2-BROMO-1-ISOPROPYL-4-NITROBENZENE

A solution of p-nitrocumene (X) (50 g, 0.300 mol, GC purity: 99.1 percent) and iron(III) chloride was heated to 40°C and bromine (59.92 g, 0.375 mol) was added dropwise over a period of 3 hours. The reaction mixture was poured into 120 ml of water, sodium hydrogensulphite (40percent strength in water, 20.81 g, 0.078 mol) was added dropwise and the mixture was extracted with 100 ml of chlorobenzene. After phase separation, the chlorobenzene phase was washed with 100 ml of 5percent strength aqueous HC1. Removal of the chlorobenzene under reduced pressure gave 2-bromo-l-isopropyl-4-nitrobenzene (74.05 g, 96.9 GC-percent by area, 98percent of theory) as a yellow oil. Bromine (0.32 mL) was added drop wise over 5 min to a reaction mixture containing 4-nitroisopropylbenzene (1.0 g, 6.06 mmol), silver sulfate (1.04 g, 3.33 mmol), and concentrated sulfuric acid (5.5 mL) in water (0.61 mL) at room temperature under constant stirring. The reaction mixture was stirred for 2 h, and poured on ether (200 mL). The ether layer was separated, washed with brine (2 X 50 mL), dried (Na1-Isopropyl-4-nitrobenzene (15 g) was added to sulfuric acid (26.7 g), 1, 3-dibromo-5, 5-dimethylimidazolidine-2, 4-dione (13.8 g) was added at 0°C, and the mixture was then stirred for three hours.

Molecular Weight:244.08
XLogP3:3.6
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:242.98949
Monoisotopic Mass:242.98949
Topological Polar Surface Area:45.8
Heavy Atom Count:13
Complexity:191
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes