Dinitromethane potassium salt

The Ter Meer reaction has been used for the synthesis of the potassium salt of dinitromethane... 

Reaction at the C atom of nitronate salts is known with a variety of electrophiles, such as aldehydes (Henry reaction) and epoxides (191-193). Thus the incorporation of the nitro moiety and the cyclization event can be combined into a tandem sequence. Addition of the potassium salt of dinitromethane to an a-haloaldehyde affords a nitro aldol product that can then undergo intramolecular O-alkylation to provide the cyclic nitronate (208, Eq. 2.17) (59). This process also has been expanded to a-nitroacetates and unfunctionalized nitroalkanes. Other electrophiles include functionalized a-haloaldehydes (194,195), a-epoxyaldehydes (196), a-haloenones (60), and a-halosulfonium salts (197), (Chart 2.2). In the case of unsubstituted enones, it is reported that the intermediate nitronate salt can undergo formation of a hemiacetal, which can be acetylated in moderate yield (198). 

Its potassium salt, KCI(N02)2, mp (explodes violently at 154°) orange-yellow plates. It was first prepd by Villiers (Ref 2). Gotts Hunter (Ref 4) dissolved lOg of K dinitromethane in 300ml of water containing 4g of KOH (one equivalent), cooled the solution and slowly added powdered iodine (18g) to it with shaking. The solution was evaporated to a small bulk (50ml), which caused the separation of about... 

Hq 1.471 at 20° stable at —20° sol in w, eth corrosive to skin prepd by acidification with sulfuric acid of the potas-sol in w, eth corrosive to skin prepd by acidification with sulfuric acid of the potassium salt of the [Pg.52]

The C-5 fragment of the nitrated intermediate (when 4,6-dihydroxy-2-methylpyrimidine is the starting material) is released during the hydrolysis as dinitromethane. If desired, this may be extracted into diethyl ether from the filtrate and precipitated as its potassium salt, or alternatively it may be left to... 

Splitting of waves which results in separation of a one-electron step has also been observed for aliphatic nitro compounds [28]. Thus, for example, a one-electron polarographic wave was observed for the potassium salt of dinitromethane in an unbuffered solution of lithium perchlorate (Fig. 2). To enable observation of a one-electron wave in solutions of nitroform it is sufficient to add 4% (by volume) of di-methylformamide or acetonitrile to its salt in lithium perchlorate solution as supporting electrolyte (Fig. 2). 

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