| Identification | Back Directory | [Name]
2-Bromo-7-iodo-9H-fluoren | [CAS]
123348-27-6 | [Synonyms]
2-BROMO-7-IODO-9H-FL
2-BroMo-7-iodofluorene
2-bromo-7-iodo-fluoren
2-Bromo-7-iodo-9H-fluoren
2-BroMo-7-iodo-9H-fluorene
2-broMine-7-iodinefluorene
2-Bromo-7-iodofluorene >
9H-Fluorene, 2-broMo-7-iodo-
2-Bromo-7-iodo-9H-fluoren123348-27-6
2-Bromo-7-iodo-9H-fluorene, L B656 HHJ EI KE | [EINECS(EC#)]
696-006-1 | [Molecular Formula]
C13H8BrI | [MDL Number]
MFCD12024276 | [MOL File]
123348-27-6.mol | [Molecular Weight]
371.011 |
| Chemical Properties | Back Directory | [Melting point ]
178-180℃ | [Boiling point ]
426.5±38.0 °C(Predicted) | [density ]
1.988±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
soluble in Toluene | [form ]
powder to crystal | [color ]
White to Orange to Green | [InChI]
InChI=1S/C13H8BrI/c14-10-1-3-12-8(6-10)5-9-7-11(15)2-4-13(9)12/h1-4,6-7H,5H2 | [InChIKey]
GWUPMAMGLLLLHO-UHFFFAOYSA-N | [SMILES]
C1C2=C(C=CC(I)=C2)C2=C1C=C(Br)C=C2 |
| Hazard Information | Back Directory | [Uses]
2-Bromo-7-iodofluorene is mainly used as intermediate of Ledipasvir. Ledipasvir is a potent inhibitor of HCV NS5A, a viral phosphoprotein that plays an important role in viral replication, assembly, and secretion.? | [Synthesis]
Example 7 Synthesis of 2-bromo-7-iodofluorene: 2-bromofluorene (12.61 g, 50 mmol), acetic acid (125 mL), water (9 mL), concentrated sulfuric acid (4 mL), iodine (5.1 g, 20.1 mmol), and iodic acid (2.2 g, 12.5 mmol) were mixed and heated to react for 2 hr at 80-90 °C. After completion of the reaction, the mixture was cooled and filtered. The resulting solid was washed sequentially with acetic acid (100 mL) and water (500 mL) to afford the target product 2-bromo-7-iodofluorene 14.7 g in 79% yield and melting point 179-185 °C. The product was analyzed by mass spectrometry. The results of mass spectrometry analysis (m/z): 418 (M + diiodo), 370, 372 (M + iodobromo), 322, 324, 326 (M + dibromo). | [References]
[1] Journal of Fluorine Chemistry, 2015, vol. 178, p. 195 - 201
[2] Patent: US2013/324740, 2013, A1. Location in patent: Paragraph 0203; 0204
[3] Patent: US2013/324496, 2013, A1. Location in patent: Paragraph 0239-0240
[4] Chemical Communications, 2002, # 15, p. 1608 - 1609
[5] Patent: WO2011/105700, 2011, A1. Location in patent: Page/Page column 19; 20 |
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