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Statements

Subject Item
dbr:Pseudoacid
rdf:type
yago:WikicatOrganicAcids yago:PhysicalEntity100001930 yago:Relation100031921 yago:Acid114607521 yago:Compound114818238 dbo:ChemicalCompound yago:Substance100019613 yago:Abstraction100002137 yago:Chemical114806838 yago:Matter100020827 yago:Material114580897 yago:Part113809207
rdfs:label
Pseudoacid Псевдокислота
rdfs:comment
A pseudoacid in organic chemistry is a cyclic oxocarboxylic acid. Most commonly, these form from aldehyde and keto carboxylic acids, and the cyclic forms are furanoid (5-ring with oxygen) or pyranoid (6-ring with oxygen). The original pseudoacid to be described as such (using the German Pseudosäuren) was levulinic acid (4-oxopentanoic acid). Unlike the parent (open-form) oxocarboxylic acid, the pseudoacid has a chiral center. Псевдокислота (англ. pseudo acid) — потенційно кислотна сполука, якій для реалізації кислотних властивостей потрібна певна структурна реорганізація, типу кето-енольної таутомеризації, з не надто малою енергією активації для того, щоб проявити нормальні кислотні властивості. Пр., нітроалкани. RCH2NO2 → RCH=NO2H → RCH=NO2– + H+
foaf:depiction
n12:Levulinic_acid_open-cyclic_interconversion.png
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dbc:Organic_acids
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n12:Levulinic_acid_open-cyclic_interconversion.png?width=300
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Псевдокислота (англ. pseudo acid) — потенційно кислотна сполука, якій для реалізації кислотних властивостей потрібна певна структурна реорганізація, типу кето-енольної таутомеризації, з не надто малою енергією активації для того, щоб проявити нормальні кислотні властивості. Пр., нітроалкани. RCH2NO2 → RCH=NO2H → RCH=NO2– + H+ A pseudoacid in organic chemistry is a cyclic oxocarboxylic acid. Most commonly, these form from aldehyde and keto carboxylic acids, and the cyclic forms are furanoid (5-ring with oxygen) or pyranoid (6-ring with oxygen). The original pseudoacid to be described as such (using the German Pseudosäuren) was levulinic acid (4-oxopentanoic acid). Unlike the parent (open-form) oxocarboxylic acid, the pseudoacid has a chiral center. The position of equilibrium in oxocarboxylic acids, toward the open form or the cyclic (pseuodacid) form, is influenced by a number of factors. In aliphatic 4- and 5-oxocarboxylic acids, intervening substituents assists in ring closure. Alkenes with the interacting groups substituted cis to each other also assists in ring closure. Aryl systems with the interacting groups substituted ortho to each other assists in ring closure. Other factors such as the gem-dialkyl effect (Thorpe–Ingold effect), electronic influences, and steric compression can also influence the open-cyclic equilibrium. Like carboxylic acids, pseudoacids have "pseudoacyl" derivatives. These include pseudoacyl halides, pseudoesters, endocyclic and exocyclic-N pseudoamides, and pseudoanhydrides. Like aldehydes and ketones, pseudoacids have "pseudocarbonyl" derivatives also.
gold:hypernym
dbr:Acid
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wikipedia-en:Pseudoacid?oldid=1015400877&ns=0
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wikipedia-en:Pseudoacid
Subject Item
dbr:Keto_acid
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dbr:Pseudoacid
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dbr:Carboxylic_acid
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dbr:Pseudoacid
Subject Item
dbr:Aldehyde
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dbr:Pseudoacid
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wikipedia-en:Pseudoacid
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dbr:Pseudoacid