What is the IUPAC systematic name for the above compound.
So I know that carboxylic acids have highest priority. Now the length of carbon chain is 7. So I think the name should be 7-ammonioheptanoic acid. Am I correct?
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1$\begingroup$ Since this is a cation, I would suppose there should be "-ium" somewhere. For the neutral molecule, 7‐aminoheptanoic acid is correct IMO. $\endgroup$– andselisk ♦May 23, 2020 at 5:59
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2$\begingroup$ @andselisk Ig, OP used ammonio- which is used as prefix for $\ce{NH4+}$ more commonly. Name seems correct to me, don't know if it's legitimate name according to IUPAC rules.. $\endgroup$– ZenixMay 23, 2020 at 7:00
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2$\begingroup$ @Zenix My bad, you are correct, IUPAC Blue Book from 2013 indeed allows to denote $\ce{-\overset{+}{N}H3}$ with ammonio-. $\endgroup$– andselisk ♦May 23, 2020 at 7:13
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$\begingroup$ ChemDraw dubiously says the name is 6-carboxyhexan-1-aminium ... $\endgroup$– Aniruddha DebMay 23, 2020 at 7:29
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1 Answer
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Interestingly, Ammonium salts come above acids in the seniority table for functional groups (Reference: Wikipedia). Also, the ion in question has an alkyl group attached to it, which makes the suffix aminium rather than the commonly used ammonium. (Reference: Gold Book, Wikipedia) This means that the correct name of the compound is 6-carboxyhexan-1-aminium. This was also checked with ChemDraw online, as mentioned in the comments.
answered May 23, 2020 at 7:39
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$\begingroup$ "suffix" or "prefix" (or am I turned around somehow)? $\endgroup$ May 23, 2020 at 18:27
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$\begingroup$ Suffix=after root word, Prefix=before root word. So in this name, the prefix is carboxy and suffix is aminium $\endgroup$ May 24, 2020 at 4:07