
TY  - JOUR
A1  - Broxton, TJ 
A1  - Mcleish, MJ 
T1  - Reactions of aryl diazonium salts and alkyl arylazo ethers. XI. Further evidence for the mechanism of dediazoniation in basic alcoholic solution
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1983
VL  - 36
IS  - 5
SP  - 1031
EP  - 1035
KW  - 
UR  - https://doi.org/10.1071/CH9831031 
N2  - A comparison of the relative amounts of dediazoniation, SNAr and aryne reactions of 4-chloro-3- nitrobenzenediazonium ion with methoxide ion in CH3OH and in CD3OH confirms that the dediazoniation reaction involves hydride abstraction from the alkoxide ion by the electrophilic terminal nitrogen atom of the diazonium ion. Furthermore, the relative amounts of anionic and free-radical dediazoniation are the same in CH3OH and in CD3OH. This confirms that the partitioning between the free-radical and anionic pathways for dediazoniation is on the aryl diimide and not on the free diazonium ion. Some previously reported results on the solvent effect (methanol against ethanol) for the reaction have been reinterpreted in the light of the above conclusions. 
ER  -

