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Moon:
Orgo II Tutorial: Epoxide Synthesis & Reactions
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Moon:
Moon:
\({\bf{Synthesis:}}\) uses mCPBA (memorize the structure of this compound and know which oxygen gets donated to the alkene) |dw:1537739243014:dw|
Moon:
syn addition; produces isomers from trans alkenes but only one product from cis alkenes
Moon:
\({\bf{Ring-opening:}}\) behaves differently in acidic vs basic conditions (be able to draw these mechanisms) |dw:1537739451978:dw|
Moon:
|dw:1537739590504:dw|
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Moon:
this mechanism can also occur under basic conditions BUT requires a strong nucleophile like an alkoxide/hydroxide via SN2 (consider hindrance) |dw:1537739834878:dw|
Moon:
Anyway, that's the end of my tutorial, I hope it was a helpful resource. Source material is Organic Chemistry 12th edition by Solomons, et. al.
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