Determination of reactivity by MO theory. 27. Molecular orbital study of the gas-phase decarboxylation of but-3-enoic acid
✍ Scribed by Ikchoon Lee; Jeoung Ki Cho; Bon-Su Lee
- Publisher
- John Wiley and Sons
- Year
- 1984
- Tongue
- English
- Weight
- 512 KB
- Volume
- 5
- Category
- Article
- ISSN
- 0192-8651
No coin nor oath required. For personal study only.
✦ Synopsis
The MIND0/3 calculations were performed on the potential energy profile involved in the equilibrium crotonic acid == isocrotonic acid s but-3-enoic acid Optimized structures of stable molecules and transition states have been determined; thermodynamic stabilities of pure acids and barriers indicated that the equilibrium can be set up from any acids. I t was argued that direct decarboxylation is only conceivable from (I), since in this process a 1,5-hydrogen shift is involved, whereas a higher barrier process of 1,3-hydrogen shift is required in direct decarboxylations from other acids. Direct interconversion of (I) and ( 111) was found to be unfavorable due to a high barrier involved.