Regioselective nitration of diphenyl compounds

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

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564423, 568931, 585422, C07C 49167, C07C 49173, C07C 49227

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active

050379941

ABSTRACT:
A regioselective nitration process for diphenyl compounds which can be carried out at about ambient temperature in which each ring of the diphenyl compound is selectively nitrated in the para position to form the corresponding di(4-nitrophenyl) compound. Such compounds as diphenyl carbonate, 2,2-diphenylpropane, 2,2-diphenylhexafluoropropane, diphenyl sulfide, diphenyl ketone, diphenyl sulfone, and the like can be converted to an isomeric mixture containing an enhanced amount of the corresponding di(4-nitrophenyl) compound, which mixture may be reduced or purified and reduced to the di(4-aminophenyl) analogues for use in the manufacture of polyamides, polyimides, and polyamide-imides.

REFERENCES:
patent: 2714614 (1955-08-01), Weinmayr
patent: 2719871 (1955-10-01), Hiatt
patent: 2823235 (1958-02-01), Graham et al.
patent: 3466330 (1969-09-01), Tanida et al.
patent: 3705201 (1972-12-01), Massie
patent: 4005102 (1977-01-01), Cook et al.
Mar., Advanced Organic Chemistry, McGraw-Hill Book Company: New York (1968) pp. 386-388.

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