A-Nitrosodiphenylamine

Amino substituents also behave normally with electrophiles, being acylated and converted to benzylidene derivatives. A-Amino groups have also been converted to benzylidene derivatives and are removed on treatment with A-nitrosodiphenylamine (79JHC249). 

The extent of formation of these NOC depends upon the presence of nitrogen oxides present in the atmosphere during the manufacturing cycle. The major contaminants are NDMA, A-nitrosodiethylamine (NDEA), A-nitrosopyrrolidine (NPYR), NMOR, A-nitrosodiphenylamine (NDPhA), A-nitrosopiperidine (NPIP) and A-nitrosodibutylamine (NDBA)68. NMOR was found in the hot process areas NDMA occurred in tube production areas in which NDPhA was being used as retarder and tetramethylthiuram disulphide as an accelerator. Figure 12 shows a proposed reaction scheme of formation of NOC in the rubber industry and subsequent exposure67. 

NDPA, see TV-Nitrosodi-n-propylamine NDPhA, see A-Nitrosodiphenylamine NE, see Nitroethane... 

Nitrosodiphenylamine, see A-Nitrosodiphenylamine A -Nitrosodipropylamine, see A-Nitrosodi-n-propylamine A -Nitroso-n-phenylamine, see A-Nitrosodiphenylamine A -Nitroso-n-phenylbenzenamine, see A -Nitrosodiphen-ylamine... 

N, iV -Dimethyl-iV, A -dinitrosooxamide, 1512 N, A -Dimethyl-A A -dinitrosoterephthalamide, 3284 N, N-Dimethyl-4-nitrosoaniline, 2980 1,2-Dimethylnitrosohydrazine, 0946 3,7-Dinitroso-l,3,5,7-tetraazabicyclo[3.3.1]nonane, 1954 Dinitrosylnickel, 4741 Ethyl A-methyl-A-nitrosocarbamate, 1597 Lead(II) trinitrosobenzene-l,3,5-trioxide, 3594 1 -Methyl-3-nitro-1 -nitrosoguanidine, 0876 A-Methyl-A-nitrosomea, 0875 Nitritonitrosylnickel, 4742 A-Nitrosoacetanilide, 2949 Nitrosobenzene, 2261 A-Nitrosodiphenylamine, 3486 A-Nitrosoethyl-2-hydroxyethylamine, 1691 Nitrosoguanidine, 0481 A-Nitroso-6-hexanelactam, 2424... 

In alumina column cleanup, the column is first preeluted with ether-pentane mixture (30 70) before the sample extract is transferred onto the column. It is then successively eluted with ether-pentane mixture of 30 70 and 50 50% composition, respectively. This separates A-nitrosodiphenylamine. The latter elutes into the first fraction, from the interfering substance diphenylamine which goes into the second fraction along with the analytes A-nitrosodimethylaminc and A-nitrosodi-n-propy lamine. A small amount of the latter compound is also eluted into the first fraction. A cleanup procedure for other nitrosamines (not classified under U.S. EPA s priority pollutants) should generally be the same as described above. The composition of ether-pentane mixture and the elution pattern, however, must be established first before performing the cleanup. 

Alternatively, the reaction of diaminopyridines with A-nitrosodiphenylamine <67CB1646> or amyl nitrite-acetic acid (93KGS398) is especially useful for those diamines that are sparingly soluble in aqueous media. 

Attempts to extend these reactions to the synthesis of simple hydroxylamines were plagued by deprotonation and redox side-reactions, but recently yields have been much improved by conversion of the Grignard reagent into an organocerium reagent in situ [12] for example, yV-butyl-A-propylhydroxylamine was prepared in 90% yield. Another successful variant utilized A-nitrosodiphenylamine to generate a nitroso compound in situ. The hydroxylamine salt produced was oxidized in situ to give a nitroxide [13] ... 

Nitritonitrosylnickel, 4742 A-Nitrosoacetanilide, 2949 Nitrosobenzene, 2261 A-Nitrosodiphenylamine, 3486 A-Nitrosoethyl-2-hy droxy ethy lamine, 1691 Nitrosoguanidine, 0481 A-Nitroso-6-hexanelactam, 2424... 

NO SCALD (122-39-4) Combustible solid. Dust forms explosive mixture with air. Violent reaction when added to hexachlororaelamine, trichloromelamine. Often shipped in liquid form (flash point liquid 307°F/153°C oc). An organic base. Incompatible with strong acids (forms salts), aldehydes, organic anhydrides, isocyanates, oxidizers. Reacts with nitrogen oxides to form A-nitrosodiphenylamine and mono- and poly-nitro products. Incompatible with organic anhydrides, acrylates, alcohols, aldehydes, alkylene oxides, substituted allyls, cellulose nitrate, cresols, caprolactam solution, epichlorohydrin, ethylene dichloride,... 

Table 4 shows that A -nitrosodiphenylamine gave negative results in both short-term tests. Of the six carcinogens, all but A -nitrosodiethylamine (DEN) were positive in the standard test. However, as discussed later, DEN gave positive results after the addition of exogenous metabolic activation systems. Results with the bacterial mutagenesis test concurred completely with the reported carcinogenicity of the compounds. 

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