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By-products in the rearrangement of N-methyl-N-phenylnitramine

✍ Scribed by Zdzislaw Daszkiewicz; Ewa Nowakowska; Janusz B. Kyziol

Book ID
104208577
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
598 KB
Volume
54
Category
Article
ISSN
0040-4020

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✦ Synopsis

N-MethyI-N-phenylnitramine was rearranged in the aqueous dioxane -sulphuric acid mixture to 2-nitro-and 4-nitro-N-methylanilines. The isomer ratio was independent of the acidity within the range of-0.3 > I4o > -2.8. Some by-products were isolated and identified e.g. N-methyl-Nnitrosoaniline, its 2-nitro and 4-nitro derivatives, nitrosobenzene and 4',4"-bis-(N-methylamino)-3',3"-dinitrodiphenylmethane. The mechanism of the nitramine rearrangement is discussed.

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The methyl&ion of sodium salts of N,R\*-diarylphosphamidines by methyl iodide was studied to elucidate the effect produced by the polarity of the substituents in the smbident anion on the alkylation trend. N,N'-Diarylphosphamidines /I/" are week acids; their sodium salts /II/ are formed by the actio