S. Jin et al., MICROBIAL-DEGRADATION OF QUADRICYCLANE DERIVED TRICYCLO[2.2.1.0(2,6)]HEPTAN-3-OL IN SOIL, Canadian journal of microbiology, 43(3), 1997, pp. 300-303
Quadricyclane (retracyclo[3.2.0(2,7).0(4,6)]heptane) is a strained, sa
turated cyclic hydrocarbon and a potential environmental contaminant b
ecause of uses in solar energy and optical memory storage devices and
as a recently proposed additive to jet fuel. Quadricyclane is very uns
table in both soil and water, and in the environment it exists as abio
tic transformation products, tricyclo[2.2.1.0(2,6)]heptan-3-ol and bic
yclo[2.2.1]hept-5-en-2-ol. In soils, tricyclo[2.2.1.0(2,6)]heptan-3-ol
is microbially transformed to a C7H8O intermediate which we postulate
to be tricyclo[2.2.1.0(2,6)]heptan-3-one. This compound is subsequent
ly biodegraded over several months. Elevated respiration rates in soil
s amended with tricyclo[2.2.1.0(2,6)]heptan-3-ol provide evidence that
it is mineralized to CO2, while bicyclo[2.2.1]hept-5-en-2-ol concentr
ations in soil microcosms remained unchanged over a period of 8 months
.