53669-50-4Relevant academic research and scientific papers
Photogeneration and reactivity of acyl nitroso compounds
Evans, Anthony S.,Cohen, Andrew D.,Gurard-Levin, Zachary A.,Kebede, Naod,Celius, Tevye C.,Miceli, Alexander P.,Toscano, John P.
experimental part, p. 130 - 138 (2011/04/23)
Acyl nitroso compounds have been generated by photolysis of several different classes of precursors including 9,10-dimethylanthracene adducts, nitrodiazo compounds, and 1,2,4-oxadiazole-4-oxides. Consideration of the nitronate-like resonance structure of nitrodiazo compounds led to an examination of the photochemistry of nitronates with -leaving groups. Photolysis of such nitronates has been shown to generate an acyl nitroso species along with a carbene intermediate. Nanosecond time-resolved infrared (TRIR) spectroscopy has been used to detect photogenerated acyl nitroso compounds directly and to examine their reaction kinetics with amines and thiols. The mechanism of acyl nitroso aminolysis by primary amines involves general base catalysis, while the mechanism of aminolysis by secondary amines is strictly bimolecular. Thiols do not seem to be reactive with acyl nitroso compounds on the microsecond time scale, but thiolates are quite reactive. The reaction between benzoyl nitroside and an organic-soluble thiolate, tetrabutylammonium dodecanethiolate, proceeds via a proposed tetrahedral intermediate, which is observable by TRIR spectroscopy.
Nonacidic nitration: I. Effect of the medium basicity on nitration kinetics of benzyl cyanide with alkyl nitrates
Terpigorev,Shcherbinun,Tselinskii
, p. 1629 - 1632 (2007/10/03)
Reaction kinetics of benzyl cyanide with isopropyl and tert-butyl nitrates resulting in phenylnitro-actronitrile were studied with spectrophotometric technique. The process follows the rules of the general catalysis by bases, and the reaction withalkyl ni
