1968 Volume 41 Issue 9 Pages 2124-2128
N,N′-Dichlorobarbital (NDCB) reacted as a highly-reactive oxidizing or chlorinating reagent with ether, aldehyde, ketone, olefin and toluene. NDCB also showed a stereospecific chlorination of d-camphor, giving exclusively exo-3-chloro-d-camphor, and one of chloestanone, giving 2β-chlorocholestanone in part. The reactivities of a variety of N-halo compounds were compared and discussed in terms of the polarographic reduction potentials of the N–halogen bond in the compounds.
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