
TY  - JOUR
A1  - Leahy, GD 
A1  - Liveris, M 
A1  - Miller, J 
A1  - Parker, AJ 
T1  - The S<sub>N</sub> mechanism in aromatic compounds. XX. The nucleophilicity of phenoxides
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1956
VL  - 9
IS  - 3
SP  - 382
EP  - 390
KW  - 
UR  - https://doi.org/10.1071/CH9560382 
N2  - The reactions of a series of phenoxides in MeOH with 1-chloro-2,4-dinitrobeneene (and in one case with picryl chloride also) have been measured. They are compared with each other and with the OMe- reaction.   The reactions of the several phenoxides show a relationship between basicity and nucleophilicity analogous to the Bronsted relationship between acid-base strength and catalytic activity, but the relationship does not include OMe-. The phenoxide reactions also obey the Hammett equation with a &#961; value similar to those for ionization of phenols in water and alcohols.   General features of nucleophilicity and basicity are discussed in outline. 
ER  -

