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Encyclopedia Britannica



AZOXIMES (furo [a.b.] diazoles)

This article appears in Volume V03, Page 86 of the Encyclopedia Britannica.

Encyclopedia Britannica - Main :: AUD-BAI
AZOXIMES (furo [a.b.] diazoles) , a class of organic compounds
which contain the ring
system
  NC Cg >O. They may be prepared by converting nitriles into amidoximes by the action of
hydroxylamine
 , the amidoximes so formed being then acylated by acid chlorides or anhydrides. From these acyl derivatives the elements of water are removed, either by simple
heating
  or by boiling their aqueous solution; this elimination is accompanied by the formation of the azoxime ring. Thus
NH2OH boil with
CaH6CN-->CsHsC'NH2H ~ propioaic anhydride
[CGH6C(.COC2H6] -'CBH5.G\N O>C C2Hs'
Azoximes
  can also be produced from a-benzil dioxime by the "
Beckmann
  "
change
 . Most of the
azoximes
  are very volatile substances, sublime readily, and are easily soluble in water,
alcohol
  and
benzene
 .
For detailed descriptions, see F. Tiemann (Ber., 1885, i8, p. 1059), O. Schulz (Ber., 1885, 18, pp. 1084, 2459), and G.
Muller
  (Ber.,i886,19, p.1492); also Annual Reports of the Chemical Society).


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