Benzene → HCID 19747092, compound

Participants

Reaction Steps

To the stirred solution of 2.0 g (10.2 mmol) (1.52 mmol) of 4-methoxy-5-nitrosalicylaldehyde and 2.58 g (10.2 mmol) of iodine in 60 ml of carbon tetrachloride, 4.8 g (11.2) mmol) of [bistrifluoroacetoxyl) iodo]benzene was added slowly and then the reaction mixture was stirred for 15 hrs. at RT. To this reaction mixture, 60 ml of hexanes was added and then the formed solid was collected by filtration, washed with hexanes, dilute HCl, water, and dried to give 2.4 g of D. (Yield: 73%): 1H NMR (CDC13) δ12.48 (s, 1H), 9.81 (s, 1H), 8.35 (s, 1H), 4.07 (s, 3H); MS (70 eV) m/e (% relative intensity) M+2 =325 (1.78), M+1 =324 (11) M=323 (100), 293 (41), 276 (51), 262 (11), 120 (8.5), 119 (8.6), 108 (38), 107 (22), 92 (23), 80 (10) 79 (18), 77 (18), 64 (12), 63 (10), 62 (10), 61 (10), 51 (14), 49 (23); IR (nujol) 1660, 1608, 1557, 1512, 1467, 1376, 1312, 1080, 970, 725 cm-1

Provenance & Evidence