Table 5. Calculated (G3MP2) Acid Dissociation Enthalpies (ΔHACID) for Fulvene-6-carboxylic Acid and Related Acids (kcal/mol).
| acid | ΔHACID (calc)a | ΔHACID (exp)b |
|---|---|---|
| fulvene-6-carboxylic acid (14) | 337.5 | |
| 6-methylfulvene-6-carboxylic acid (7) | 335.6 | 336 ± 3c |
| 5,6-dihydrofulvene-6-carboxylic acid (16) | 342.2 | |
| 6-methyl-5,6-dihydrofulvene-6- carboxylic acid (18) | 341.6 | |
| 3-homofulvene-7-carboxylic acid (20) | 343.2 | |
| triafulvene-4-carboxylic acid (22) | 352.8 | |
| heptafulvene-8-carboxylic acid (24) | 342.8 | |
| benzoic acid | 340.8 | 340.1 ± 2.2 |
| 1,3-cyclopentadiene | 354.2 | 353.9 ± 2.2 |
| acrylic acid | 344.4 | 344.2 ± 2.9 |
| trans-3-fluoroacrylic acid | 339.8 | |
| 3,3-difluoroacrylic acid | 339.1 |
a
The calculated values are corrected for the enthalpy of the proton at STP.
b
Bartmess, J. E. In NIST Standard Reference Database Number 69; Mallard, W. G., Linstrom, P. J., Eds.; National Institute of Standards and Technology: Gaithersburg, MD, 2005 (http://webbook.nist.gov). Bartmess, J. E. In NIST Standard Reference Database Number 69; Mallard, W. G., Linstrom, P. J., Eds.; National Institute of Standards and Technology): Gaithersburg, MD, 2005 (http://webbook.nist.gov.
c
This work.