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Essay

epoxide

Essay specific features

 

Issue:

Book Reports

 

Written by:

Chris A

 

Date added:

February 26, 2015

 

Level:

University

 

Grade:

B

 

No of pages / words:

2 / 409

 

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4471 times

 

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Essay content:

Both carbons of an epoxide ring are electrophilic, so either might react. 5. In basic or neutral conditions reactions with epoxides usually follow a Sn2 mechanism and react at the less hindered secondary carbon with inversion of configuration. 6. Nucleophilic ring opening can also be accomplished in acid solution, The oxygen is firstprotonated thus making it a better leaving group, which is usually an SN1 rxn, but in this case it follows in between and Sn1 and Sn2 with stereochemistry of nucleophile approaching from the side opposite the leaving oxygen: the regiochemistry is that predicted by Sn1 mechanism with substitution occurring at the more stable carbocation...
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Nucleophilic ring opening can also be accomplished in acid solution, The oxygen is firstprotonated thus making it a better leaving group, which is usually an SN1 rxn, but in this case it follows in between and Sn1 and Sn2 with stereochemistry of nucleophile approaching from the side opposite the leaving oxygen: the regiochemistry is that predicted by Sn1 mechanism with substitution occurring at the more stable carbocation...
displayed 300 characters

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