1,8-Dibromopyrene

58 g (0.287 mol) of pyrene are initially introduced in 1750 ml of chloroform. A solution of 31 ml (0.609 mol) of BrThe solution of 10 ml(31.19 g, 0.195 mol) of bromine in 500 ml of anhydrous CCl4 was addeddropwise to the solution of 20.2 g (0.1 mol) pyrene in 500 ml of anhydrousCCl4 for 6 h at 20–25 °C. Once the addition of bromine was completed, the mixture was kept at the same temperature for 48 h. The precipitate of1, 6-dibromopyrene was filtered off, washed with hexane and methanoland dried in vacuo over P2O5, yield 9.02 g (25percent). The filtrate wasconcentrated, the solid residue was recrystallized from toluene–hexanegiving 1, 8-dibromopyrene, yield 17.9 g (50percent).For 1, 8-dibromopyrene: 1H NMR, δ: 7.97 (s, 2 H), 7.98 (d, 2H, J 8.5 Hz), 8.22 (d, 2H, J 8.2 Hz), 8.46 (s, 2H). IR (ν/cm–1): 3102, 3038, 1936, 1882, 1597, 1582 (C=C), 1481, 1455, 1427, 1416, 1310, 1295, 1234, 1202, 1163, 1146, 1118, 1026, 976, 845, 836, 819, 784, 777, 768, 704.MS, m/z: 360 [M]+.For 1, 6-dibromopyrene: 1H NMR, δ: 8.18 (d, 2H, J 8.2 Hz), 8.10 (d, 2H, J 9.2 Hz), 8.26 (d, 2H, J 8.2 Hz), 8.44 (d, 2H, J 9.2 Hz). IR (ν/cm–1):3038, 1600, 1581 (C=C), 1482, 1453, 1427, 1417, 1287, 1234, 1202, 1162, 1091, 1052, 1025, 979, 881, 852, 836, 818, 703. MS, m/z: 360 [M]+.Bromine (10.0 mL, 195 mmol) in CHCl3(500 mL) was dropped into a solution of pyrene (20.0 g, 98.9 mmol) inCHCl3 (500 mL) over 5 h while stirring. The precipitate was collectedafter 12 h and recrystallized from xylene to give compound 5 (5.01 g, 14percent) and compound 6 (2.17 g, 6percent). Compound 5: 1H NMR (300 MHz, CDCl3): δ = 8.46 (d, 2H), 8.26 (d, 2H), 8.11 (d, 2H), 8.05 (d, 2H);EI + -Mass: 360. Compound 6: 1H NMR (300 MHz, CDCl3): δ= 8.56 (s, 2H), 8.27 (d, 2H), 8.05 (m, 4H); EI + -Mass: 360.First, pyrene (10 g, 0.0049 mol) is dissolved into CCl

Molecular Weight:360.04
XLogP3:6.4
Exact Mass:359.89723
Monoisotopic Mass:357.89928
Heavy Atom Count:18
Complexity:297
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes