5259 Table I. Comparative Gas Phase Acidities and Estimates (kcal/mol) of Bond Dissociation Energies and Electron Affinities Bond energies Phenol Benzoic acid Acetic acid Malononitrile p-Nitrophenol 2,4,6-Trinitrotoluene Picric acid
Electron affinities.
Lower Acidity than H02 [CeHsO-H] = 88.3b
[CeHsO] 5SC
Higher Acidity than HOz but Lower than HCl [CBH~COO-H] = llOd [CHaCOO-HI = llOd Higher Acidity than HOn and HC1 but Lower than HBr [(CH)zCH-H] = 80' [NOZC~H~O-H =] 88.3b [(N02)3CeHzCHz-H] = 8 5 0 Higher Acidity than HOz, HC1, HBr, and H I [(NOz)&eHz0-H] = 88.3b
75 < [CeHsCOO]
