| Identification | Back Directory | [Name]
5-BROMO-2-METHYL-PYRIMIDINE | [CAS]
7752-78-5 | [Synonyms]
5-BROMO-2-METHYL-PYRIMIDINE
5-Bromo-2-methyl-1,3-diazine
5-bromo-2-methyl-pyrimidi...
PyriMidine, 5-broMo-2-Methyl-
2-methyl-5-bromo-1,3-pyrimidine
5-BROMO-2-METHYL-PYRIMIDINE ISO 9001：2015 REACH | [EINECS(EC#)]
691-361-9 | [Molecular Formula]
C5H5BrN2 | [MDL Number]
MFCD07375143 | [MOL File]
7752-78-5.mol | [Molecular Weight]
173.011 |
| Chemical Properties | Back Directory | [Melting point ]
80.0 to 85.0 °C | [Boiling point ]
195.2±13.0 °C(Predicted) | [density ]
1.596±0.06 g/cm3(Predicted) | [storage temp. ]
Refrigerated. | [solubility ]
soluble in Methanol | [form ]
Solid | [pka]
0.46±0.22(Predicted) | [color ]
Light yellow to Brown | [λmax]
266nm(EtOH)(lit.) | [InChI]
InChI=1S/C5H5BrN2/c1-4-7-2-5(6)3-8-4/h2-3H,1H3 | [InChIKey]
NEDJTEXNSTUKHW-UHFFFAOYSA-N | [SMILES]
C1(C)=NC=C(Br)C=N1 |
| Hazard Information | Back Directory | [Uses]
5-BROMO-2-METHYL-PYRIMIDINE is a disubstituted pyrimidine derivative with strong insecticidal effects on house flies.
| [Synthesis]
General procedure for the synthesis of 5-bromo-2-methylpyrimidine from 2-methyl-5-bromopyrimidine-4-carboxylic acid: 5-bromo-2-methylpyrimidine-4-carboxylic acid (350 mg, 1.6 mmol) was dissolved in xylene (5 mL), and the reaction was carried out at reflux for 2 hours. After the reaction was completed, the reaction mixture was cooled to room temperature and directly sampled onto a silica gel column. Gradient elution with petroleum ether and petroleum ether solution containing 5% (v/v) ethyl acetate was carried out sequentially, and the target fraction was collected to give 5-bromo-2-methylpyrimidine (170 mg, 61% yield) as a white solid.LC-MS (m/z): 173 [M + H]+. 1H NMR (400 MHz, DMSO-d6) δ: 2.59 (s, 3H), 8.87 ( s, 2H). | [References]
[1] Patent: WO2011/130628, 2011, A1. Location in patent: Page/Page column 176
[2] Patent: US2013/102595, 2013, A1. Location in patent: Paragraph 0366
[3] Patent: JP2015/187145, 2015, A. Location in patent: Paragraph 0320
[4] Patent: WO2014/131855, 2014, A1. Location in patent: Page/Page column 56
[5] Collection of Czechoslovak Chemical Communications, 1949, vol. 14, p. 223,228 |
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