1-[(4-BROMOPHENYL)SULFANYL]-4-NITROBENZENE Chemical Properties

Melting point:

92-94 °C

Boiling point:

452.2±30.0 °C(Predicted)

Density 

1.63±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

1-[(4-BROMOPHENYL)SULFANYL]-4-NITROBENZENE Usage And Synthesis

Synthesis

General steps: 1. For the solid disulfide (1,2-bis(4-bromophenyl)disulfide) a. To a 10 mL Schlenk tube fitted with a magnetic stirrer, sequentially add 4-nitroaniline (0.2 mmol) and 1,2-bis(4-bromophenyl)disulfide (0.2 mmol). b. Evacuate the reaction tube and backfill with dry nitrogen, repeat this procedure three times to ensure an oxygen-free environment. c. Using a syringe, add acetonitrile (1 mL) followed by L-ascorbic acid (0.5 eq., 20 mg) dissolved in 0.1 mL of DMSO. 2. for liquid disulfide: a. 4-nitroaniline (0.2 mmol) was added to a 10 mL Schlenk tube equipped with a magnetic stirrer. b. Evacuate the reaction tube and backfill with dry nitrogen, repeating this procedure three times to ensure an oxygen-free environment. c. Using a syringe, add acetonitrile (1 mL) followed by disulfide (0.2 mmol or 0.4 mmol) and L-ascorbic acid (0.5 equiv., 20 mg) dissolved in 0.1 mL of DMSO. 3. 3. The reaction mixture was stirred vigorously for 1 min before t-BuONO (0.3 mmol, 36 μL) was added via syringe. 4. The resulting mixture was stirred at 20 °C for 4 hours. 5. After completion of the reaction, the solvent was removed under reduced pressure. 6. The crude product was purified by column chromatography to afford the target product (4-bromophenyl)(4-nitrophenyl) sulfide.

References

[1] Synlett, 2015, vol. 26, # 13, p. 1841 - 1846