| Identification | Back Directory | [Name]
2,8-Dibromoquinoline | [CAS]
871507-79-8 | [Synonyms]
2,8-Dibromoquinoline
Quinoline, 2,8-dibroMo- | [Molecular Formula]
C9H5Br2N | [MDL Number]
MFCD09788633 | [MOL File]
871507-79-8.mol | [Molecular Weight]
286.95 |
| Chemical Properties | Back Directory | [Melting point ]
118-119 °C | [Boiling point ]
349.4±22.0 °C(Predicted) | [density ]
1.923±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [pka]
-2.16±0.50(Predicted) |
| Hazard Information | Back Directory | [Synthesis]
Step 2C: Preparation of 2,8-dibromoquinoline: 8-bromo-1H-2-quinolinone (5 g, 22 mmol) was mixed with phosphorus tribromide (13 g, 45 mmol), heated to 140 °C and reacted for 3 hours. After completion of the reaction, the mixture was slowly poured into a pre-prepared ice-water mixture (100 g ice with 100 mL water). After continuous stirring for 1 h, the precipitated solid was collected by filtration to afford the target product 2,8-dibromoquinoline (5.1 g, 80% yield). The product was confirmed by mass spectrometry analysis (APCI+ mode), detecting m/z 286, 288, and 290 (corresponding to [M+1]+ peaks for different combinations of bromine isotopes). | [References]
[1] Tetrahedron Letters, 2005, vol. 46, # 48, p. 8419 - 8422
[2] Journal of Medicinal Chemistry, 2009, vol. 52, # 3, p. 868 - 877
[3] Patent: WO2008/124323, 2008, A1. Location in patent: Page/Page column 29
[4] Patent: WO2008/121687, 2008, A2. Location in patent: Page/Page column 28
[5] Organometallics, 2018, vol. 37, # 16, p. 2760 - 2768 |
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