Isonitroso-acetone

Acetone, Nitration. Krauz Stepanek(Ref 1) attempted to prepare terrani from ethane by nitration of acetone, but failed, instead, they obtained (after treating the resulting product with a silver salt) a very expl solid claimed to be Ag salt of acetylmethylnitrolic acid, also called a-nitro - a -isonitroso-acetone. Hass Hudgin(Ref 3) nitrated acet, using a vapor-phase nitration technique described in Ref 2. The high-boiling fractn from the nitration gave an odor of acetic acid, an acidic reaction in aq soln, a red color with ferric chloride and a yel salt with Ag nitrate soln,... 

Acetone, Nitrotion. Krauz Stepanek(Ref 1) attempted to prepare tetranitromethane by nitration of acetone, but failed. Instead, they obtained (after treating the resulting product with a silver salt) a very expl solid claimed to be Ag salt of "acetylmethylnitrolic acid , also called a-nitro-a-isonitroso-acetone. 

Isonitroso-acetone.—Ahrens and Meissner tried to reduce this compound electrolytically to amido-acetone. They, however, obtained dimethyl-pyra-zine, ketine, C,H,N in small quantity. 

Oxazolone At-oxides 91 have been obtained by heating a solution of 5-isonitroso-2,2-dimethyl-l,3-dioxane-4,6-dione 90 with the corresponding ketone in toluene. It has been postulated that the reaction occurs through an intermediate nitrosoketene that is generated from 90 via loss of CO2 and acetone, respectively. 

Primary amines form Schiff bases, (CH )2C=NR. Ammonia induces an aldol condensation followed by 1,4-addition of ammonia to produce diacetone amine (from mesityl oxide), 4-amino-4-methyl-2-pentanone [625-04-7], (CH3)2C(NH2)CH2COCH3, and triacetone amine (from phorone), 2,2,6,6-tetramethyl-4-piperidinone [826-36-8]. Hydroxylamine forms the oxime and hydrazine compounds (RNHNHJ form hydrazones (RNHN=C(CH3)2). Acetone and nitrous acid give the isonitroso compound which is the monoxime of pymvaldehyde [306-44-5], CH COCH=NOH. 

Acetone — Chlor-acetoncs — Brom-acetones — Isonitroso-ace-... 

---