The ionization of mono-para-cyclopropyl triphenyl methyl chloride in liquid sulfur dioxide
Carlson, Arabelle P.
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The purpose of this work was to discover the extent of ionization of mono-p-cyclopropyl triphenyl methyl chloride in liquid SO2 which would indicate the effectiveness of the cyelopropyl group as an electron donor. Previous work has been done on substituent effects on the ionization equilibrium: Ar3CCl <-SO2-> Ar3C+Cl-, and the effect of the cyclopropyl group was compared to that of the other substituents studied. The cyclepropyl group is intermediate to a vinyl and an alkyl group in its ability to conjugate with adjacent unsaturation. It donates electrons readily but does not accept them as does an allyl group. Conjugation takes place between a cyclopropyl group and an ethylenic linkage, a ketone, phenyl or pyridyl group. The dipole moment and UV absorption wavelengths of the cyclopropyl group are intermediate to an allyl and an alkyl group. [TRUNCATED]
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