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CAS No.: | 15128-82-2 |
---|---|
Name: | 3-Hydroxy-2-nitropyridine |
Article Data: | 11 |
Molecular Structure: | |
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: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26-37/39-36 |
PSA: | 78.94000 |
LogP: | 1.21860 |
3-ethoxy-2-nitropyridine
3-hydroxy-2-nitropyridine
Conditions | Yield |
---|---|
With tetra(n-butyl)ammonium hydroxide In tetrahydrofuran; water at 90℃; for 12h; | 69% |
3-HYDROXYPYRIDINE
3-hydroxy-2-nitropyridine
Conditions | Yield |
---|---|
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-hydroxy-2-nitropyridine
Conditions | Yield |
---|---|
With sulfuric acid at 50℃; | |
With sulfuric acid at 50℃; |
3-HYDROXYPYRIDINE
3-hydroxy-2-nitropyridine
3-hydroxy-2-nitropyridine
1-(2,6-dichloro-3-fluorophenyl)ethanol
(±)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-2-nitropyridine
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 16h; | 100% |
Conditions | Yield |
---|---|
Stage #1: 3-hydroxy-2-nitropyridine With potassium hydroxide In ethanol for 1h; Stage #2: ethyl bromoacetate In N,N-dimethyl-formamide | 100% |
Conditions | Yield |
---|---|
Stage #1: 3-hydroxy-2-nitropyridine With potassium hydroxide In ethanol for 1h; Stage #2: Ethyl 2-bromopropionate In N,N-dimethyl-formamide | 100% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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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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%.
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, |