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I am confused as to what suffix to use for the following compound:

enter image description here

Should it be carbaldehyde or just -al, like should it be propane-1,2-dicarbaldehyde or should it be propan-1,2-dial?

Or maybe it's 1-methylethane-1,2-dial? I am pretty sure its either of these three or maybe something else.

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    $\begingroup$ This is methyl butandial, also 2-methylsuccinaldehyde $\endgroup$ – Waylander Nov 17 '20 at 10:54
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    $\begingroup$ @Waylander OP is asking about PIN (preferred IUPAC name), which neither of the aforementioned names are. $\endgroup$ – andselisk Nov 17 '20 at 18:38
  • $\begingroup$ According to Chemspider 2-methylsuccinaldehyde is the ACD/IUPAC name chemspider.com/… $\endgroup$ – Waylander Nov 17 '20 at 18:53
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    $\begingroup$ @Waylander I wouldn't consider ChemSpider an authoritative source. To the best of my knowledge, the majority of the "IUPAC" names there are generated automatically, and with quite a poor algorithm. $\endgroup$ – andselisk Nov 19 '20 at 21:03
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You have correctly identified the principal characteristic group as aldehyde.

According to the current version of Nomenclature of Organic Chemistry – IUPAC Recommendations and Preferred Names 2013 (Blue Book), simple mono- and dialdehydes are named substitutively using the suffix ‘al’.

P-66.6.1.1.1 Mono- and dialdehydes derived from alkanes are named substitutively using the suffix ‘al’ added to the name of the parent hydride with elision of the final letter ‘e’ of the parent hydride before ‘a’.

For example: pentanal and pentanedial, respectively. Thus, the compound that is given in the question is a butanedial.

The terminal locants of aldehydes, i.e. ‘1,4’ in case of butanedial, are not cited.

P-14.3.4.1 Terminal locants are not cited in names for mono- and dicarboxylic acids derived from acyclic hydrocarbons and their corresponding acyl halides, amides, hydrazides, nitriles, aldehydes, amidines, amidrazones, hydrazidines, and amidoximes, when unsubstituted or substituted on carbon atoms.

Also the locant ‘2’ of 2-methylbutanedial is not cited.

P-14.3.4.3 The locant is omitted in monosubstituted symmetrical parent hydrides or parent compounds where there is only one kind of substitutable hydrogen.

Therefore, the preferred IUPAC name is methylbutanedial.

methylbutanedial

By way of comparison, the Blue Book contained the similar example ‘2-chlorobutanedioic acid’, which was later corrected to ‘chlorobutanedioic acid’.

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    $\begingroup$ Welcome back, Loong. We missed you. It is great to see you posting great content again. $\endgroup$ – andselisk Nov 19 '20 at 21:09
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  • The parent hydrocarbon chain is butane. The parent functional group is dialdehyde. The side-chain is methyl. According to the IUPAC nomenclature, the given organic compound is 2-methyl-1,4-butanedial.
  • According to the IUPAC nomenclature for Aldehydes, the suffix -carbaldehyde is used only when the aldehyde is attached to a ring chain. The suffix -al is used when the aldehyde is attached to a straight/branched chain.
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