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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!
     
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  3. Jul 7, 2011 #2

    chemisttree

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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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