|
|
| | 3,5-DIBROMO-4-CHLOROPYRIDINE Basic information |
| Product Name: | 3,5-DIBROMO-4-CHLOROPYRIDINE | | Synonyms: | 3,5-DIBROMO-4-CHLOROPYRIDINE;4-Chloro-3,5-dibroMopyridine;3,5-Dibromo-4-chL;Pyridine, 3,5-dibromo-4-chloro-;3,5-DIBROMO-4-CHLOROPYRIDINE ISO 9001：2015 REACH | | CAS: | 13626-17-0 | | MF: | C5H2Br2ClN | | MW: | 271.34 | | EINECS: | | | Product Categories: | | | Mol File: | 13626-17-0.mol |  |
| | 3,5-DIBROMO-4-CHLOROPYRIDINE Chemical Properties |
| Melting point | 98 °C | | Boiling point | 256.4±35.0 °C(Predicted) | | density | 2.136±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | form | solid | | pka | 0.30±0.10(Predicted) | | Appearance | Off-white to light yellow Solid | | InChI | 1S/C5H2Br2ClN/c6-3-1-9-2-4(7)5(3)8/h1-2H | | InChIKey | XNXHPEUZNXWWCH-UHFFFAOYSA-N | | SMILES | Clc1c(Br)cncc1Br | | CAS DataBase Reference | 13626-17-0 |
| Hazard Codes | T | | Risk Statements | 25 | | Safety Statements | 45 | | RIDADR | UN 2811 6.1 / PGIII | | WGK Germany | 3 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral |
| | 3,5-DIBROMO-4-CHLOROPYRIDINE Usage And Synthesis |
| Synthesis | General procedure for the synthesis of 3,5-dibromo-4-chloropyridine from 3,5-dibromopyridin-4(1H)-one: to 3,5-dibromopyridin-4(1H)-one (0.25 g, 1.0 mmol) was added phosphorous trichloride (POCl3, 2 mL), and the reaction mixture was heated and refluxed for 2 hours at 100 °C. Upon completion of the reaction, the mixture was slowly poured into an ice-water mixture (25 g) and the pH was adjusted to alkaline with saturated sodium bicarbonate solution. Subsequently, the aqueous phase was extracted with dichloromethane (CH2Cl2, 2 x 20 mL), the organic phases were combined and washed with brine (25 mL). The organic layer was dried over anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure to afford 3,5-dibromo-4-chloropyridine as a white solid (275 mg, 100% yield). The melting point of the product was 101-103 °C; mass spectrometry analysis showed m/z 272 (100%, [M+H]+). | | References | [1] Patent: WO2010/41054, 2010, A1. Location in patent: Page/Page column 39
[2] Tetrahedron, 2010, vol. 66, # 13, p. 2398 - 2403
[3] Journal of Organic Chemistry, 2000, vol. 65, # 10, p. 3154 - 3159
[4] Patent: US2003/17942, 2003, A1
[5] Journal of the American Chemical Society, 2012, vol. 134, # 22, p. 9390 - 9399 |
| | 3,5-DIBROMO-4-CHLOROPYRIDINE Preparation Products And Raw materials |
|