Table 4. Relative Rate Constants (log krel)a for the Nitration of Alkylbenzenes with Identical Position for Substitution, Computed Values of Molecular Electrostatic Potentials at 1.5 Å over the Ring Centroid (in a.u., Relative to Benzene) from MP2/6-311++G(3df,2pd) Computations.
| species | log krela | ΔV(1.5) |
|---|---|---|
| benzene | 0.00 | 0.0000 |
| 1,4-dimethylbenzene | 2.47 | –0.0050 |
| 1,3,5-trimethylbenzene | 2.98 | –0.0076 |
| 1,2,3,4-tetramethylbenzene | 3.33 | –0.0094 |
| 1,2,3,5-tetramethylbenzene | 3.27 | –0.0098 |
| 1,2,4,5-tetramethylbenzene | 3.34 | –0.0090 |
| pentamethylbenzene | 3.41 | –0.0116 |
| r | 0.998 |
a
From ref (18) and references therein.