ChemicalBook--->CAS DataBase List--->27992-32-1

27992-32-1

27992-32-1 Structure

27992-32-1 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[HS Code ]

2933399990
Hazard InformationBack Directory
[Synthesis Reference(s)]

Synthesis, p. 707, 1974 DOI: 10.1055/s-1974-23407
[Synthesis]

2,6-Dibromopyridine

626-05-1

2-Bromo-6-hydroxypyridine

27992-32-1

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
Spectrum DetailBack Directory
[Spectrum Detail]

2-Bromo-6-hydroxypyridine(27992-32-1)1HNMR
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