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15128-82-2

Basic Information
CAS No.: 15128-82-2
Name: 3-Hydroxy-2-nitropyridine
Article Data: 11
Molecular Structure:
Molecular Structure of 15128-82-2 (3-Hydroxy-2-nitropyridine)
Formula: C5H4N2O3
Molecular Weight: 140.098
Synonyms: LDP06:2-Nitro-3-Hydroxypyridine;2-Nitro-3-pyridinol;3-Pyridinol, 2-nitro-;2-Nitropyridin-3-ol;
EINECS: 239-191-2
Density: 1.507 g/cm3
Melting Point: 69-71 °C(lit.)
Boiling Point: 383.2 °C at 760 mmHg
Flash Point: 185.6 °C
Appearance: yellow crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39-36
PSA: 78.94000
LogP: 1.21860
Synthetic route
74037-50-6

3-ethoxy-2-nitropyridine

15128-82-2

3-hydroxy-2-nitropyridine

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydroxide In tetrahydrofuran; water at 90℃; for 12h;69%
109-00-2

3-HYDROXYPYRIDINE

15128-82-2

3-hydroxy-2-nitropyridine

Conditions
ConditionsYield
With aluminium trinitrate In acetonitrile at 50℃; regioselective reaction;60%
With sulfuric acid; nitric acid at 20 - 30℃;
With sulfuric acid; nitric acid at 35 - 50℃;

3-hydroxypyridine nitrate

15128-82-2

3-hydroxy-2-nitropyridine

Conditions
ConditionsYield
With sulfuric acid at 50℃;
With sulfuric acid at 50℃;
109-00-2

3-HYDROXYPYRIDINE

nitric acid (D:1.52)

nitric acid (D:1.52)

sulfuric acid (D:1.84)

sulfuric acid (D:1.84)

15128-82-2

3-hydroxy-2-nitropyridine

15128-82-2

3-hydroxy-2-nitropyridine

756520-66-8

1-(2,6-dichloro-3-fluorophenyl)ethanol

756521-08-1

(±)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-2-nitropyridine

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 4h; Inert atmosphere;100%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 4h;98%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 4h;98%
15128-82-2

3-hydroxy-2-nitropyridine

75-03-6

ethyl iodide

74037-50-6

3-ethoxy-2-nitropyridine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 16h;100%
15128-82-2

3-hydroxy-2-nitropyridine

105-36-2

ethyl bromoacetate

C9H10N2O5

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-nitropyridine With potassium hydroxide In ethanol for 1h;
Stage #2: ethyl bromoacetate In N,N-dimethyl-formamide
100%
15128-82-2

3-hydroxy-2-nitropyridine

535-11-5, 41978-69-2

Ethyl 2-bromopropionate

C10H12N2O5

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-nitropyridine With potassium hydroxide In ethanol for 1h;
Stage #2: Ethyl 2-bromopropionate In N,N-dimethyl-formamide
100%
15128-82-2

3-hydroxy-2-nitropyridine

533-68-6

2-bromobutyric acid ethyl ester

C11H14N2O5

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-nitropyridine With potassium hydroxide In ethanol for 1h;
Stage #2: 2-bromobutyric acid ethyl ester In N,N-dimethyl-formamide
100%
615-83-8

2-bromo-pentanoic acid ethyl ester

15128-82-2

3-hydroxy-2-nitropyridine

C12H16N2O5

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-nitropyridine With potassium hydroxide In ethanol for 1h;
Stage #2: 2-bromo-pentanoic acid ethyl ester In N,N-dimethyl-formamide
100%
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    Product Name: 3-Hydroxy-2-nitropyridine CAS: 15128-82-2 MF: C5H4N2O3 MW: 140.1 EINECS: 239-191-2 Mol File: 15128-82-2.mol 3-Hydroxy-2-nitropyridine Structure 3-Hydroxy-2-nitropyridine Chemical Properties Melting point 69-71 &d

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Specification

The 3-Hydroxy-2-nitropyridine, with the CAS registry number 15128-82-2 and EINECS registry number 239-191-2, has the systematic name of 2-nitropyridin-3-ol. It is a kind of yellow crystalline powder, and belongs to the following product categories: Nitro; Blocks; Nitro Compounds; Heterocycles; Pyridines, Pyrimidines, Purines and Pteredines; Pyridines derivates; Chiral chemicals. And the molecular formula of this chemical is C5H4N2O3.

The physical properties of 3-Hydroxy-2-nitropyridine are as followings: (1)ACD/LogP: 0.93; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.16; (4)ACD/LogD (pH 7.4): -1.82; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 6.14; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 67.94 Å2; (13)Index of Refraction: 1.623; (14)Molar Refractivity: 32.77 cm3; (15)Molar Volume: 92.9 cm3; (16)Polarizability: 12.99×10-24cm3; (17)Surface Tension: 73.3 dyne/cm; (18)Density: 1.507 g/cm3; (19)Flash Point: 185.6 °C; (20)Enthalpy of Vaporization: 65.65 kJ/mol; (21)Boiling Point: 383.2 °C at 760 mmHg; (22)Vapour Pressure: 2.02E-06 mmHg at 25°C.

Uses of 3-Hydroxy-2-nitropyridine: It can react with sulfuric acid dimethyl ester to produce 3-methoxy-2-nitro-pyridine. This reaction will need reagent K2CO3, and the solvent acetone. The reaction time is 2 hours with heating, and the yield is about 61%.

3-Hydroxy-2-nitropyridine can react with sulfuric acid dimethyl ester to produce 3-methoxy-2-nitro-pyridine

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: c1cc(c(nc1)[N+](=O)[O-])O
(2)InChI: InChI=1/C5H4N2O3/c8-4-2-1-3-6-5(4)7(9)10/h1-3,8H
(3)InChIKey: QBPDSKPWYWIHGA-UHFFFAOYAW

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04089,