| Identification | More | [Name]
2-Hydroxy-5-nitropyridine | [CAS]
5418-51-9 | [Synonyms]
2-HYDROXY-5-NITROPYRIDINE
5-NITRO-2-PYRIDINOL
5-(NITRO)PYRIDIN-2-OL
TIMTEC-BB SBB004167
2(1H)-Pyridinone, 5-nitro-
2-Pyridinol, 5-nitro-
5-Nirto-2-pyridinol
5-Nitro-2(1H)-pyridone
5-Nitro-2-hydroxypyridine
5-Nitro-2-pyridinone
5-Nitro-2-pyridol
5-Nitro-2-pyridone
2-Hydroxy-5-nitropyridine, 98+%
2-Hydroxy-5-nitropyridine, 99+%
2-Hydoxy-5-nitropyridine
2(1H)-Pyridinone,5-nitro-(9CI)
5-nitropyridin-2(1H)-one
5-Nitro-1H-pyridin-2-one
5-Nitro-1,2-dihydropyridine-2-one | [EINECS(EC#)]
226-525-7 | [Molecular Formula]
C5H4N2O3 | [MDL Number]
MFCD00006276 | [Molecular Weight]
140.1 | [MOL File]
5418-51-9.mol |
| Chemical Properties | Back Directory | [Appearance]
light yellow to beige crystalline powder | [Melting point ]
188-191 °C (lit.) | [Boiling point ]
256.56°C (rough estimate) | [density ]
1.5657 (rough estimate) | [refractive index ]
1.4800 (estimate) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Very Slightly) | [form ]
Crystalline Powder | [pka]
8.06±0.10(Predicted) | [color ]
Light yellow to beige | [Water Solubility ]
Soluble in hot water and alkali liquor, Insoluble in most of organic solvents. | [Detection Methods]
HPLC,NMR | [BRN ]
120352 | [InChI]
InChI=1S/C5H4N2O3/c8-5-2-1-4(3-6-5)7(9)10/h1-3H,(H,6,8) | [InChIKey]
XKWSQIMYNVLGBO-UHFFFAOYSA-N | [SMILES]
C1(=O)NC=C([N+]([O-])=O)C=C1 | [CAS DataBase Reference]
5418-51-9(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Hydroxy-5-nitropyridine(5418-51-9) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
light yellow to beige crystalline powder | [Uses]
A comparison of catalysts promotes imidazolide couplings including the identification of 2-hydroxy-5-nitropyridine as a new, safe, and effective catalyst. | [Synthesis]
General procedure for the synthesis of 2-hydroxy-5-nitropyridine from 2-amino-5-nitropyridine: 2-amino-5-nitropyridine (13.9 g, 0.1 mol) was dissolved in 55.6 g of 15% dilute hydrochloric acid, and 44.85 g of 20% aqueous sodium nitrite (NaNO2) was added slowly dropwise. After the dropwise addition, the reaction was continued for 6 hours. The reaction temperature was maintained at 40°C for 40 minutes. After completion of the reaction, the reaction mixture was concentrated under reduced pressure and a light yellow solid was precipitated after cooling. The solid was washed with ice water and dried to obtain 2-hydroxy-5-nitropyridine (12.61 g), which was analyzed by high performance liquid chromatography (HPLC) with a purity of 97.69% and a yield of 88.02%. | [References]
[1] Patent: CN105523995, 2016, A. Location in patent: Paragraph 0026; 0047; 0048
[2] Chemistry of Heterocyclic Compounds, 2002, vol. 38, # 7, p. 805 - 809
[3] Bulletin of the Chemical Society of Japan, 1987, vol. 60, # 10, p. 3597 - 3602
[4] Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1914, vol. 46, p. 1240
[5] Chem. Zentralbl., 1915, vol. 86, # I, p. 1066 |
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