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Nucleophilicity of an aldehyde

  1. Jul 2, 2011 #1
    Does anyone know if an aldehyde, specifically, acetaldehyde behaves as a good nucleophile? I'm trying to insert an aldehyde in an aromatic compound through an aromatic nucleophilic substitution, any information or source to pKa data would also be appreciated, thanks!
  2. jcsd
  3. Jul 7, 2011 #2


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    Are you trying to preserve the aldehyde functionality in your product? Are you trying to fomylate an aromatic group? Is the aromatic group electron rich?
  4. Jul 7, 2011 #3
    Yes, actually I want to do the molecule attached, as you can see, it is not an activated system, thats why I thought I could use aromatic nucleophilic substitution

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