Matches in DBpedia 2016-04 for { <http://dbpedia.org/resource/Enol> ?p ?o }
- Enol abstract "Enols, or more formally, alkenols, are a type of reactive structure or intermediate in organic chemistry that is represented as an alkene (olefin) with a hydroxyl group attached to one end of the alkene double bond. The terms enol and alkenol are portmanteaus deriving from \"-ene\"/\"alkene\" and the \"-ol\" suffix indicating the hydroxyl group of alcohols, dropping the terminal \"-e\" of the first term. Generation of enols often involves removal of a hydrogen adjacent (α-) to the carbonyl group—i.e., deprotonation, its removal as a proton, H+. When this proton is not returned at the end of the stepwise process, the result is an anion termed an enolate (see images at right). The enolate structures shown are schematic; a more modern representation considers the molecular orbitals that are formed and occupied by electrons in the enolate. Similarly, generation of the enol often is accompanied by \"trapping\" or masking of the hydroxy group as an ether, such as a silyl enol ether.Critically, the terminus of the double bond in enols, enolates, and silyl enol ethers that lacks the hydroxyl group is nucleophilic, and so can act as an electron donor in reactions with electrophilic organic compounds; this reactivity underlies the tremendous importance of enol-based intermediates in a wide array of important life processes (i.e., in biochemistry, as intermediates in enzyme-catalysed reactions), as well as being central to modern synthetic organic chemistry (e.g., in applications of aldol and related reactions). The importance of enols in accomplishing nature and humankind's chemical transformations makes them irreplaceable. The process to form enols and related structures requires at least one hydrogen atom on a carbon adjacent to a carbonyl group, a requirement that is met in various aldehyde, ketone, ester, and other more complicated organic compounds, including many carbocycles and heterocycles.The process by which they form, keto-enol tautomerization, is an isomerization of a parent organic compounds, involving interconversion via formal migration of a hydrogen atom accompanied by switch of adjacent single and double bonds, in this case, the hydrogen atom in the position immediately adjacent (α-) to the carbonyl group, as was shown and discussed above. The types and sizes of the substituents in the vicinity of the enol and enolate (e.g., R1, R2, and R3 in the image above), and the particulars of reaction solvent, additives, and temperature contribute to the stability of the enol-type isomer, and fix the point at which an equilibrium lies, and for enols, the ability of the enol's hydroxyl group to hydrogen bond with an adjacent group can make it the preponderant isomer in solution (e.g., 3:1 and more over the keto form). Moreover, the substituents and conditions determine the preponderant conformations of these reactive species, and therefore dictate the stereochemical outcomes of their reactions. In biochemical transformations, the control of such reactions has been understood as exquisite for as long as the reactions have been studied, and in modern chemical syntheses the same control is increasingly being achieved by man. Likewise, more complex substituents contribute to further unique reactivities, such as in enediols, alkenes with two hydroxyl groups, one on each end of the double bond, which appear in such structures as that of vitamin C, and contribute to its important redox properties.".
- Enol thumbnail Keto-Enol-Tautomerie.png?width=300.
- Enol wikiPageExternalLink Section_13.1%3a_Tautomers.
- Enol wikiPageID "1238210".
- Enol wikiPageLength "13654".
- Enol wikiPageOutDegree "117".
- Enol wikiPageRevisionID "674493770".
- Enol wikiPageWikiLink 3-Pentanone.
- Enol wikiPageWikiLink Acetylacetone.
- Enol wikiPageWikiLink Alcohol.
- Enol wikiPageWikiLink Aldehyde.
- Enol wikiPageWikiLink Aldol_reaction.
- Enol wikiPageWikiLink Alicyclic_compound.
- Enol wikiPageWikiLink Alkene.
- Enol wikiPageWikiLink Alpha_and_beta_carbon.
- Enol wikiPageWikiLink Antioxidant.
- Enol wikiPageWikiLink Ascorbic_acid.
- Enol wikiPageWikiLink Biochemistry.
- Enol wikiPageWikiLink Brønsted–Lowry_acid–base_theory.
- Enol wikiPageWikiLink Butanone.
- Enol wikiPageWikiLink Carbanion.
- Enol wikiPageWikiLink Carbonyl.
- Enol wikiPageWikiLink Category:Alcohols.
- Enol wikiPageWikiLink Category:Alkenes.
- Enol wikiPageWikiLink Category:Biosynthesis.
- Enol wikiPageWikiLink Category:Chemical_reactions.
