Summary
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1.
It was established that the two-step organolithium synthesis of 1-alkylnaphthalenes (via 1-naphthyllithium) gives considerably higher yields of the latter than the operation of the reaction by the normal Wurtz-Fittig procedure even when using potassium. The possibility of utilizing secondary and tertiary alkyl halides in this form of the organolithium synthesis of 1-alkyl naphthalenes was demonstrated.
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It was found that in the series of isomeric 1-octylnaphthalenes (synthesized here for the first time) and their decahydro-derivatives, the viscosity increases in proportion to the number of tertiary and (especially) quaternary carbon atoms in the side chain.
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Petrov, A.D., Nefedov, O.M. & Vorobyev, V.D. Synthesis and viscosities of 1-alkylnaphthalenes and their decahydro-derivatives. Russ Chem Bull 6, 1129–1134 (1957). https://doi.org/10.1007/BF01169393
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DOI: https://doi.org/10.1007/BF01169393