Chlorination, nitroalkanes

See Sodium ad-nitromethanide Carbon disulfide, Chlorine See related nitroalkanes... 

Another methodology for the in situ preparation of nitrile oxide is the dehydro-halogenation of hydroxymoyl chlorides vrith triethylamine. Hydroxymoyl chlorides are accessible by the reaction of aldoximes vrith chlorinating agents such as NCS (N-chlorosuccinimide). Isoxazolines of C50 and C70 [293-295] with R = Ph, alkyl, 4-C5H4OCH3 4-C5H4CHO, amino acid [305], dialkoxyphosphoryl [296, 297] or ferrocene [298] have been synthesized in ca. 20 0% yields. The latter reaction is slower than the dehydration of nitroalkanes and requires one equivalent of hydroxymoyl chloride whereas excess nitroalkane is necessary for an optimum reaction [293]. 

A method that avoids the conventional chlorination of aldoximes corresponds to the reaction of nitroalkanes or conjugate nitroalkenes with titanium tetrachloride (48) (Scheme 6.3). a-Chloro (a), alkyl (a, b, c), aryl (c), a-cyano (d), and a-azido (d) hydroximoyl chlorides have been prepared in good yield in this way (48). Concerning overall efficiency, however, this would necessitate that the nitro... 

Oxidation of nitrogenous compounds. Both ketoximes and secondary nitro-alkanes are oxidized to ketones. Aldoximes are converted to nitroalkanes, but nitriles are formed under different conditions. In the presence of a chlorine source (NaCl, HQ) ketoximes give a-chloronitroaUcanes and nitroalkenes give the a-chlorinated products. ... 

Nitrile oxides could also be prepared from nitroalkanes by reaction with (Boc)20 in the presence of catalytic amounts of DMAP at room temperature under N2 [276]. Alternatively they could also be prepared via base-induced dehydrohalogenation from hydroximinoyl chlorides, which can be either purchased or generated hy chlorination of the corresponding aldoximes with N-chlorosucdnimide. 

CADMIUM OXIDE (1306-19-0) CdO Noncombustible solid. Violentreaction with magnesium in the presence of heat. Forms explosive mixture with aluminum, ammonium perchlorate chlorine trifluoride. Explodes or ignites on contact with hyi-azinium nitrate, hydrogen peroxide (90%), hydrogen sulfide, hydrogen trisulfide, lithium. Can increase the thermal and explosive sensitivity of nitroalkanes,... 

ACETATO MERCURIOSO (Spanish) (21908-53-2) A strong oxidizer. Violent reaction with reducing agents, acetyl nitrate, diboron tetrafluoride, disulfur dichloride, combustible materials, fuels, hydrazine hydrate, hydrogen peroxide, hydrogen trisulfide, hypophospho-rous acid, methanethiol, phospham. sodium-potassium alloy, sulfur, sulfur trioxide. Incompatible with alcohols, alkali metals, ammonium nitrate, diboron tetrafluoride, hydrazinium nitrate, hydrogen sulfide, nitroalkanes, rubidium acetylide, selenium oxychloride. Forms heat-, friction-, or shock-sensitive explosives with anilinium perchlorate, chlorine, phosphorus,. sulfur, magnesium, potassium, sodium-potassium alloy. May increase the explosive or thermal sensitivity of nitromethane, nitroethane, 1-nitropropane and other lower nitroalkanes, silver azide, hydrazinium perchlorate. Slowly decomposes on exposure to air. 

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