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Carboxylic Acid Derivative Mechanism: oxan-2-one ?

  • JensenBreck
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7 years 1 month ago #707 by JensenBreck
JensenBreck created the topic: Carboxylic Acid Derivative Mechanism: oxan-2-one ?
hello,

Mechanism takes place in acidic solution.
1) Protonate the carbonyl oxygen.
2) Break the pi bond and neutralize positive charge. Oxygen on methanol attacks carbon to form tetrahedral intermediate.
3) Electrons come down to reform pi bond and carbonyl. Ring oxygen is best leaving group. Ring is broken.
4) Proton transfer from positive charged ester to O-.


Thanks!



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