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Neucleophilic Acyl substitution of unsymmetrical Acid Anhydrides

  1. Oct 19, 2011 #1
    Consider the following reaction:

    RCOO-COR + R'-OH → RCOO-R' + RCOOH (where -R is an alkyl group)

    In above reaction the acid anhydride and an alcohol forms ester and carboxylic acid.
    The acid anhydride used in this case is a symmetrical on that is containing only one alkyl group (R). My question is that if it is unsymmetrical (say R1COO-COR2), which alkyl group will form ester and which alkyl group will form carboxylic acid. That is will ester formed will have R1 or R2 ?
     
  2. jcsd
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