User:Jaime Prilusky/ChiLe

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In general, SN1 substitution can take place when a stable carbocation can be formed. If not, the reaction follows the SN2 mechanism.
In general, SN1 substitution can take place when a stable carbocation can be formed. If not, the reaction follows the SN2 mechanism.
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The SN1 <jmol><jmolLink><script>anim mode once; frame range 1 10; delay 0.5; anim on</script><text>reaction starts</text></jmolLink></jmol> with the removement of a hydroxide-ion out of the molecule, in this case tert-Butanol. By this, a positively charged carbocation with a planar geometry is formed. This step is also the rate-determing step because it is the slowest step in this reaction.
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The SN1 <jmol><jmolLink><script>anim mode once; frame range 1 10; delay 0.5; frame play</script><text>reaction starts</text></jmolLink></jmol> with the removement of a hydroxide-ion out of the molecule, in this case tert-Butanol. By this, a positively charged carbocation with a planar geometry is formed. This step is also the rate-determing step because it is the slowest step in this reaction.
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In the <jmol><jmolLink><script>anim mode once; frame range 11 20; delay 0.5; anim on</script><text>second step</text></jmolLink></jmol>, the haloanion bound to the carbocation, and a neutral haloalkane is formed. With this step, the hydroxy-substituent is replaced by a halogen-substituent.
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In the <jmol><jmolLink><script>anim mode once; frame range 11 20; delay 0.5; frame play</script><text>second step</text></jmolLink></jmol>, the haloanion bound to the carbocation, and a neutral haloalkane is formed. With this step, the hydroxy-substituent is replaced by a halogen-substituent.
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Revision as of 13:19, 18 April 2013

SN1-Substitution of Cl- and tert-Butanol

Drag the structure with the mouse to rotate

In general, SN1 substitution can take place when a stable carbocation can be formed. If not, the reaction follows the SN2 mechanism. The SN1 with the removement of a hydroxide-ion out of the molecule, in this case tert-Butanol. By this, a positively charged carbocation with a planar geometry is formed. This step is also the rate-determing step because it is the slowest step in this reaction. In the , the haloanion bound to the carbocation, and a neutral haloalkane is formed. With this step, the hydroxy-substituent is replaced by a halogen-substituent.

This demo was adapted from http://www.chemieunterricht-interaktiv.de/en/animations/sn1_substutition/sn1_substitution_3d.html by Dr. V. Pietzner, part of the ChiLe project

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Jaime Prilusky

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