Nucleophilicity of an aldehyde

  • Thread starter Deathcrush
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  • #1
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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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  • #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?
 
  • #3
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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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