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.
|Number of pages||4|
|Journal||Journal of the American Chemical Society|
|State||Published - 1 Jan 1978|
ASJC Scopus subject areas
- Chemistry (all)
- Colloid and Surface Chemistry