155694-42-1Relevant articles and documents
Preparation and Nitrosation of 3,4-Dimethyl-3-penten-2-one (E)- and (Z)-Oximes. Formation of 3,3,4,5-Tetramethyl-3H-pyrazole 1,2-Dioxide and of 2-Isoxazoline Derivatives
Hansen, John F.,Novak, Bennett H.
, p. 105 - 112 (2007/10/02)
The stereoisomeric (E)- and (Z)-oximes of 3,4-dimethyl-3-penten-2-one were prepared and nitrosated with butyl nitrite in methanol.The (E)-oxime gave 3,3,4,5-tetramethyl-3H-pyrazole 1,2-dioxide in nearly quantitative yield, while the (Z)-oxime reacted less readily, giving a lower yield of the same product, with five other products identified as isoxazoline derivatives.Three of these were 4-hydroxy-, 4-methoxy-, and 4-nitro-3,4,5,5-tetramethyl-2-isoxazoline.The fourth was the O-(3,4,5,5-tetramethyl--2-isoxazolin-4-yl) derivative of the starting (Z)-oxime, and the fifth was 4-methylene-3,5,5-trimethyl-2-isoxazoline.