SN1 reaction

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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='right' caption='' scene='' />
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<Structure size='400' frame='true' align='right' caption='' scene='54/542276/Side_view/1' />
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.

Revision as of 14:35, 17 October 2018

The SN1 reaction belongs to the basic reaction in organic chemistry. The number 1 says that it is a monomolecular reaction. This means that in the rate determining step of the reaction, only one of the educts is involved. The kinetic of the reaction therefore follows the reation rate of first order.

In general, substitutions exchange substituents in an organic molecule. One example of an SN1 reactions are the exchange of the Hydroxide in tert-Butanol by a Chloride Ion or

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.

Image:reaction_scheme_sn1.jpg

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

Proteopedia Page Contributors and Editors (what is this?)

Joel L. Sussman, Jaime Prilusky, Angel Herraez, Verena Pietzner

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