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2,4-Dihydroxypyridine

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Name

2,4-Dihydroxypyridine

EINECS 210-924-8
CAS No. 626-03-9 Density 1.379 g/cm3
PSA 53.35000 LogP 0.49280
Solubility 6.211g/L(20 oC) Melting Point 272-276 °C(lit.)
Formula C5H5NO2 Boiling Point 270.9 °C at 760 mmHg
Molecular Weight 111.1 Flash Point 117.6 °C
Transport Information N/A Appearance white to yellow-beige crystals or cryst. powder
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 626-03-9 (2,4-Dihydroxypyridine) Hazard Symbols IrritantXi
Synonyms

2(1H)-Pyridone, 4-hydroxy-;2(1H)-Pyridinone, 4-hydroxy-;2-hydroxy-1H-pyridin-4-one;2(1H)-Pyridinone, 4-hydroxy- (9CI);4-Hydroxy-2(1H)-pyridinone;4-Hydroxy-2-pyridone;3-Deazauracil;Pyridine-2,4-diol;

Article Data 10

2,4-Dihydroxypyridine Synthetic route

18677-43-5

2,4-dimethoxypyridine

626-03-9

3-deazauracil

Conditions
ConditionsYield
With hexamethyldisilathiane; sodium methylate In various solvent(s) at 180℃; for 24h;75%
626-64-2

pyridin-4-ol

626-03-9

3-deazauracil

Conditions
ConditionsYield
With sodium hydroxide at 290 - 310℃;

2,4-dihydroxy-nicotinic acid

626-03-9

3-deazauracil

Conditions
ConditionsYield
With hydrogenchloride
4.6-dioxy-pyridine-carboxylic acid-(3)ethyl ester

4.6-dioxy-pyridine-carboxylic acid-(3)ethyl ester

626-03-9

3-deazauracil

Conditions
ConditionsYield
With hydrogenchloride at 190 - 200℃;
4.6-dioxy-pyridine-carboxylic acid-(3)

4.6-dioxy-pyridine-carboxylic acid-(3)

626-03-9

3-deazauracil

Conditions
ConditionsYield
With hydrogenchloride at 190 - 200℃;
5657-64-7

2,4-dihydroxy-nicotinonitrile

626-03-9

3-deazauracil

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2SO4 / Behandeln des Reaktionsgemisches mit wss. NaNO2
2: concentrated aqueous hydrochloric acid
View Scheme
19867-18-6

6-chloro-2,4-dihydroxy-nicotinonitrile

626-03-9

3-deazauracil

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: zinc-powder; aqueous H2SO4
2: H2SO4 / Behandeln des Reaktionsgemisches mit wss. NaNO2
3: concentrated aqueous hydrochloric acid
View Scheme
626-03-9

3-deazauracil

89282-12-2

2,4-dihydroxy-3-nitropyridine

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 0℃; Industrial scale;98%
With sulfuric acid; nitric acid at 0℃; for 0.75h;96%
With nitric acid at 90℃; for 3h;92%
626-03-9

3-deazauracil

96245-97-5

3-bromo-2,4-dihydroxypyridine

Conditions
ConditionsYield
With hydrogen bromide; bromine; acetic acid In water at 0℃; for 0.5h;96%
With hydrogen bromide; bromine In acetic acid95%
With hydrogen bromide; bromine; acetic acid
626-03-9

3-deazauracil

A

58530-53-3

2,4-dibromopyridine

B

2402-91-7

2,3,4-tribromopyridine

Conditions
ConditionsYield
With phosphorus(V) oxybromide at 125℃; for 4.5h;A 90%
B 9%
With phosphorus(V) oxybromide at 125℃; for 4.5h;A 85%
B 12%

2,4-Dihydroxypyridine Chemical Properties


IUPAC Name: 2-Hydroxy-1H-pyridin-4-one
Molecular Formula: C5H5NO2
Molecular Weight: 111.10 g/mol
Canonical SMILES: c1c(ccnc1O)O
InChI: InChI=1/C5H5NO2/c7-4-1-2-6-5(8)3-4/h1-3H,(H2,6,7,8)
EINECS: 210-924-8
Product Categories: Pyridines; Pyridine; Pyridines derivates; Aromatics Compounds; Aromatics;Bases & Related Reagents; Nucleotides
H-Bond Donor: 2
H-Bond Acceptor: 3
Tautomer Count: 9
Exact Mass: 111.032028
MonoIsotopic Mass: 111.032028
Topological Polar Surface Area: 49.3
Heavy Atom Count: 8
Complexity: 169
Index of Refraction: 1.593
Molar Refractivity: 27.33 cm3
Molar Volume: 80.5 cm3
Polarizability: 10.83×10-24 cm3
Surface Tension: 58.2 dyne/cm
Density: 1.379 g/cm3
Flash Point: 117.6 °C
Enthalpy of Vaporization: 59.11 kJ/mol
Boiling Point: 270.9 °C at 760 mmHg
Melting Point: 272-276 °C(lit.)
Water Solubility: 6250 mg/L at 20 °C
Atmospheric OH Rate Constant: 1.08E-10 cm3/molecule-sec at 25 °C
Vapour Pressure of 2,4-Dihydroxypyridine (CAS NO.626-03-9): 0.000873 mmHg at 25 °C

2,4-Dihydroxypyridine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 4895mg/kg (4895mg/kg)   Toxicon. Vol. 23, Pg. 815, 1985.

2,4-Dihydroxypyridine Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.  
S36: Wear suitable protective clothing. 
S37/39: Wear suitable gloves and eye/face protection.
WGK Germany: 3
RTECS: UV1146800
Hazard Note: Irritant
HazardClass of 2,4-Dihydroxypyridine (CAS NO.626-03-9): Irritant

2,4-Dihydroxypyridine Specification

 2,4-Dihydroxypyridine (CAS NO.626-03-9), its Synonyms are 2(1H)-Pyridinone, 4-hydroxy- (9CI) ; 2(1H)-Pyridone, 4-hydroxy- ; 4-Hydroxy-2-pyridone ; 2,4-Pyridinediol ; 3-Deazauracil ; 4-Hydroxy-2(1H)-pyridinone . It is white to yellow-beige crystals or cryst. powder.

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