O Nitrodiphenyl ether

Phenoxazines and phenothiazines 32 and 33 are also made by reductive cyclization of o-nitrodiphenyl ethers or o-nitrodiphenyl sulfides, respectively, with triethyl phosphite. 

Co-transport of Monovalent Ions as Free Ions. Frequently used polar solvents in supported liquid membranes are o-nitrophenyl octyl ether (NPOE, r=24), o-nitrodiphenyl ether ( PE, e=30) and 2-fluorodiphenyl ether (FNDPE, er=50). When the complex concentration in the membrane phase is low, the complex and anion are solvent separated and Equilibrium 14 is obtained. 

A yield of 84 per cent of u-nitrodiphenyl ether boiling at i83-i85°/8 mm. is obtained when o-nitrochloro benzene is used. For the preparation of j-nitro diphenyl ether, the method of Ullmann and Sponagel, using m-bromonitrobenzene, seems to be the best, since m-chloro nitrobenzene gives large amounts of tarry matter. 

Aromatic and aliphatic amino ethers have been synthesized by this method. An example of the formation of a cyano ether is the preparation of p-cyano benzyl methyl ether from the substituted benzyl bromide and sodium methoxide (84%). Also, certain aryloxyacetonitriles, AtOCHjCN, are made by the condensation of chloroacetonitrile with sodium phenoxides in a solution of methyl ethyl ketone containing a small amount of sodium iodide (70-80%). Aromatic nitro ethers, like o- and p-nitrodiphenyl ether, have been prepared by the Ullmann procedure (84%). The synthesis of alkyl p-nitrophenyl ethers has also been accomplished with good yields (55-92%). ... 

Copper powder is used as catalyst in the reaction of sodium with aniline to form the sodium derivative, CgHiNKNa. An active copper powder is preferred as catalyst for the synthesis of p-nitrodiphenyl ether" and o-methoxydiphenyl ether. The active catalyst is prepared by reducing copper siilfale in aqueous solution with zinc dust and leaching the precipitate with S% hydrochloric acid to remove excess... 

As this group contains also several acids, phenols and esters, it is to be expected that AMR is not a good descriptor of the compounds lipophilicity and/or steric bulk of the real functional groups, which may be different from groups Z . For example, the diphenylphosphate (Z = OPO(OH)-OCgH5) has the highest AMR (39.73) within the subset, but a much lower log P (1.3) than the p-nitrodiphenyl ether (Z = O-CgH -NOj) with a log P of 3.97. 

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