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This approach is based on the pioneering work of Applequist and Dessy who established that halogen-Li and Hg-Mg exchange equilibria could be used to measure the relative stabilities of simple alkyl, alkenyl, and aryllithium or magnesium reagents: (a) Applequist, D. E, O'Brien, D. F. J. Am. Chem. Soc. 1963, 85, 743-748
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This approach is based on the pioneering work of Applequist and Dessy who established that halogen-Li and Hg-Mg exchange equilibria could be used to measure the relative stabilities of simple alkyl, alkenyl, and aryllithium or magnesium reagents: (a) Applequist, D. E.; O'Brien, D. F. J. Am. Chem. Soc. 1963, 85, 743-748.
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52449130518
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2CHLiOCby = 5.4-5.5.
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2CHLiOCby = 5.4-5.5.
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40
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52449085687
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An approximate acidity scale can be derived from these data that should be of value in the planning of syntheses involving carbanions compound/pK, 3c/36.8-36.9, 4c/37.3, 5c/38.8, 6c/38.8, 7c/39.0, 8c/38.8, 9c/37.3, 10c/37.5, 11c/38.8, 12c/39.0. See ref 15 for an explanation
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An approximate acidity scale can be derived from these data that should be of value in the planning of syntheses involving carbanions (compound/pK): 3c/36.8-36.9, 4c/37.3, 5c/38.8, 6c/38.8, 7c/39.0, 8c/38.8, 9c/37.3, 10c/37.5, 11c/38.8, 12c/39.0. See ref 15 for an explanation.
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