An NMR study of 2-ethyl-1-butyllithium and of 2-ethyl-1-butyllithium/lithium 2-ethyl-1-butoxide mixed aggregates

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A 1H, 13C, and 6Li NMR study of 2-ethyl-1-butyllithium indicated that 2-ethyl-1-butyllithium exists only as a hexameric aggregate over the entire temperature range of 25 to - 92.1 ° C in cyclopentane. Reacting 2-ethyl-1-butyllithium with 2-ethyl-1-butanol resulted in alkyllithium/lithium alkoxide mixed aggregates, apparently of the form Ra(RO)bLia+b. A multinuclear, variable temperature NMR study of samples with O:Li ratios of 0.2 and 0.4 showed, in addition to the alkyllithium, the formation of four mixed aggregates, one of them probably an octamer. Higher O:Li ratio samples showed the formation of several other mixed aggregates. Mixing 2-ethyl-1-butyllithium with independently prepared lithium 2-ethyl-1-butoxide formed ... continued below

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Ferreira, Aluisio V. C. May 2001.

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  • Ferreira, Aluisio V. C.

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A 1H, 13C, and 6Li NMR study of 2-ethyl-1-butyllithium indicated that 2-ethyl-1-butyllithium exists only as a hexameric aggregate over the entire temperature range of 25 to - 92.1 ° C in cyclopentane. Reacting 2-ethyl-1-butyllithium with 2-ethyl-1-butanol resulted in alkyllithium/lithium alkoxide mixed aggregates, apparently of the form Ra(RO)bLia+b. A multinuclear, variable temperature NMR study of samples with O:Li ratios of 0.2 and 0.4 showed, in addition to the alkyllithium, the formation of four mixed aggregates, one of them probably an octamer. Higher O:Li ratio samples showed the formation of several other mixed aggregates. Mixing 2-ethyl-1-butyllithium with independently prepared lithium 2-ethyl-1-butoxide formed the same mixed aggregates formed by in situ synthesis of lithium alkoxide. Lithium 2-ethyl-1-butoxide also exists as aggregates in cyclopentane.

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  • May 2001

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  • Sept. 25, 2007, 9:26 p.m.

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Ferreira, Aluisio V. C. An NMR study of 2-ethyl-1-butyllithium and of 2-ethyl-1-butyllithium/lithium 2-ethyl-1-butoxide mixed aggregates, dissertation, May 2001; Denton, Texas. (digital.library.unt.edu/ark:/67531/metadc2807/: accessed May 24, 2017), University of North Texas Libraries, Digital Library, digital.library.unt.edu; .