10563-11-8Relevant articles and documents
Synthesis and Thermal Isomerization of Tricyclo1,6>dec-7-ene (Propell-7-ene) to 3,8-Dimethylenecyclooctene
Baldwin, John E.,Chang, Glenn E. C.
, p. 848 - 851 (2007/10/02)
Tricyclo1,6>dec-7-ene (propell-7-ene; 1) has been prepared from cis-4-cyclohexene-1,2-dicarboxylic anhydride through a conventioanal 12-step reaction sequence by way of bicyclooct-1(6)-ene and tricyclo1,6>nonane-9-carboxaldehyde tosylhydrazone.It is isomerized thermally to 3,8-dimethylenecyclooctene (2) with activation parameters Ea = 35.8 +/- 1.3 kcal mol-1 and log A = 12.6 +/- 0.6.Two possible explanations for the isomerization are considered: reaction by way of a short-lived bicyclodeca-1(8),6-diene intermediate or direct cleavage of C(1)-C(6) and C(9)-C(10) simultaneously.