Kinetic Enolates
The base deprotonates the less hindered alpha hydrogen at low temperature, giving the kinetic enolate anion with less substituted C=C double bond as the major product. This enolate is less stable but it is formed very fast.
Thermodynamic Enolates
The base deprotonates the highly hindered alpha hydrogen, giving the thermodynamic enolate anion with a more substituted C=C double bond as the major product. This enolate is more thermodynamically stable.
Formation of the Kinetic Enolates (Oxyanion)
Consider an unsymmetrical ketone containing two different alpha hydrogen atoms (chemically nonequivalent hydrogen atoms):
Formation of Thermodynamic Enolates (Oxyanion)
Consider an unsymmetrical ketone containing two different alpha hydrogen atoms:
Formation of the Kinetic Enolate Ion
The Formation of Thermodynamic Enolate Ion
Draw the kinetic and thermodynamic enolates formed when 3-methylbutan-2-one (methyl isopropyl ketone) is treated with base....
Draw the kinetic and thermodynamic enolates formed when 3-methylbutan-2-one (methyl isopropyl ketone) is treated with base. Include charges. Draw the oxyanion species;do not draw carbanion resonance forms.
Draw both enolates formed when the ketone is treated with base. Include charges. Draw the oxyanion species; do not draw carbanion resonance forms.
Draw both enolates formed when the ketone is treated with base. Include charges. Draw the oxyanion species; do not draw carbanion resonance forms.
Draw both enolates formed when the ketone is treated with base. Include charges. Draw the oxyanion species; do not draw carbanion resonance forms. iv → Hint Previous Give Up & View Solution Check Answer Next Exit about us Careers privacy policy terms of use contact us help MacBook Pro
Ketones are converted to enolates on treatment with base. Draw the structures of the carbanion enolate formed when the ketone shown is treated with either LDA or tert-butoxide Include all lone pairs of electrons and nonzero formal charges. Do not include counter ions. Have you considered the difference between the two bases used? Have you remembered to include all lone pairs of electrons and nonzero charges your enolate structures? Are you certain about which carbon (s) in the ketone get...
Draw the kinetic and the thermodynamic addition products formed
when one equivalent of HBr reacts with the following compound. Draw
a single product for each. Ignore stereochemical or chiral
isomers.
Draw the kinetic and the thermodynamic addition products formed when one equivalent of HBr reacts with the following compound. Draw a single product for each. Ignore stereochemical or chiral isomers. kinetic product: HBr one equivalent thermodynamic product
Draw the kinetic and the thermodynamic addition products formed when one equivalent of HBr reacts with the following compound. (Draw a single product for each. Ignore stereochemical or chiral isomers.) netic product: H3 HBr one equivalent hermodynamic product:
Draw the kinetic and the thermodynamic addition products formed
when one equivalent of HBr reacts with the following compound.
(Draw a single product for each. Ignore stereochemical or chiral
isomers.) Note: Is this a symmetric or an asymmetric diene? Will it
matter which end of the diene you protonate first?
Look at this link to see the compound HBr is reacting with:
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Draw both resonance structures of the enolate formed when each of the following ketones is treated with a strong base. Show mechanisms.
Draw the structure of the product formed when 2-methylbutanal is
treated with cold aqueous base.