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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. | ||
| - | The SN1 <jmol><jmolLink><script>anim mode once; frame 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. | + | 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. |
| - | In the <jmol><jmolLink><script>anim mode once; frame 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. | + | 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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Revision as of 13:17, 18 April 2013
SN1-Substitution of Cl- and tert-Butanol
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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. 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
