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The study of the solution state circular dichroism spectra of phenyl α-nitronyl nitroxide radicals provides useful information concerning the conformational stereoisomerism displayed by the compounds, and upon the conditions for optimising the Δε_max:ε ratio in solution. In particular, a linear solvation energy relationship study reveals the effects of the environment of the radicals on their absorption of both depolarised and circularly polarised light. Unusually, the Cotton effects of one of the radicals show inversion of sign on going from organic solvents to water.