Abstract:
This invention relates to an improvement in a process for the manufacture of a nitroaromatic compound produced by the mixed sulfuric-nitric acid nitration method. The improvement resides in the refining of the aqueous acid mixture and comprises the following sequential steps: (a) contacting the mixed aqueous acid mixture, after nitration, with an oxidizing or a reducing agent under conditions effective for removing contaminant nitrous acid; (b) contacting the aqueous acid mixture in step (a) with feed aromatic compound to remove contaminant organics and residual nitric acid and then, if necessary, (c) contacting the remaining acid mixture with sufficient oxidizing agent under oxidizing conditions to remove residual organic components.
Abstract:
An improved process for the nitration of aromatic hydrocarbons is described. The aromatic hydrocarbon (benzene, toluene of particular interest) is reacted with gaseous nitrogen dioxide in the presence of a catalytic amount of sulfuric acid and in the absence of oxygen. The process is highly selective and avoids the formation of undesired by-products. The acid employed as catalyst can be recovered and recycled after removal of water of condensation liberated in the reaction.
Abstract:
Nitroderivates of aromatic compounds which are difficult to nitrate, can readily be obtained by nitration providing that the aromatic compound is treated with nitric acid or another nitrating agent in the presence of aliphatic or cycloaliphatic hydrocarbons monosubstituted or polysubstituted by halogen, the nitro group or an alkyl sulphonyl group, and the nitro derivative formed subsequently isolated.
Abstract:
A process for the nitration of halogenated aromatic compounds is improved by carrying out the nitration in the presence of a phosphorus compound in an amount sufficient to produce an ortho-directing effect. Phosphoric acid is particularly effective over a wide range of temperatures.
Abstract:
This invention relates to a process for the nitration of organic compounds, especially aromatic compounds, which comprises contacting said compound with a nitrating agent at conditions whereby a nitrated product is formed. The nitration agent and the compound are substantially separated by means of a polymeric membrane, said polymeric membrane preferably comprising sulfonic acid groups, pendant to the polymeric backbone. In a most preferred embodiment, the membrane is a perfluorosulfonic acid polymer. The use of this most preferred polymeric material as a membrane in the instant process allows the nitration of aromatic organic compounds to take place without the incorporation of strong sulfuric acid in the nitrating agent.
Abstract:
There is provided a process for mononitrating ortho-xylene by reacting o-xylene with catalytic amounts of nitrogen tetroxide (N2O4) or nitrogen dioxide (NO2) and concentrated nitric acid in concentrations of at least 68% in the presence of a mercuric salt and an aliphatic monocarboxylic acid anhydride to obtain good yields of mononitrated o-xylene having an isomer distribution of at least a 70:30 ratio of 4- to 3- nitro-o-xylenes. Such 4nitro-o-xylene, upon separation from the isomeric mixture, finds utility in the preparation of xylidine derived preemergence herbicides.
Abstract translation:提供了一种通过邻位二甲苯与催化量的四氧化二氮(N 2 O 4)或二氧化氮(NO 2)和浓硝酸浓度在至少68%的浓度下在汞盐和 脂族单羧酸酐,以获得具有至少70:30比例的4-至3-硝基 - 邻二甲苯的异构体分布的单硝化邻二甲苯的良好产率。 在与异构体混合物分离时,这种4-硝基邻二甲苯可用于制备二甲苯胺衍生的芽前除草剂。
Abstract:
Process for the mononitration of aromatic compounds through the use of nitrogen dioxide and/or its dimer, nitrogen tetroxide, in the presence of a rhodium catalyst. Also, by suitable adjustment of operating parameters the corresponding amino compound may be made from the produced nitro compound using the same contained rhodium catalyst.
Abstract:
TWO MOLES OF TRIFLUOROMETHANESULFONIC ACID COMBINE WITH ONE MOLE OF NITRIC ACID TO FORM A WHITE CRYSTALLINE SOLID HAVING EXCELLENT NITRATING CAPABILITIES WHEN EMPLOYED EITHER IN AN ORGANIC SOLVENT MEDIUM OR IN SULFURIC ACID OR AN EXCESS OF THE TRIFLUOROMETHANESULFONIC ACID. THE NITRATION REACTION CAN BE CONDUCTED USING ONE OR ANOTHER OF THESE MEDIA AT TEMPERATURES RANGING FROM ABOUT -110* TO 30*C., WITH ANY SIDE REACTIONS BEING SUBSTANTIALLY ABSENT. THE PROCESS IS CHARACTERIZED BY HIGH POSITIONAL SELECTIVITY, AND WHEN NITRATING TOLUENE TO DINITROTOLUENE, TOTAL CONTENT OF META ISOMERS CAN BE KEPT AT LEVELS WELL BELOW 1 PERCENT BY USING AN ORGANIC SOLVENT AND LOW TEMPERATURES. YIELDS EXCEED 98 PERCENT.