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Mechanistic Investigation into the Rearrangement of Lactone into Methacrylic Acid over Phosphomolybdic Acid Catalyst

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Abstract

The rearrangement of 3-methyl-2-oxetanone (lactone) into methacrylic acid has been explored using DFT methods. Calculations were performed for (i) intramolecular, (ii) lactone-lactone and (iii) water and phosphomolybdic acid catalyzed conversions. The water and acid surface catalyzed route exhibited the lowest activation barrier (156 kJ mol−1) of the three reaction pathways and overall is slightly endothermic (∆H f = 37 kJ mol−1).

Graphical Abstract

The rearrangement of 3-methyl-2-oxetanone (lactone) into methacrylic acid is catalyzed by water and phosphomolybdic acid with an activation barrier of 156 kJ mol−1.

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Acknowledgements

The authors gratefully acknowledge the valuable contributions of Chris Fellows. Financial assistance from the University of New England and the Australian Postgraduate Award are also appreciated.

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Authors and Affiliations

  1. Department of Physical Chemistry, Hanoi National University of Education, Hanoi, Vietnam

    Ngoc Ha Nguyen & Cam Le Minh

  2. Chemistry, School of Science and Technology, University of New England, Armidale, Australia

    Shane Kendell & Trevor Brown

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  1. Ngoc Ha Nguyen
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  2. Shane Kendell
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  3. Cam Le Minh
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  4. Trevor Brown
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Correspondence to Shane Kendell.

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Nguyen, N.H., Kendell, S., Le Minh, C. et al. Mechanistic Investigation into the Rearrangement of Lactone into Methacrylic Acid over Phosphomolybdic Acid Catalyst. Catal Lett 136, 28–34 (2010). https://doi.org/10.1007/s10562-010-0321-4

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  • DOI: https://doi.org/10.1007/s10562-010-0321-4

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