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

General procedure: For solid disulfide: A 10-mL Schlenk tube with a magnetic stirring bar was charged with aniline(0.2 mmol) and disulfide (0.2 mmol). The tube was evacuated and backfilled with dry nitrogen (this operation was repeated three times). Acetonitrile (1 mL) was added by syringe, followed by L-ascorbicacid (0.5 equiv., 20 mg) dissolved in 0.1 mL DMSO. For liquid disulfide: A 10-mL Schlenk tube with a magnetic stirring bar was charged with aniline(0.2 mmol). The tube was evacuated and backfilled with dry nitrogen (this operation was repeated three times). Acetonitrile (1 mL) was added by syringe, followed by disulfide (0.2 mmol or 0.4mmol) and L-ascorbic acid (0.5 equiv., 20 mg) dissolved in 0.1 mL DMSO.The mixture was stirred vigorously for 1 minute before t-BuONO (0.3 mmol, 36 μL) was added via syringe. After the resulting mixture was stirred at 20 °C for 4 hours, the solvent was removed under reduced pressure. Purification of the crude product was achieved by column chromatographyStep 1.

Molecular Weight:310.17
XLogP3:4.6
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:308.94591
Monoisotopic Mass:308.94591
Topological Polar Surface Area:71.1
Heavy Atom Count:17
Complexity:256
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes