Chemistry Department, University of Ottawa, Ottawa, Ontario, K1N 6N5 Canada.
J Phys Chem A. 2012 Jul 5;116(26):7196-209. doi: 10.1021/jp303780m. Epub 2012 Jun 22.
This study extends a previous publication on group additivity values (GAVs) for the elements C, H, and O, to include the elements nitrogen, sulfur, and the halogens. The present state and utility of the Benson additivity schemes for estimating the enthalpy of formation (Δ(f)H(0)) of organic compounds are again described, extending them to include more elements. Old and new GAVs for a wide variety of compounds are provided and are revised where necessary. When new terms are proposed, or old ones are significantly altered, the rationale for so doing is presented. GAV derived ring strain values for benzene and pyridine indicate that the aromatic stabilization of each is essentially the same. As before, the thermochemical consequences of replacing one functional group by another are also shown, thus permitting quick shortcuts to the estimation of new Δ(f)H(0) values.
本研究扩展了之前关于 C、H 和 O 元素的组加和值（GAV）的出版物，将 N、S 和卤素元素包括在内。本研究再次描述了 Benson 加和方案在估算有机化合物生成焓（Δ(f)H(0)）中的现状和效用，并将其扩展到包括更多的元素。提供了广泛的化合物的新旧 GAV，并在必要时进行了修订。当提出新术语或对旧术语进行重大修改时，会给出这样做的基本原理。对于苯和吡啶的 GAV 衍生的环应变值表明，每个的芳香稳定性基本相同。与之前一样，还展示了用另一个官能团取代一个官能团的热化学后果，从而可以快速估算新的 Δ(f)H(0)值。
