further chem
padped: protonation-addition-deprotonation-protonation-elimination-deprotonation

can happen intramolecularly (lactones)

acid catalysed:

cannot occur under basic conditions:

  • addition of gives a di-anion, i.e. both oxygens would have a negative charge
  • elimination would result in leaving group being or (which is super bad)



justifying why water leaves:

actually… they both leave similarly

another way:

  • Le Chatelier’s principle:
    • dean-stark trap