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15862-33-6

15862-33-6 Structure

15862-33-6 Structure
IdentificationBack Directory
[Name]

3-Bromo-2-hydroxy-5-nitropyridine
[CAS]

15862-33-6
[Synonyms]

3-Bromo-5-nitro-2-pyridone
3-BROMO-5-NITRO-2-PYRIDINOL
3-Bromo-5-nitropyridin-2-ol
Pyridin-2-ol, 3-bromo-5-nitro-
3-BROMO-5-NITRO-2(1H)-PYRIDINONE
3-BROMO-2-HYDROXY-5-NITROPYRIDINE
3-BroMo-2-hydroxyY-5-nitropyridine
2(1H)-Pyridinone, 3-bromo-5-nitro-
3-bromo-5-nitro-(6CI)-2(1H)-Pyridone
3-bromo-5-nitro-(7CI,8CI)-2-Pyridinol
3-Bromo-2-hydroxy-5-nitropyridine >
3-Bromo-5-nitro-1,2-dihydropyridin-2-one
3-Bromo-2-hydroxy-5-nitropyridine ISO 9001:2015 REACH
[EINECS(EC#)]

640-197-6
[Molecular Formula]

C5H3BrN2O3
[MDL Number]

MFCD03840431
[MOL File]

15862-33-6.mol
[Molecular Weight]

218.99
Chemical PropertiesBack Directory
[Melting point ]

213-218℃
[Boiling point ]

300.9±42.0 °C(Predicted)
[density ]

1.98±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

Solid
[pka]

6.58±0.10(Predicted)
[color ]

White to Light yellow
[InChI]

InChI=1S/C5H3BrN2O3/c6-4-1-3(8(10)11)2-7-5(4)9/h1-2H,(H,7,9)
[InChIKey]

KWSOHRDMTWDAOI-UHFFFAOYSA-N
[SMILES]

C1(=O)NC=C([N+]([O-])=O)C=C1Br
Safety DataBack Directory
[Hazard Codes ]

Xi,Xn
[Risk Statements ]

22-37/38-41
[Safety Statements ]

26-39
[RIDADR ]

UN 2811 6.1 / PGIII
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT, KEEP COLD
[HS Code ]

2933399990
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Uses]

 3-Bromo-2-hydroxy-5-nitropyridine is used widely in fields such as medicine, agricultural chemicals and organic syntheses.
[Synthesis]

2-Hydroxy-5-nitropyridine

5418-51-9

3-Bromo-2-hydroxy-5-nitropyridine

15862-33-6

General procedure for the synthesis of 3-bromo-2-hydroxy-5-nitropyridine from 2-hydroxy-5-nitropyridine: Step 1: A mixture of 2-hydroxy-5-nitropyridine (50 g, 0.358 mol) and water (7 L) was heated to 40 °C, followed by the slow dropwise addition of bromine (21 mL, 0.393 mol) over 20 min. The reaction mixture was cooled to 10 °C after continuous stirring at 40 °C for 2.5 hours. The crude product was separated by filtration and the solid was washed with water and dried under vacuum to give 70 g of 3-bromo-2-hydroxy-5-nitropyridine as a solid (90% yield). The product had a melting point of 212-214 °C (accompanied by decomposition); 1H NMR (CD3OD) δ 8.66 (d, J = 2.9 Hz, 1H), 8.64 (d, J = 2.9 Hz, 1H).

[References]

[1] Patent: WO2015/92011, 2015, A1. Location in patent: Page/Page column 31
[2] Patent: WO2009/21696, 2009, A1. Location in patent: Page/Page column 42
[3] Patent: US2006/79522, 2006, A1. Location in patent: Page/Page column 8; 12-13
[4] Patent: US2006/79523, 2006, A1. Location in patent: Page/Page column 9; 13
[5] Patent: US2006/79524, 2006, A1. Location in patent: Page/Page column 9; 13
Spectrum DetailBack Directory
[Spectrum Detail]

3-Bromo-2-hydroxy-5-nitropyridine(15862-33-6)1HNMR
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