User:Jaime Prilusky/ChiLe

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== S<sub>N</sub>1-Substitution of Cl<sup>-</sup> and ''tert''-Butanol ==
== S<sub>N</sub>1-Substitution of Cl<sup>-</sup> and ''tert''-Butanol ==
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<Structure load='SN1_animation3d.xyz.gz' size='400' frame='true' align='center' caption='' scene='' />
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<Structure load='SN1_animation3d.xyz.gz' size='400' frame='true' align='right' caption='' scene='' />
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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.
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The SN1 <jmol><jmolLink><script></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></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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<jmol><jmolLink><script>frame 1</script><text>First</text></jmolLink></jmol>
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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
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

Revision as of 13:12, 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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