| Identification | Back Directory | [Name]
5-Bromo-6-methyl-2-pyridinecarbonitrile | [CAS]
1173897-86-3 | [Synonyms]
5-broMo-6-Methylpicolinonitrile
5-Bromo-2-Cyano-6-Methylpyridine
5-Bromo-6-methyl-2-pyridinecarbonitrile
5-BroMo-6-Methyl-pyridine-2-carbonitrile
2-Pyridinecarbonitrile, 5-bromo-6-methyl- | [Molecular Formula]
C7H5BrN2 | [MDL Number]
MFCD13181587 | [MOL File]
1173897-86-3.mol | [Molecular Weight]
197.03 |
| Chemical Properties | Back Directory | [Boiling point ]
273℃ | [density ]
1.61 | [Fp ]
119℃ | [storage temp. ]
Inert atmosphere,Room Temperature | [pka]
-1.95±0.10(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C7H5BrN2/c1-5-7(8)3-2-6(4-9)10-5/h2-3H,1H3 | [InChIKey]
NFJCCSONEBUNGR-UHFFFAOYSA-N | [SMILES]
C1(C#N)=NC(C)=C(Br)C=C1 |
| Hazard Information | Back Directory | [Synthesis]
3-Bromo-6-fluoro-2-methylpyridine (4 g, 21 mmol) and sodium cyanide (4 g, 82 mmol) were reacted in dimethyl sulfoxide (DMSO, 100 mL). The reaction mixture was stirred at 100°C for 2 hours. After completion of the reaction, the mixture was poured into water (100 mL) and extracted with ethyl acetate (2 x 100 mL). The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure. Purification by fast column chromatography (silica gel, 10 g, with a petroleum ether solution of 10% ethyl acetate as eluent) afforded 5-bromo-6-methyl-2-cyanopyridine (0.6 g, 15% yield) as a white solid; mass spectra (MS): m/e = 197.0 [M + H]+. | [References]
[1] Patent: US2012/316147, 2012, A1. Location in patent: Page/Page column 92-93
[2] Patent: WO2012/168350, 2012, A1. Location in patent: Page/Page column 188
[3] Patent: WO2014/86806, 2014, A1. Location in patent: Page/Page column 49 |
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