Role of Anhydride in the Ketonization of Carboxylic Acid: Kinetic Study on Dimerization of Hexanoic Acid
- Role of Anhydride in the Ketonization of Carboxylic Acid: Kinetic Study on Dimerization of Hexanoic Acid
- 서동진; 최재욱; 하정명; 이윤수; 우예솔; 이창하; 박명준
- Issue Date
- Industrial & engineering chemistry research
- VOL 56, NO 4-880
- Ketonization of hexanoic acid (CH3(CH2)4COOH) to produce 6-undecanone ((CH3(CH2)4)2CO) was performed and the reaction pathway was investigated through a kinetic study. Unlike studies suggesting β-keto acid as an undetectable intermediate of ketonization, hexanoic anhydride ((CH3(CH2)4)COOCO(CH2)4CH3) was observed to form as a result of the condensation of two hexanoic acid molecules by the loss of a water molecule. In order to investigate the role of hexanoic anhydride on the ketonization reaction, this kinetic study compared the performances of the reaction rate equations under different models for the reaction mechanism. Results indicate that ketonization occurs by the condensation of two hexanoic acid molecules producing hexanoic anhydride, followed by decarboxylation to produce 6-undecanone. By contrast, the formation of a β-keto acid is not observed in any experimental attempt.
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