Abstract
Ab initio molecular orbital calculations show that whereas methanol is a stronger acid than water, propyne is a weaker acid than acetylene, and acetic acid is a weaker acid than formic acid, in agreement with gas-phase experimental data. A rationalization for this capability of a methyl substituent to sometimes stabilize and sometimes destabilize anions relative to their parent acids is provided within the framework of perturbation molecular orbital theory.
| Original language | English |
|---|---|
| Pages (from-to) | 6572-6575 |
| Number of pages | 4 |
| Journal | Journal of the American Chemical Society |
| Volume | 100 |
| Issue number | 21 |
| DOIs | |
| State | Published - 1 Jan 1978 |
| Externally published | Yes |
ASJC Scopus subject areas
- Catalysis
- Chemistry (all)
- Biochemistry
- Colloid and Surface Chemistry