基于等键反应精确估算1,3-丁二烯与苯分子的离域能

引用本文: 宫梦凡, 张冬菊. 基于等键反应精确估算1,3-丁二烯与苯分子的离域能[J]. 大学化学, 2026, 41(4): 457-463. doi: 10.12461/PKU.DXHX202505036 shu

Citation: Mengfan Gong, Dongju Zhang. Estimating Delocalization Energies of 1,3-Butadiene and Benzene with Isodesmic Reactions: A Relatively Precise Approach[J]. University Chemistry, 2026, 41(4): 457-463. doi: 10.12461/PKU.DXHX202505036 shu

基于等键反应精确估算1,3-丁二烯与苯分子的离域能

宫梦凡 ,
张冬菊 ^,

山东大学化学与化工学院, 山东济南 250100

通讯作者: 张冬菊,E-mail:zhangdj@sdu.edu.cn

基金项目:
国家自然科学基金(22273051)；山东省高等教育本科教学改革研究项目(Z2022169)；山东大学教育教学改革研究项目(2024Z07,2023Y061,2023Y102)；济南市新高校20条项目(202228082)。

摘要: 离域能是阐释共轭有机分子稳定性的核心概念，深度关联结构化学教学中的多个知识点。本文以丁二烯和苯分子为例，介绍基于等键反应的概念，综合运用反应氢化热、反应焓变及量子化学计算结果，较精确估算离域能的方法。结果表明，丁二烯与苯的离域能分别为14.2和127.6 kJ·mol^-1。本文所用方法及计算结果有助于加深学生对共轭分子离域能概念内涵的理解，并提升对1,3-丁二烯与苯结构及性能的认识。

关键词:

English

Estimating Delocalization Energies of 1,3-Butadiene and Benzene with Isodesmic Reactions: A Relatively Precise Approach

Mengfan Gong ,
Dongju Zhang ^,

School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, Shandong Province, China

Corresponding author: Dongju Zhang, zhangdj@sdu.edu.cn

Received Date: 14 May 2025
Accepted Date: 30 June 2025
Available Online: 15 September 2025

Abstract: Delocalization energy serves as a fundamental concept for understanding the stability of conjugated organic molecules, with direct relevance to multiple core topics in structural chemistry education. Using 1,3-butadiene and benzene as representative examples, this study presents a refined approach for accurately estimating delocalization energies. The methodology incorporates the concept of isodesmic reactions while integrating experimental data from hydrogenation heats, reaction enthalpy changes, and quantum chemical computation results. Our calculations yield delocalization energies of 14.2 kJ·mol^-1 for 1,3-butadiene and 127.6 kJ·mol^-1 for benzene. The proposed method and obtained results not only facilitate students' conceptual understanding of delocalization in conjugated systems but also provide enhanced insight into the structure-property relationships of these fundamental organic compounds.

Key words:

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沈阳化工大学材料科学与工程学院沈阳 110142

基于等键反应精确估算1,3-丁二烯与苯分子的离域能

通讯作者: 张冬菊,E-mail:zhangdj@sdu.edu.cn

English

Estimating Delocalization Energies of 1,3-Butadiene and Benzene with Isodesmic Reactions: A Relatively Precise Approach

Corresponding author: Dongju Zhang, zhangdj@sdu.edu.cn

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

基于等键反应精确估算1,3-丁二烯与苯分子的离域能

通讯作者: 张冬菊,E-mail:zhangdj@sdu.edu.cn

English

Estimating Delocalization Energies of 1,3-Butadiene and Benzene with Isodesmic Reactions: A Relatively Precise Approach

Corresponding author: Dongju Zhang, zhangdj@sdu.edu.cn

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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