| Identification | Back Directory | [Name]
2-Bromo-6-hydroxypyridine | [CAS]
27992-32-1 | [Synonyms]
6-Bromo-2-pyridone
6-BROMOPYRIDIN-2-OL
2-Bromo-6-pyridinol
6-Bromo-2-pyridinol
6-Bromopyridine-2-ol
6-Bromopyridin-2(1H)-one
6-bromo-1H-pyridin-2-one
6-Bromo-2(1H)-pyridinone
6-Hydroxy-2-bromopyridine
2-BROMO-6-HYDROXYPYRIDINE
6-Bromo-2-hydroxypyridine
6-BROMOPYRIDINE-2-OL, 98+%
2(1H)-Pyridinone, 6-bromo-
6-Bromo-2-hydroxypyridine >
6-bromo-1,2-dihydropyridin-2-one
6-Bromopyridin-2(1H)-One(WX637131)
2-Bromo-6-hydroxypyridine ISO 9001：2015 REACH | [EINECS(EC#)]
807-967-5 | [Molecular Formula]
C5H4BrNO | [MDL Number]
MFCD00234043 | [MOL File]
27992-32-1.mol | [Molecular Weight]
174 |
| Chemical Properties | Back Directory | [Melting point ]
121.0 to 125.0 °C | [Boiling point ]
336.6±42.0 °C(Predicted) | [density ]
1.776±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
7.33±0.10(Predicted) | [color ]
White to Light yellow to Purple | [InChI]
InChI=1S/C5H4BrNO/c6-4-2-1-3-5(8)7-4/h1-3H,(H,7,8) | [InChIKey]
VOMMPWVMVDGZEM-UHFFFAOYSA-N | [SMILES]
C1(=O)NC(Br)=CC=C1 | [CAS DataBase Reference]
27992-32-1 |
| Hazard Information | Back Directory | [Synthesis Reference(s)]
Synthesis, p. 707, 1974 DOI: 10.1055/s-1974-23407 | [Synthesis]
General procedure for the synthesis of 2-bromo-6-hydroxypyridine from 2,6-dibromopyridine: 2,6-dibromopyridine (4 g, 17 mmol), potassium tert-butoxide (20 g, 0.27 mol), and redistilled tert-butanol (100 mL) were mixed and reacted at reflux overnight. After completion of the reaction, the mixture was cooled and the solvent was removed under vacuum. Subsequently, the ice-water mixture was carefully added and the aqueous layer was extracted with chloroform (100 mL x 2) to remove unreacted starting material. Next, the aqueous layer was acidified with 3N hydrochloric acid and again extracted with chloroform (100 mL x 2). The organic phases were combined, washed with brine, dried over anhydrous sodium sulfate and concentrated to give pure 2-bromo-6-hydroxypyridine (2.5 g, 85% yield) as a white solid. | [References]
[1] Patent: US2009/318455, 2009, A1. Location in patent: Page/Page column 82
[2] Synlett, 2015, vol. 26, # 11, p. 1557 - 1562
[3] Patent: WO2014/57103, 2014, A1. Location in patent: Page/Page column 174
[4] Tetrahedron, 1996, vol. 52, # 35, p. 11385 - 11404
[5] Tetrahedron, 1996, vol. 52, # 35, p. 11385 - 11404 |
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