107396-37-2Relevant academic research and scientific papers
Nitrodibromoacetonitrile: An Agent for Bromination and for the Formation of Adducts Formally Derived from Cyanonitrocarbene
Boyer, Joseph H.,Manimaran, Thanikavelu
, p. 1381 - 1385 (2007/10/02)
The reactions of nitrodibromoacetonitrile (NDBA) with alkenes, aromatic compounds, amines, and sulphides have been studied.Products were formally derived from bromine or nitrocyanocarbene except for bis(2-bromocyclohexyl)nitroacetonitrile (13), an adduct (2:1) obtained from cyclohexene and NDBA. 2,3-Dimethylbut-2-ene was converted into 3-cyano-4,4,5,5-tetramethyl-4,5-dihydroisoxazole 2-oxide (15) and 2,3-dibromo-2,3-dimethylbutane (16). meso-1,2-Dibromo-1,2-diphenylethane was obtained from trans-stilbene.In a reaction catalysed by copper, benzene and NDBA gave benzoyl cyanide.From anthracene, phenol, and cupric acetylacetonate, 9,10-dibromoanthracene, 4-bromophenol, and cupric bromoacetylacetonate were obtained respectively.Dimethyl sulphide, tetrahydrothiophene, and triethylamine afforded the corresponding sulphonium-(30) and (31) and ammonium cyanomethylide-(33) derivatives and, with the latter, co-formation of triethylammonium bromide.Rationales for the reactions are discussed.
A UNIQUE FORMATION OF AN ISOXAZOLINE-N-OXIDE FROM NITRODIBROMOACETONITRILE AND TETRAMETHYLETHYLENE
Boyer, Joseph H.,Manimaran, Thanikavelu
, p. 2059 - 2062 (2007/10/02)
Tetramethylethylene and nitrodibromoacetonitrile in dichloromethane at 25 deg C gave 3-cyano-4,4,5,5-tetramethyl-2-isoxazolin-2-oxide (45percent) and 2,3-dibromo-2,3-dimethylbutane (42percent).