- Enol wikiPageWikiLink Category:Enols.
- Enol wikiPageWikiLink Category:Functional_groups.
- Enol wikiPageWikiLink Category:Metabolism.
- Enol wikiPageWikiLink Category:Reactive_intermediates.
- Enol wikiPageWikiLink Chemical_equilibrium.
- Enol wikiPageWikiLink Conformational_isomerism.
- Enol wikiPageWikiLink Deprotonation.
- Enol wikiPageWikiLink Double_bond.
- Enol wikiPageWikiLink Electrophile.
- Enol wikiPageWikiLink Enol.
- Enol wikiPageWikiLink Enolase.
- Enol wikiPageWikiLink Enzyme.
- Enol wikiPageWikiLink Ester.
- Enol wikiPageWikiLink Glucic_acid.
- Enol wikiPageWikiLink Heterocyclic_compound.
- Enol wikiPageWikiLink Hydrogen_bond.
- Enol wikiPageWikiLink Hydroxyl.
- Enol wikiPageWikiLink Ion.
- Enol wikiPageWikiLink Ketone.
- Enol wikiPageWikiLink Keto–enol_tautomerism.
- Enol wikiPageWikiLink Lithium_diisopropylamide.
- Enol wikiPageWikiLink Lobry_de_Bruyn–van_Ekenstein_transformation.
- Enol wikiPageWikiLink Malondialdehyde.
- Enol wikiPageWikiLink Methine_group.
- Enol wikiPageWikiLink Methylene_group.
- Enol wikiPageWikiLink Mole_fraction.
- Enol wikiPageWikiLink Molecular_orbital.
- Enol wikiPageWikiLink Molecular_orbital_theory.
- Enol wikiPageWikiLink Nucleophile.
- Enol wikiPageWikiLink Organic_chemistry.
- Enol wikiPageWikiLink Organic_compound.
- Enol wikiPageWikiLink Organic_synthesis.
- Enol wikiPageWikiLink Portmanteau.
- Enol wikiPageWikiLink Protecting_group.
- Enol wikiPageWikiLink Proton.
- Enol wikiPageWikiLink Reaction_intermediate.
- Enol wikiPageWikiLink Redox.
- Enol wikiPageWikiLink Reducing_agent.
- Enol wikiPageWikiLink Reductic_acid.
- Enol wikiPageWikiLink Resonance_(chemistry).
- Enol wikiPageWikiLink Silyl_enol_ether.
- Enol wikiPageWikiLink Stereochemistry.
- Enol wikiPageWikiLink Steric_effects.
- Enol wikiPageWikiLink Structural_isomer.
- Enol wikiPageWikiLink Tautomer.
- Enol wikiPageWikiLink Valence_bond_theory.
- Enol wikiPageWikiLink Vitamin_C.
- Enol wikiPageWikiLink File:Ascorbic_acidity3.png.
- Enol wikiPageWikiLink File:Enolate-pi-MOs.png.
- Enol wikiPageWikiLink File:Enolate2.svg.
- Enol wikiPageWikiLink File:Keto-Endiol-Tautomerie.svg.
- Enol wikiPageWikiLink File:Keto-Enol-Tautomerie.png.
- Enol wikiPageWikiLink File:Keto-Enol-Tautomerie3.svg.
- Enol wikiPageWikiLink File:L-Ascorbic_acid.svg.
- Enol wikiPageWikiLink File:Malondialdehyde.png.
- Enol wikiPageWikiLink File:Reductic_acid.svg.
- Enol wikiPageWikiLink File:Tartronaldehyde.svg.
- Enol wikiPageWikiLinkText ""enediol"".
- Enol wikiPageWikiLinkText "Enol".
- Enol wikiPageWikiLinkText "Enol#Reductones".
- Enol wikiPageWikiLinkText "Enolate".
- Enol wikiPageWikiLinkText "Enolic derivatives".
- Enol wikiPageWikiLinkText "Keto anions".
- Enol wikiPageWikiLinkText "cis-endiol".
- Enol wikiPageWikiLinkText "ene-diol".
- Enol wikiPageWikiLinkText "enol or enolate".
- Enol wikiPageWikiLinkText "enol".
- Enol wikiPageWikiLinkText "enolate anion".
- Enol wikiPageWikiLinkText "enolate".
- Enol wikiPageWikiLinkText "enolizable".
- Enol wikiPageWikiLinkText "non-enolizable".
- Enol wikiPageWikiLinkText "reductones".
- Enol align "right".
- Enol alt "TBD".