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IUPAC naming for compounds containing carboxylic acid and anhydride together?
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Ole Henry Norback
IUPAC naming for compounds containing carboxylic acid and anhydride together?
Acids are senior to anhydrides; therefore, a compound that contains both functional groups is named as acid.
The acid is substituted using the usual principles of substitutive nomenclature. The prefix ‘oxo’, denoting $\ce{=O}$, is used to indicate a carbonyl group when the group cannot be cited as suffix. The group $\ce{R-CO-O-{}}$ is indicated by an acyloxy prefix (e.g. ‘acetyloxy’, ‘propanoyloxy’, etc.).
For example: 3-(acetyloxy)-3-oxopropanoic acid
(Cyclic anhydrides, however, are named as heterocyclic pseudo ketones.)
Acids are senior to anhydrides; therefore, a compound that contains both functional groups is named as acid.
The acid is substituted using the usual principles of substitutive nomenclature. The prefix ‘oxo’, denoting $\ce{=O}$, is used to indicate a carbonyl group when the group cannot be cited as suffix. The group $\ce{R-CO-O-{}}$ is indicated by an acyloxy prefix (e.g. ‘acetyloxy’, ‘propanoyloxy’, etc.).
For example: 3-(acetyloxy)-3-oxopropanoic acid
(Cyclic anhydrides, however, are named as heterocyclic pseudo ketones.)
@user282856 According to current IUPAC recommendations (2013), acyl groups from the carboxylic acids that have retained names are used as preferred prefixes. Since ‘acetic acid’ is the preferred IUPAC name, ‘acetyl’ is the preferred prefix. The corresponding systematic alternatives ‘ethanoic acid’ and ‘ethanoyl’ may be used in general nomenclature. The name ‘acetyloxy’ is the preferred prefix for the group $\ce{CH3-CO-O-{}}$; the contracted name ‘acetoxy’ may be used in general nomenclature.More
@user34388 Yes, parentheses are used around compound prefixes as in ‘3-(acetyloxy)’ (‘acetyloxy’ = ‘acetyl’ + ‘oxy’) or ‘(chloromethyl)benzene’ (‘chloromethyl’ = ‘chloro’ + ‘methyl’), but not around the contracted prefix ‘acetoxy’, which may be used in general nomenclature.More
Acids are senior to anhydrides; therefore, a compound that contains both functional groups is named as acid.
The acid is substituted using the usual principles of substitutive nomenclature. The prefix ‘oxo’, denoting $\ce{=O}$, is used to indicate a carbonyl group when the group cannot be cited as suffix. The group $\ce{R-CO-O-{}}$ is indicated by an acyloxy prefix (e.g. ‘acetyloxy’, ‘propanoyloxy’, etc.).
For example: 3-(acetyloxy)-3-oxopropanoic acid
(Cyclic anhydrides, however, are named as heterocyclic pseudo ketones.)
Acids are senior to anhydrides; therefore, a compound that contains both functional groups is named as acid.
The acid is substituted using the usual principles of substitutive nomenclature. The prefix ‘oxo’, denoting $\ce{=O}$, is used to indicate a carbonyl group when the group cannot be cited as suffix. The group $\ce{R-CO-O-{}}$ is indicated by an acyloxy prefix (e.g. ‘acetyloxy’, ‘propanoyloxy’, etc.).
For example: 3-(acetyloxy)-3-oxopropanoic acid
(Cyclic anhydrides, however, are named as heterocyclic pseudo ketones.)
More
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