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OPPI BRIEFS

O-CYANOMETHYLOXIME OF NITROGLYOXYLONITRILE

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Pages 365-369 | Received 05 Mar 1982, Published online: 06 Feb 2009

References

  • Scholl , R. 1896 . Ber. , 29 : 2415 reported the reaction between iodoacetonitrile and silver nitrite but incorrectly identified compound 3 bp. 160-162° (12 mm), as dicyanomethazonic acid (O2NCH(CN)C(CN)=NOH). He also obtained compound 4 C6H4N4O2, but did not assign a structure. With very minor modifications his directions have been repeated
  • Nielsen , A. T. “Nitronic Acids and Esters” . In “The Chemistry of the Nitro and Nitroso Groups” , Edited by: Feuer , H. 423 “The Chemistry of Functional Groups” . 445, 458, 467 and 468, Patai S., Ed., Interscience, New York, 1969. Transformations of nitronates (RC(NO2)=NO2R) into nitrolates (RC (NO2)=NOR) are discussed
  • Chlenov , I. E. , Morozova , N. S. , Tartakovskii , V. A. and Novikov , S. S. 1969 . Izv. Akad. Nauk SSSR, Ser. Khim. , : 2113 have reported examples of 3-nitrosoxazolines
  • Steinkopf , W. 1909 . Ber. , 42 : 617 Nitroglyoxylonitrile oxime (a nitrolic acid) 5 was obtained from nitroacetonitrile and sodium nitrite
  • Tautomerization of a nitrolic acid into a nitronic acid is apparently unknown
  • Smith , P. A. S. and Robertson , J. E. 1962 . J. Am. Chem. Soc. , 84 : 1197
  • Smith , P. A. S. 1966 . “Open-chain Nitrogen Compounds” , Vol. II , 431 New York : W. A. Benjamin, Inc. .

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