
TY  - JOUR
A1  - Buckeridge, RG 
A1  - Frayne, KJ 
A1  - Johnson, BL 
T1  - Solvolysis of <I>exo</I>- and <I>endo</I>-Tricyclo[3,3,0,0<sup>2,8</sup>]oct-3-yl p-Nitrobenzoates
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1974
VL  - 27
IS  - 6
SP  - 1235
EP  - 1244
KW  - 
UR  - https://doi.org/10.1071/CH9741235 
N2  - exo- and endo-Tricyclo[3,3,0,02.8]octan-3-ols (7a) and (8a) have been prepared and their structure elucidated. Solvolysis of the derived p-nitrobenzoate of the endo alcohol in 70% aqueous acetone at 100º occurred some ten times faster than the p-nitrobenzoate derived from the exo alcohol. Solvolysis of both p-nitrobenzoates yields a similar range of products which includes the two olefins (11) and (12), the four alcohols (lc), (3b), (7a) and (8a), and the p-nitrobenzoate esters of (1c) and (3b). The product distribution suggest that the intermediate carbonium ions involved in both solvolysis are verysimilar but quite different from those involved in the acetolysis of anti-bicyclo[3,2,l]oct-2-en-8-yl p-toluenesulphonate. 
ER  -

