Benzene, 4-broMo-2-iodo-1-Methoxy-

General procedure: To a stirred solution of the substrate (1 mmol) in CHGeneral procedure: To a 25 mL round-bottom flask equipped with a magnetic stir bar was added ground iodine (127 mg, 0.5 mmol) and solvent (1.0 mL). Under agitation, this mixture was treated with hydrochloric acid (37percent aqueous, 12.5 L, 0.15 mmol), sodium nitrite (40percent aqueous, 6.7 L, 0.05 mmol), and the aromatic substrate (1.0 mmol). A balloon inflated with air was attached and the mixture was stirred at room temperature for 1-72 h, after which the reaction was quenched by the addition of saturated sodium thiosulfate (ca. 2 mL) and saturated sodium bicarbonate (ca. 2 mL). The mixture was partitioned between dichloromethane (ca. 15 mL) and deionized water (ca. 25 mL). The organic layer was collected, dried over sodium sulfate, and concentrated. The residue was purified by silica gel chromatography.4-BROMO-ANISOLE (4.417 g, 23.6 mmol) was dissolved in acetonitrile (200 mL) and placed under an argon atmosphere in the absence of light. Iodobenzene diacetate (9.18 g, 28.5 mmol) was added followed by iodine (3.6 g, 14.2 mmol). The mixture was stirred for 16 hours at ambient temperature. The mixture was then poured into 1M Na2S203 (200 mL) and stirred until the solution was colourless. The solution was then extracted with diethyl ether (3 x 100 mL). The combined organic extracts were then washed with brine, dried with NA2S04, filtered and evaporated to dryness. The crude product was filtered through a silica gel plug eluting with HEPTANE/ETHYL acetate (3: 1) (200 mL). The filtrate was concentrated and the residue was distilled using a ILUGELROHR apparatus collecting the compound at 75 °C, 0.01 mbar. Yield 4. 092G, 55percent.Iodomethane (103 μL, 1.65 mmol) was added to a solution of 4-bromo-2-iodophenol (450 mg, 1.51 mmol) and potassium carbonate (271 mg, 1.96 mmol) in acetone (10 mL).

Molecular Weight:312.93
XLogP3:3.2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:311.86467
Monoisotopic Mass:311.86467
Topological Polar Surface Area:9.2
Heavy Atom Count:10
Complexity:110
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes