Interestingly, the IUPAC name for the singly protonated species appears to require the locant for the protonated nitrogen, despite its being nominally superfluous, likely due to logic similar to the methyl group in the hydrocarbon discussed in this question.
Interestingly, the IUPAC name for the singly protonated species appears to require the locant for the protonated nitrogen, despite its being nominally superfluous, likely due to logic similar to the methyl group in the hydrocarbon discussed in this question.
P-73.1.1.2 General rule for systematically naming cationic centers in parent hydrides
A cation derived formally by adding one or more hydrons to any position of a neutral parent hydride (listed in Chapter P-2), or whose degree of hydrogenation has been modified (see P-31) is named by replacing the final letter ‘e’ of the parent hydride name, if any, by the suffix ‘ium’, preceded by multiplying prefixes ‘di’, ‘tri’, etc. to denote the multiplicity of identical cationic centers. (…)
Therefore, the preferred IUPAC names are piperazin-1-ium and piperazine-1,4-diium, respectively.
P-73.1.1.2 General rule for systematically naming cationic centers in parent hydrides
A cation derived formally by adding one or more hydrons to any position of a neutral parent hydride (listed in Chapter P-2), or whose degree of hydrogenation has been modified (see P-31) is named by replacing the final letter ‘e’ of the parent hydride name, if any, by the suffix ‘ium’, preceded by multiplying prefixes ‘di’, ‘tri’, etc. to denote the multiplicity of identical cationic centers. (…)
Therefore, the preferred IUPAC names are piperazin-1-ium and piperazine-1,4-diium, respectively.
the final letter ‘e’ of the parent hydride name, if any, by the suffix ‘ium’, preceded by multiplying prefixes..." Shouldnt it be piperazin-1,4-diium, without the e immediately before the locants?More
@hBy2Py The elision of vowels is described in more detail in Subsection P-16.7: “Vowels are systematically elided as follows: (a) the terminal letter ‘e’ in names of parent hydrides (…) when followed by a suffix or an ending beginning with ‘a’, ‘e’, ‘i’, ‘o’, ‘u’, or ‘y’;” Therefore, it’s “piperazinium” but “piperazinediium”.More
Thanks to AvnishKabaj reminding me of ChemSpider's structure search, the names for these compounds are piperazin-1-ium and piperazinediium.
Interestingly, the IUPAC name for the singly protonated species appears to require the locant for the protonated nitrogen, despite its being nominally superfluous, likely due to logic similar to the methyl group in the hydrocarbon discussed in this question.
Thanks to AvnishKabaj reminding me of ChemSpider's structure search, the names for these compounds are piperazin-1-ium and piperazinediium.
Interestingly, the IUPAC name for the singly protonated species appears to require the locant for the protonated nitrogen, despite its being nominally superfluous, likely due to logic similar to the methyl group in the hydrocarbon discussed in this question.
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The relevant rule in the current (corrected) version of Nomenclature of Organic Chemistry – IUPAC Recommendations and Preferred Names 2013 (Blue Book) is:
Therefore, the preferred IUPAC names are piperazin-1-ium and piperazine-1,4-diium, respectively.
The relevant rule in the current (corrected) version of Nomenclature of Organic Chemistry – IUPAC Recommendations and Preferred Names 2013 (Blue Book) is:
Therefore, the preferred IUPAC names are piperazin-1-ium and piperazine-1,4-diium, respectively.
More
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