| Identification | More | [Name]
3-HYDROXY-6-METHYL-2-NITROPYRIDINE | [CAS]
15128-90-2 | [Synonyms]
3-HYDROXY-6-METHYL-2-NITROPYRIDINE
5-HYDROXY-2-METHYL-6-NITROPYRIDINE
6-METHYL-2-NITRO-3-HYDROXYPYRIDINE
6-METHYL-2-NITRO-3-PYRIDINOL
3-Pyridinol, 6-methyl-2-nitro-
6-methyl-2-nitropyridin-3-ol
5-hydroxy-6-nitro-2-picoline
3-HYDROXY-6-METHYL-2-NITROPYRIDINE 99%
3-HYDROXY-2-NITRO-6-PICOLINE (3-HYDROXY-6-METHYL-2-NITROPYRIDINE) | [EINECS(EC#)]
239-192-8 | [Molecular Formula]
C6H6N2O3 | [MDL Number]
MFCD00006259 | [Molecular Weight]
154.12 | [MOL File]
15128-90-2.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow fine crystalline powder | [Melting point ]
106-107 °C (lit.) | [Boiling point ]
277.46°C (rough estimate) | [density ]
1.4564 (rough estimate) | [refractive index ]
1.5100 (estimate) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
powder to crystal | [pka]
1.01±0.22(Predicted) | [color ]
Light orange to Yellow to Green | [BRN ]
974751 | [InChI]
InChI=1S/C6H6N2O3/c1-4-2-3-5(9)6(7-4)8(10)11/h2-3,9H,1H3 | [InChIKey]
WZMGQHIBXUAYGS-UHFFFAOYSA-N | [SMILES]
C1([N+]([O-])=O)=NC(C)=CC=C1O | [CAS DataBase Reference]
15128-90-2(CAS DataBase Reference) |
| 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
| [HS Code ]
2933399990 |
| Hazard Information | Back Directory | [Chemical Properties]
yellow fine crystalline powder | [Uses]
3-Hydroxy-6-methyl-2-nitropyridine was used in the synthesis of 3-methoxy-6-methyl-2-nitropyridine. | [Uses]
3-Hydroxy-6-methyl-2-nitropyridine was used in the synthesis of 3-methoxy-6-methyl-2-nitropyridine.Molecular structure and corresponding vibrational assignments of 3-hydroxy-6-methyl-2-nitropyridine have been investigated using density functional theory (DFT). | [General Description]
Molecular structure and corresponding vibrational assignments of 3-hydroxy-6-methyl-2-nitropyridine have been investigated using density functional theory (DFT). | [Synthesis]
General procedure for the synthesis of 3-hydroxy-6-methyl-2-nitropyridine from 3-hydroxy-6-methylpyridine: 3-hydroxy-6-methylpyridine (23.6 g, 216 mmol) was dissolved in concentrated sulfuric acid (50 mL) and cooled to 0 °C. Fuming nitric acid (50 mL) was added slowly over a period of 1 hour. The reaction mixture was stirred at room temperature for 1 hour and then poured into ice (400 g) and the precipitate was collected by filtration. The resulting solid was dissolved in ethyl acetate and the organic layer was washed with brine (100 mL). The organic phase was dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to give 12.1 g of the title compound (36.3% yield). The melting point of the product was 102-105 °C. 1H NMR (DMSO-d6, 300 MHz) δ: 2.44 (s, 3H), 7.52 (d, J = 8.5 Hz, 1H), 7.58 (d, J = 8.5 Hz, 1H). Mass spectrum (ESI-Q1MS) m/e 153 (M-H)+. Elemental analysis calculated values (C6H6N3O3): C, 46.76; H, 3.92; N, 18.18. Measured values: C, 46.65; H, 3.98; N, 18.10. | [References]
[1] Heterocycles, 1994, vol. 38, # 3, p. 529 - 540
[2] Journal of Medicinal Chemistry, 1987, vol. 30, # 11, p. 2031 - 2046
[3] Patent: US6133253, 2000, A
[4] Patent: US5155116, 1992, A
[5] Patent: US5084456, 1992, A |
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