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9044247720
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2O).
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21
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9044223164
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note
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2 is produced during halothane production. This indicates that deprotonation of the amide to give 12 is the initial process, followed by loss of HNCO, which may be the species which stereorandomly protonates the supposed organopotassium intermediate 13.
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Cram, D.J., Wingrove, A.S. Electrophilic substitution at saturated carbon. XVIII. Carbon as leaving group in generation of optically active α-sulfonylcarbanions. J. Am. Chem. Soc. 85:1100-1107, 1963. Cram, D.J., Haberfield, P. Electrophilic substitution at saturated carbon. XII. Sterochemical capabilities of alkyl-substituted acetonitrile anions. J. Am. Chem. Soc. 83:2363-2367. Cram, D.J., Haberfield, P. Electrophilic substitution at saturated carbon. XI. Steric course of the base-catalyzed decarboxylation reaction. J. Am. Chem. Soc. 83:2354-2362, 1961.
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