Table 2.
ΔErxn in kcal/mol for bimolecular reaction with a hydrogen atom producing H2 and a chlorinated phenoxyl radical. The values for phenol are also reported for reference. Values relative to phenol are given in parentheses. The model chemistries are B3LYP/6-31G(d,p) (I), BHandHLYP/6-31G(d,p) (II), BHandHLYP/aug-cc-pVDZ (III) and QCISD(T)/6-31G(d,p)// BHandHLYP/6-31G(d,p) (IV).
| Compound | I | II | III | IV |
|---|---|---|---|---|
| Phenol | −24.0 | −23.1 | −18.8 | −16.4 |
| 2-Chlorophenol | −22.2 (+1.8) | −20.8 (+2.3) | −16.4 (+2.4) | −14.7 (+1.7) |
| 3-Chlorophenol | −22.9 (+1.1) | −21.8 (+1.3) | −17.8 (+1.0) | −15.2 (+1.2) |
| 4-Chlorophenol | −24.6 (−0.6) | −23.2 (−0.1) | −19.4 (−0.6) | −16.9 (−0.5) |
| 2,3-Dichlorophenol | −21.5 (+2.5) | −20.0 (+3.1) | −15.7 (+3.1) | |
| 2,4-Dichlorophenol | −23.0 (+1.0) | −21.1 (+2.0) | −17.2 (+1.6) | |
| 2,5-Dichlorophenol | −21.4 (+2.6) | −19.8 (+3.3) | −15.6 (+3.2) | |
| 2,6-Dichlorophenol | −23.4 (+0.6) | −21.5 (+1.6) | −17.2 (+1.6) | |
| 3,4-Dichlorophenol | −23.7 (+0.3) | −22.1 (+1.0) | −18.4 (+0.4) | |
| 3,5-Dichlorophenol | −21.8 (+2.2) | −20.7 (+2.4) | −16.7 (+2.1) | |
| 2,3,4-Trichlorophenol | −22.4 (+1.6) | −20.4 (+2.7) | −16.4 (+2.4) | |
| 2,3,5-Trichlorophenol | −20.7 (+3.3) | −19.0 (+4.1) | −14.8 (+4.0) | |
| 2,3,6-Trichlorophenol | −23.0 (+1.0) | −20.9 (+2.2) | −16.7 (+2.1) | |
| 2,4,5-Trichlorophenol | −22.3 (+1.7) | −20.3 (+2.8) | −16.4 (+2.4) | |
| 2,4,6-Trichlorophenol | −24.3 (−0.3) | −22.0 (+1.1) | −18.0 (+0.8) | |
| 3,4,5-Trichlorophenol | −22.7 (+1.3) | −21.1 (+2.0) | −17.4 (+1.4) | |
| 2,3,4,5-Tetrachlorophenol | −19.4 (+3.7) | −15.5 (+3.3) | ||
| 2,3,5,6-Tetrachlorophenol | −20.4 (+2.7) | −16.2 (+2.6) | ||
| 2,3,4,6-Tetrachlorophenol | −21.3 (+2.8) | −17.4 (+1.4) | ||
| Pentachlorophenol | −20.7 (+2.4) | −16.8 (+2.0) |