
TY  - JOUR
A1  - Freeman, DJ 
A1  - Norris, RK 
T1  - Radical reactions of p-Nitrobenzylidene dichloride with lithium 2-nitropropan-2-ide. Consecutive S<sub>RN</sub>1 and E<sub>RC</sub>1 reactions
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1976
VL  - 29
IS  - 12
SP  - 2631
EP  - 2642
KW  - 
UR  - https://doi.org/10.1071/CH9762631 
N2  - The reaction of p-nitrobenzylidene dichloride with the lithium salt of 2-nitropropane gives initially the monosubstituted compound, p- NO2C6H4CH(Cl)CMe2NO2, by a radical-anion radical chain, SRN1 process. This compound then undergoes a radical-anion radical chain elimination reaction giving the styrene, p-NO2C6H4CH=CMe2, and the dimer of 2- nitropropane, Me2C(NO2)CMe2NO2. This latter reaction, which is designated ?ERC1?, also occurs in competition with an E2 reaction in the reaction of the methanesulphonate, p-NO2C6H4CH(OMs)CMe2NO2, with the 2- nitropropan-2-ide ion giving the above styrene and the enol methanesulphonate, p-NO2C6H4C(OMs)=CMe2, respectively. Catalytic, inhibition, and substituent effects are used to confirm the operation of these radical processes. 
ER  -

