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Original Articles

SYNTHESIS OF α-HALOGENATED METHANEDIPHOSPHONATES1a, b

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Pages 1-12 | Received 12 May 1987, Published online: 19 Dec 2006

References

  • Taken in part from the Ph.D. dissertation of L. A. Khawli (University of Southern California, August, 1986) and from the M.S. dissertation of W.-Y. Ahmad (University of Southern California, December, 1986)
  • 1986 . The Second International Symposium on Phosphorus Chemistry Directed Towards Biology . Sept. 8–13 1986 , Lodz, Poland. A preliminary account of this work was given (by C. E. McKenna)
  • Malaysian Government Fellow on leave from the National University of Malaysia
  • 1979 . “Nomenclature of Organic Chemistry,” , Oxford : Pergamon Press . Methanediphosphonic acid is also referred to variously in the literature as medronic acid, methanebisphosphonic acid, methylenediphosphonic acid, methylenebisphosphonic acid, and (as an ester) bis-(dialkoxyphosphonyl)-methane. The current Chemical Abstracts usage is “methylenebis[phosphonic acid].” Cf. the provisional recommendations (1978), cited in section D-5.5.1
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  • At the time this work was presented in preliminary form,1b it was also reported that tetraisopropyl diazomethanediphosphonate reacted with N-bromosuccinimide/70% HF/ pyridine to give a 53% yield of 11a; with N-chlorosuccinimide under similar conditions, a 35% yield of 12a was obtained. No characterization data were presented for 11a and 12a.33
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