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| | 4-Bromo-2,2''-bipyridine Basic information | | Uses |
| Product Name: | 4-Bromo-2,2''-bipyridine | | Synonyms: | 4-Bromo-2,2''-bipyridine;4-BroMo-2,2'-bipyridine 97%;4-broMo-2-(pyridin-2-yl)pyridine;2,2'-Bipyridine,4-bromo-;4-Bromo-2,2'-bipyridyl;4-Bromo-2,2''-bipyridine ISO 9001：2015 REACH;2,2′-Bipyridine, 4-bromo- (8CI, 9CI, ACI);4-Bromo-2,2'-bipyridine | | CAS: | 14162-95-9 | | MF: | C10H7BrN2 | | MW: | 235.08 | | EINECS: | | | Product Categories: | pharmacetical | | Mol File: | 14162-95-9.mol |  |
| | 4-Bromo-2,2''-bipyridine Chemical Properties |
| Melting point | 52 °C | | Boiling point | 325.2±27.0 °C(Predicted) | | density | 1.493 | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 3.70±0.22(Predicted) | | form | powder to crystal | | color | White to Almost white | | InChI | InChI=1S/C10H7BrN2/c11-8-4-6-13-10(7-8)9-3-1-2-5-12-9/h1-7H | | InChIKey | SCOXFIBXWCCICG-UHFFFAOYSA-N | | SMILES | C1(C2=NC=CC=C2)=NC=CC(Br)=C1 |
| RIDADR | UN2811 | | HazardClass | 6.1 | | HS Code | 2933399990 |
| | 4-Bromo-2,2''-bipyridine Usage And Synthesis |
| Uses | 4-bromo-2,2'-bipyridine is a useful research chemical. | | Uses | 4-Bromo-2,2'-bipyridine can be used as electro-active compounds in flow batteries. | | Synthesis | Under nitrogen protection, 4-bromo-[2,2'-bipyridine] 1-oxide (786 mg, 3.13 mmol) was dissolved in dry chloroform (10 mL) and the solution was cooled to 0 °C. Subsequently, phosphorus tribromide (PBr3, 1.0 mL, 10 mmol) was slowly added to the solution. The reaction mixture was heated to reflux for 5 hours. After completion of the reaction, the mixture was poured into ice water, the pH was adjusted to alkaline with 6N aqueous sodium hydroxide and extracted with chloroform (CHCl3). The organic layers were combined, dried with anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to give the white solid product 4-bromo-2,2'-bipyridine (728 mg, 3.09 mmol, 98.7% yield). The structure of the product was confirmed by 1H NMR, IR spectroscopy, melting point and ESI-MS.1H NMR (CDCl3): δ = 8.69 (d, J = 5.0 Hz, 1H), 8.63 (d, J = 1.8 Hz, 1H), 8.49 (d, J = 5.1 Hz, 1H), 8.39 (d, J = 8.0 Hz, 1H), 7.83 ( dt, J1 = 8.0 Hz, J2 = 1.6 Hz, 1H), 7.48 (dd, J1 = 5.1 Hz, J2 = 1.8 Hz, 1H), 7.34 (ddd, J1 = 7.5 Hz, J2 = 4.8 Hz, J3 = 1.6 Hz, 1H). ir (kbr): ν = 1565, 1545, 1452, 1386, 1280, 1066, 994, 833 1066, 994, 833, 787, 687 cm-1. Melting point: 51.5-53 °C. ESI-MS: m/z = 256.9, 258.9 [M + Na]+ (calculated values C10H7N2Br + Na = 256.9, 258.9). | | References | [1] Patent: US2012/247546, 2012, A1. Location in patent: Page/Page column 29
[2] Tetrahedron Letters, 2013, vol. 54, # 40, p. 5514 - 5517
[3] European Journal of Organic Chemistry, 2014, vol. 2014, # 28, p. 6295 - 6302
[4] Journal of the Chemical Society. Perkin Transactions 2, 1998, # 10, p. 2281 - 2288
[5] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1984, # 8, p. 1293 - 1302 |
| | 4-Bromo-2,2''-bipyridine Preparation Products And Raw materials |
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