
TY  - JOUR
A1  - Norris, RK 
A1  - Smyth-King, RJ 
T1  - Reaction of 2-Nitropropan-2-ide Ion with <I>m</I>-Nitrobenzylidene Dibromide and Dichloride
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1979
VL  - 32
IS  - 9
SP  - 1949
EP  - 1960
KW  - 
UR  - https://doi.org/10.1071/CH9791949 
N2  - The reactions of m-nitrobenzylidene dichloride and dibromide with lithium 2-nitropropan-2-ide in dimethyl sulfoxide give a complex mixture of products (unlike the p-nitro isomers), which include: 1-chloro(bromo)-2-methyl-2-nitro-1-m-nitrophenylpropane and &#946;,&#946;-dimethyl-m-nitrostyrene, formed by SRN1 and ERC1 processes; 1-(1-methyl-1-nitroethyl)-2(and 4)-(2-methylprop-1-enyl)-4(and 2)- nitrobenzene, formed by nucleophilic ring attack; and acetone O-m-nitrobenzoyloxime and m-nitrobenzoic acid formed by radical and/or ionic processes. Several routes to 2-methyl-2-nitro-1-m-nitrophenylpropan-1-one, proposed as an intermediate leading to the above oxime ester, are proposed. Inhibitory and catalytic effects on these reactions are discussed. 
ER  -

