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Specific Classes of Compounds
R-5.6.6 Nitrogenous derivatives of carbonyl compounds

R-5.6.6.1 Oximes. Compounds having the general structure
or
are called generically "oximes" and
have been further classified as "aldoximes" and "ketoximes", respectively. They are named according to the principles of functional class nomenclature by placing the class name "oxime" as a separate
word after the name of the aldehyde RCHO or the ketone
, respectively; or substitutively by use of the prefix "hydroxyimino-" attached to the name of a parent hydride or parent
substituent prefix. Compounds containing the group
may be named as O-substituted oximes or as alkoxy-substituted imines.
Examples to R-5.6.6.1




.

R-5.6.6.2 Hydrazones. Compounds having the general structure
or
are called "hydrazones" generically and are named according to functional
class nomenclature by placing the class name "hydrazone" as a separate word following the name of the corresponding aldehyde or ketone, or substitutively by means of the prefix "hydrazono-" attached
to the name of an appropriate parent hydride or parent substitutive prefix.
Examples to R-5.6.6.2


R-5.6.6.3 Azines. Compounds having the general structure
or
are called "azines" generically and are named substitutively as derivatives
of diazane or as an assembly of identical units using the prefix "azino-". According to functional class nomenclature, they may be named by adding the class name "azine" as a separate word after the
name of the corresponding aldehyde or ketone.
Examples to R-5.6.6.3

Compounds having the general structure
(RR') are named as "ylidenehydrazones" (see R-5.6.6.2) of the preferred carbonyl compound or by using the
prefix "hydrazono-".
Examples to R-5.6.6.3

R-5.6.6.4 Other nitrogen derivatives of carbonyl compounds. Derivatives of semicarbazide

of the types
and
may be named substitutively by using the functional parent compound name "semicarbazide", or the prefix name "semicarbazono-", or according to
principles of functional class nomenclature, by adding the class name "semicarbazone" as a separate word after the name of the aldehyde RCHO or ketone
. Chalcogen analogues are named
in the same way on the basis of functional parent compound names such as "selenosemicarbazide" and prefix names such as "thiosemicarbazono-", or functional class names such as "thiosemicarbazone".
Examples to R-5.6.6.4

Other derivatives of semicarbazide, and derivatives of carbonohydrazide,
, carbazone,
, and their chalcogen analogues may be named substitutively using these
functional parent compound names and prefix names such as "semicarbazido-", "thiocarbonohydrazido-" and "carbazono-". These prefix names describe a substittuent derived from the appropriate
functional parent compound names by loss of one hydrogen atom from position "1" only.
Examples to R-5.6.6.4



This HTML reproduction is as close as possible to the published version [see IUPAC, Commission on Nomenclature of Organic Chemistry. A Guide to IUPAC Nomenclature of Organic Compounds
(Recommendations 1993), 1993, Blackwell Scientific publications, Copyright 1993 IUPAC]. If you need to cite these rules please quote this reference as their source.
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