TEMPERATURE AND SOLVENT EFFECTS ON THE PROTON MAGNETIC RESONANCE SPECTRUM OF BIS(2,2-DICHLOROCYCLOPROPYL) ETHER

The proton magnetic resonance spectrum of bis(2,2-dichlorocyclopropyl) ether consists of two partially overlapping ABX spectra due to the meso and d,l isomers. A study of the temperature dependence of the spectra in different solvents demonstrates the existence of complex formation with benzene. It is found that for the most abundant isomer the heat of formation of the complex is −1700 ± 100 cal/mole, entropy of formation is −6.2 ± 0.3 e.u. The association shifts are 52 ± 2 c.p.s., 64 ± 5 c.p.s., and 88 ± 5 c.p.s. at 60 Mc/s for the three protons situated at different points in the molecule.