| Identification | More | [Name]
5-BROMO-2-HYDROXY-3-PICOLINE | [CAS]
89488-30-2 | [Synonyms]
2-HYDROXY-5-BROMO-3-PICOLINE
5-BROMO-2-HYDROXY-3-METHYLPYRIDINE
5-BROMO-2-HYDROXY-3-PICOLINE
5-BROMO-3-METHYL-2-PYRIDINOL
5-BROMO-3-METHYL-2-PYRIDONE
5-BROMO-3-METHYL-PYRIDIN-2-OL
2-Hydorxy-5-Bromo-3-Picoline
5-BROMO-2-HYDROXY-3-PICOLINE (5-BROMO-2-HYDROXY-3-METHYLPYRIDINE)
2-Hydroxy-5-bromo-3-methylpyridine | [Molecular Formula]
C6H6BrNO | [MDL Number]
MFCD03427657 | [Molecular Weight]
188.02 | [MOL File]
89488-30-2.mol |
| Chemical Properties | Back Directory | [Appearance]
creamish to light brown crystalline powder | [Melting point ]
170-174 °C(lit.) | [Boiling point ]
295.1±40.0 °C(Predicted) | [density ]
1.5296 (rough estimate) | [refractive index ]
1.5500 (estimate) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
soluble in Methanol | [form ]
Solid | [pka]
10.55±0.10(Predicted) | [color ]
Off-white | [InChI]
1S/C6H6BrNO/c1-4-2-5(7)3-8-6(4)9/h2-3H,1H3,(H,8,9) | [InChIKey]
HXPMRPRBABWPKL-UHFFFAOYSA-N | [SMILES]
Cc1cc(Br)cnc1O | [CAS DataBase Reference]
89488-30-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R38:Irritating to the skin.
R41:Risk of serious damage to eyes.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [Hazard Note ]
Harmful | [HazardClass ]
IRRITANT | [HS Code ]
29337900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2 |
| Hazard Information | Back Directory | [Chemical Properties]
creamish to light brown crystalline powder | [Uses]
5-Bromo-3-methylpyridin-2(1H)-one is a biochemical reagent that can be used as a biological material or organic compound for life science related research. | [Synthesis]
The general procedure for the synthesis of 5-bromo-3-methylpyridin-2-one from 2-amino-3-methyl-5-bromopyridine is as follows:
Example 1.
1A. To a solution of 2.6 M H2SO4 (70 mL) of 2-amino-5-bromo-3-methylpyridine (5.0 g, 26.7 mmol) was added dropwise an aqueous solution (10 mL) of sodium 2-nitrite (5.0 g, 72.5 mmol) at 0 °C.
1B. The reaction mixture was slowly warmed to room temperature and stirring was continued for 1.5 hours.
1C. Upon completion of the reaction, the mixture was filtered and the resulting solid was washed with cold water.
1D. The washed solid was dissolved in dichloromethane (100 mL), dried by adding anhydrous magnesium sulfate, and the solvent was subsequently concentrated to give 5-bromo-3-methylpyridin-2-one (4.2 g, 84% yield).
MS (DCI/NH3) m/z: 188/190 (M+H)+. | [References]
[1] Patent: US2002/19388, 2002, A1
[2] Patent: EP1428824, 2004, A1. Location in patent: Page 49
[3] Patent: WO2008/67644, 2008, A1. Location in patent: Page/Page column 39 |
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