2,4′-Dichloro-4-nitrodiphenyl ether

C. To a solution of 4-chlorophenol (11.4 g, 0.09 mol) in dimethylsulfoxide was added portionwise sodium hydride (3.5 g of a 60percent oil suspension). When gas evolution was complete the solution was treated with 3, 4-dichloronitrobenzene (15.3 g) and heated at 85° C. for 24 hours. The reaction mixture was cooled to room temperature and partitioned between ether and water. The organic phase was washed with aqueous sodium hydroxide (0.5N), hydrochloric acid (1N), dried over magnesium sulfate and concentrated to a solid. The solid was washed with ethanol to give 18.5 g of The following compounds were obtained in the same manner: 4-chloro-2-nitrodiphenyl ether, (m.p. 36°-37° C.) from 2, 5-dichloronitrobenzene and sodium phenolate; 2-chloro-4'-nitrodiphenyl ether from p-chloronitrobenzene and sodium o-chlorophenolate; 4, 4'-dichloro-2-nitrodiphenyl ether (m.p.: 79° C.) from 2, 5-dichloronitrobenzene and sodium p-chlorophenolate;

Molecular Weight:284.09
XLogP3:4.6
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:282.9802985
Monoisotopic Mass:282.9802985
Topological Polar Surface Area:55
Heavy Atom Count:18
Complexity:290
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes