-52-7
Dimethyl itaconate

: dimethyl 2-((4-hydroxy-2-oxo-1-pyridyl)methyl)butanedioate

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 60h; Michael addition;	60%

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

: 573675-25-9
5-bromo-3-nitropyridine-2-carbonitrile

: 74-88-4
methyl iodide

: 1065607-88-6
5-bromo-3-(1-methyl-6-oxo-1,6-dihydropyridin-3-yloxy)picolinonitrile

Conditions

Conditions	Yield
Stage #1: pyridine-2,5-diol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Stage #2: 5-bromo-3-nitropyridine-2-carbonitrile In N,N-dimethyl-formamide at 20℃; Stage #3: methyl iodide With sodium hydride In N,N-dimethyl-formamide at 20℃; for 3h;	54%

...Expand

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

: 1194-02-1
4-fluorobenzonitrile

: 4-((6-oxo-1,6-dihydropyridin-3-yl)oxy)benzonitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 110℃;	49.7%

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

: 65018-90-8
3,4-epoxy-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile

: 129421-78-9
(3R,4S)-3-Hydroxy-2,2-dimethyl-4-(6-oxo-1,6-dihydro-pyridin-3-yloxy)-chroman-6-carbonitrile

Conditions

Conditions	Yield
With pyridine In ethanol for 8h; Heating;	24%

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

: 108-24-7
acetic anhydride

: 99358-18-6
2,5-diacetoxy-pyridine

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

: 7664-93-9
sulfuric acid

manganese dioxide: manganese dioxide

: pyridine-2,5-dione

...Expand

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

: 7697-37-2
nitric acid

: 144-62-7
oxalic acid

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

manganese dioxide: manganese dioxide

: 4-hydroxy-1-(4-hydroxy-2-hydroxymethylbutyl)pyridin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 60 percent / DBU / dimethylformamide / 60 h / 20 °C 2: 49 percent / LiAlH4 / tetrahydrofuran / 20 °C View Scheme

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

: 350-46-9
4-Fluoronitrobenzene

: 630125-63-2
3-(4-nitro-phenoxy)-1H-pyridin-6-one

Conditions

Conditions	Yield
With caesium carbonate In 1-Methylpyrrolidine at 90℃; for 18h;

2(1H)-Pyridinone,5-hydroxy- Specification

The 2(1H)-Pyridinone,5-hydroxy-, with the CAS registry number 5154-01-8, has the systematic name of 5-hydroxypyridin-2(1H)-one. It belongs to the following product categories: Pharmacetical; Pyridine series; Pyridine; Pyridines. And the molecular formula of the chemical is C₅H₅NO₂. What's more, while dealing with it, you had better take the following instructions: Wear suitable protective clothing and gloves, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

The characteristics of 2(1H)-Pyridinone,5-hydroxy- are as followings: (1)ACD/LogP: -0.82; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.82; (4)ACD/LogD (pH 7.4): -0.86; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 8.56; (8)ACD/KOC (pH 7.4): 7.72; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 29.54 Å²; (13)Index of Refraction: 1.593; (14)Molar Refractivity: 27.33 cm³; (15)Molar Volume: 80.5 cm³; (16)Polarizability: 10.83×10^-24cm³; (17)Surface Tension: 58.2 dyne/cm; (18)Density: 1.379 g/cm³; (19)Flash Point: 155.6 °C; (20)Enthalpy of Vaporization: 66.81 kJ/mol; (21)Boiling Point: 333.8 °C at 760 mmHg; (22)Vapour Pressure: 9.49E-06 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C1/C=C\C(\O)=C/N1
(2)InChI: InChI=1/C5H5NO2/c7-4-1-2-5(8)6-3-4/h1-3,7H,(H,6,8)
(3)InChIKey: CHGPEDOMXOLANF-UHFFFAOYAE

Product Name

2,5-DIHYDROXYPYRIDINE

Synthetic route

2(1H)-Pyridinone,5-hydroxy- Specification

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