Difference between revisions of "Hannah"

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:may also be referred to as an alkenol
 
:may also be referred to as an alkenol
  
The basic reaction [[File:tautomerism.png|200px]]
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The basic reaction [[File:tautomerism.png|250px]]
 +
 
 +
==Why Tautomerization Matters==
 +
-Different solvents may change the equilibrium of the keto- and enol- forms
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-Tautomers in DNA replication have been hypothesized to contribute to mutagenic mispairings
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-A greater diversity of nucleic acid bases [[File:RNA.gif|400px]]
  
 
==Keto Acetylacetone==
 
==Keto Acetylacetone==
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:PubChem's 3D structure has both oxygens pointing in the same direction (left) while NIST has the oxygens pointing in different directions (right)
 
:PubChem's 3D structure has both oxygens pointing in the same direction (left) while NIST has the oxygens pointing in different directions (right)
  
:[[File:Acetylacetone_400×300_3D_Conformer.png|200px]] [[File:ketoacetylacetoneStructure.png|200px]]
+
:[[File:Acetylacetone_400×300_3D_Conformer.png|200px]] [[File:ketoacetylacetoneStructure.png|150px]]
  
 
Proton NMR (Hartree-Fock)
 
Proton NMR (Hartree-Fock)

Revision as of 20:19, 15 April 2021

Tautomers of Acetylacetone (C5H8O2)

Usually the keto tautomer is favored

Keto = ketone

Enol = alcohol

may also be referred to as an alkenol

The basic reaction Tautomerism.png

Why Tautomerization Matters

-Different solvents may change the equilibrium of the keto- and enol- forms -Tautomers in DNA replication have been hypothesized to contribute to mutagenic mispairings -A greater diversity of nucleic acid bases RNA.gif

Keto Acetylacetone

With geometry optimization Molecule (2).png

PubChem's 3D structure has both oxygens pointing in the same direction (left) while NIST has the oxygens pointing in different directions (right)
Error creating thumbnail: File missing
KetoacetylacetoneStructure.png

Proton NMR (Hartree-Fock) NmrKetoZoomed.png

Enol Acetylacetone

Molecule.png

Proton NMR (Hartree-Fock) NmrEnol2.png