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- W2030109267 abstract "Abstract Rates of hydrogen-deuterium exchange of 3-chloro- and 3,5-dichloropyridine in MeOD-MeONa were studied. Deuterodeprotonation of 3-chloropyridine at 110·2° is 53 times faster at H-4 than at H-2. At 75° the value of the ortho chloro rate factor for exchange is 800; the para nitrogen rate factor is 3000. Interrupted dehydrohalogenation of 3-chloropyridine-2 or 4-d and 3-iodopyridine-4d in NH3NaNH2 to give 3,4-pyridyne results in no detectable loss of label at 2 in the chloropyridine but reduction and enrichment of 4-d in the chloro and iodo compounds, respectively. Results are interpreted in terms of the reactions of halopyridyl anions." @default.
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- W2030109267 date "1969-01-01" @default.
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- W2030109267 title "Mechanism of pyridyne formation from halopyridines" @default.
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- W2030109267 doi "https://doi.org/10.1016/s0040-4020(01)82971-9" @default.
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