The Effect of Carbonyl Containing Substituents in the Terminal Chains on Mesomorphic Properties in Some Aromatic Esters and Thioesters.6.Phenylbenzoates Containing a (CH2)n COR′ Group (n = 1,2) on the Phenolic End

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Substituted phenylbenzoates of the type where X = R, RO; (Y = (CH2) n COR′, n = 1, R′ = C8H17 and n = 2, R′ = C7H15 have been prepared to determine the effect of the spacer methylene groups on the mesomorphic properties of esters having a ketone chain on the phenolic side. The required precursor phenols were prepared by treatment of the protected acids with an alkyllithium followed by hydrogenolysis of the benzyl group. The analogous cyclohexane diesters were also synthesized to test the generality of trends observed in mesomorphic properties. Hot stage polarizing microscopy was used to determine mesomorphic properties. These were compared to those for the esters with Y = C10H21, COR′ and (CH2) n CO2R′ (n = 1,2).