Esterification

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In the <jmol><jmolLink><script>anim mode once; frame range 11 19; delay 0.5; frame play</script><text>second step</text></jmolLink></jmol> the alcohol attacks the protonated carbonyl group to create a tetrahedral intermediate structure.
In the <jmol><jmolLink><script>anim mode once; frame range 11 19; delay 0.5; frame play</script><text>second step</text></jmolLink></jmol> the alcohol attacks the protonated carbonyl group to create a tetrahedral intermediate structure.
In the <jmol><jmolLink><script>anim mode once; frame range 20 41; delay 0.5; frame play</script><text>third step</text></jmolLink></jmol> a proton is lost at one oxygen atom and bonds to another oxygen atom.
In the <jmol><jmolLink><script>anim mode once; frame range 20 41; delay 0.5; frame play</script><text>third step</text></jmolLink></jmol> a proton is lost at one oxygen atom and bonds to another oxygen atom.
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In the <jmol><jmolLink><script>anim mode once; frame range 41 50; delay 0.5; frame play</script><text>fourth step</text></jmolLink></jmol> water molecule leaves the structure.
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In the <jmol><jmolLink><script>anim mode once; frame range 41 50; delay 0.5; frame play</script><text>fourth step</text></jmolLink></jmol> a water molecule leaves the structure.
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In the <jmol><jmolLink><script>anim mode once; frame range 50 50; delay 0.5; frame play</script><text>fifth step</text></jmolLink></jmol> .
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In the <jmol><jmolLink><script>anim mode once; frame range 51 59; delay 0.5; frame play</script><text>fifth step</text></jmolLink></jmol> a proton (H+) leaves the carbonyl group, transfers to a base and '''ester''' is formed.
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[[Image:Esterification Mechanism.png|550px]] <br>
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[[Image:Esterification mechanism - Vera.jpg|550px]] <br>
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An animated example of this reaction is shown. Please click on the buttons below to '''animate''' the reaction with different representations. Use the '''popup''' button to enlarge the view and the '''quality''' button to turn on anti-aliasing.
An animated example of this reaction is shown. Please click on the buttons below to '''animate''' the reaction with different representations. Use the '''popup''' button to enlarge the view and the '''quality''' button to turn on anti-aliasing.

Current revision

Esterification of fatty acid with ethanol

Drag the structure with the mouse to rotate

See also

SN1 reaction: Substitution of Cl− and tert-Butanol
SN2 reaction: substitution of Cl− and methanol

References

  1. ↑ ChiLe Web Site

Proteopedia Page Contributors and Editors (what is this?)

Veronika Pelekhov, Joel L. Sussman, Jaime Prilusky

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