杜瓦苯与苯的共振结构

doi:10.3866/PKU.DXHX202008014

Abstract

Abstract:

The domestic organic chemistry textbooks use different numbers of contributing structures when introducing the resonance structures of benzene. This paper suggests that some of the related textbooks remove Dewar benzene and other ionic structures from the resonance structures of benzene, and adopt the correct resonance representation which constitutes only two Kekulé structures.

Key words: Organic chemistry, Benzene, Resonance structure, Kekulé structure, Dewar bezene

Zhanhui Yang, Xufan Shen. Dewar Benzene and the Resonance Structures of Benzene[J].University Chemistry, 2021, 36(6): 2008014.

Figures/Tables 2

References 49

1	古练权; 汪波; 黄志纾; 吴云东. 有机化学, 北京: 高等教育出版社, 2008, 94
2	邢其毅; 裴伟伟; 徐瑞秋; 裴坚. 基础有机化学, 第4版北京: 北京大学出版社, 2016, 402, 712
3	魏荣宝. 高等有机化学, 北京: 高等教育出版社, 2007, 3
4	胡宏纹. 有机化学, 第4版北京: 高等教育出版社, 2014, 194
5	伍越寰; 李伟昶; 沈晓明. 有机化学(修订版), 合肥: 中国科学技术大学出版社, 2002, 170
6	陆国元. 有机化学, 第3版南京: 南京大学出版社, 2018, 83
7	王积涛; 王永梅; 张宝申; 胡青眉; 庞美丽. 有机化学, 第3版天津: 南开大学出版社, 2009, 142
8	陆阳; 申东升. 有机化学, 第2版北京: 科学出版社, 2017, 96- 98.
9	王全瑞. 有机化学, 第2版北京: 化学工业出版社, 2018, 87- 91.
10	郭书好; 李毅群. 有机化学, 北京: 清华大学出版社, 2007, 96
11	罗一鸣. 有机化学, 北京: 化学工业出版社, 2013, 94
12	高占先. 有机化学, 第3版北京: 高等教育出版社, 2018, 192
13	高占先; 姜文凤; 于丽梅. 有机化学简明教程, 北京: 高等教育出版社, 2011, 139
14	张文勤; 郑艳; 马宁; 赵温涛. 有机化学, 第5版北京: 高等教育出版社, 2014, 157
15	鲁崇贤; 杜洪光. 有机化学, 第2版北京: 科学出版社, 2009, 8
16	徐伟亮. 有机化学, 北京: 科学出版社, 2008, 91
17	胡春. 有机化学, 北京: 高等教育出版社, 2013, 194
18	王兴明; 康明. 基础有机化学, 第2版北京: 科学出版社, 2015, 138
19	黄怡. 有机化学, 北京: 科学出版社, 2018, 113
20	龙跃; 杨贯羽. 有机化学, 北京: 高等教育出版社, 2016, 84
21	谷亨杰; 张力学; 丁金昌. 有机化学, 第3版北京: 高等教育出版社, 2016, 153
22	李艳梅; 赵圣印; 王兰英. 有机化学, 第2版北京: 科学出版社, 2014, 80
23	徐寿昌. 有机化学, 第2版北京: 高等教育出版社, 2014, 117
24	尹冬冬. 有机化学, 北京: 高等教育出版社, 2010, 118
25	薛思佳. 有机化学, 第2版北京: 科学出版社, 2015, 119
26	孙国峰; 张元勤; 张海连; 曾鸿耀. 有机化学, 北京: 科学出版社, 2012, 126
27	史达清; 赵蓓. 有机化学, 北京: 高等教育出版社, 2019, 167
28	刘庆俭. 有机化学, 上海: 同济大学出版社, 2018, 218
29	秦永其; 田海玲. 有机化学, 北京: 化学工业出版社, 2018, 70
30	李小瑞. 有机化学, 第2版北京: 化学工业出版社, 2018, 151
31	杨占会, 沈旭凡. 大学化学, 2021, in press. doi: 10.3866/PKU.DXHX202009012
32	Kikuchi S. J. Chem. Ed. 1997, 74, 194. doi: 10.1021/ed074p194
33	百度百科. [2020-11-13]. https://baike.baidu.com/item/%E8%8B%AF%E7%8E%AF/7907286?fr=aladdin
34	Pauling L. J. Am. Chem. Soc. 1931, 53, 3225. doi: 10.1021/ja01360a004
35	Pauling L. ; Wheland G. W. J. Chem. Phys. 1933, 1, 362. doi: 10.1063/1.1749304
36	van Tamelen E. E. ; Pappas S. P. J. Am. Chem. Soc. 1962, 84, 37891.
37	van Tamelen E. E. ; Pappas S. P. J. Am. Chem. Soc. 1963, 85, 3297. doi: 10.1021/ja00903a056
38	van Tamelen E. E. Acc. Chem. Res. 1972, 5, 186. doi: 10.1021/ar50053a004
39	Criegee R. ; Gruner H. Angew. Chem. Int. Ed. 1968, 7, 467.
40	Vollhardt P. K. ; Schore N. Organic Chemistry: Structure and Function 8th ed. New York, NY, USA: W. H. Freeman and Company, 2018, p. 701
41	Solomans T. W. G. Organic Chemistry 4th ed. New York, NY, USA: John Wiley & Sons, Inc., 1988, p. 492
42	McMurry J. Organic Chemistry 9th ed. Boston, MA, USA: Cengage Learning, 2016, p. 458
43	Wade L.G., Jr. Organic Chemistry 8th ed. Glenview, IL, USA: Pearson Education, Inc., 2013, p. 714
44	Brown W. H. ; Iverson B. L. ; Anslyn E. V. ; Foote C. S. ; Novak B. M. Organic Chemistry 8th ed. Boston, MA, USA: Cengage Learning, 2018, p. 942
45	Clayden J. ; Greeves N. ; Warren S. Organic Chemistry 2rd ed. New York, NY, USA: Oxford University Press Inc., 2012, p. 473
46	Carey F. A. ; Giuliano R. M. Organic Chemistry 10th ed. New York, NY, USA: McGraw-Hill Education, 2017, p. 416
47	Klein D. Organic Chemistry 2rd ed. Hoboken, GA, USA: John Wiley Sons, Inc., 2015, p. 838
48	Chaloner P. Organic Chemistry: A Mechanistic Approach Boca Raton, FL, USA: CRC Press Taylor & Francis Group, 2015, p. 66
49	田瑞亭. 菏泽师专学报, 2001, (23), 12.

[1]	Yang Liu, Lei Hou, Xiaojuan Zhang, Huaizhu Li, Weixia Xu, Fengqin Gao, Yinli Zhang. Investigation and Analysis on the Learning Situation of Inorganic Chemistry Laboratory in Local Colleges and Universities [J]. University Chemistry, 2023, 38(9): 60-68.
[2]	Zheng Wang, Xu Peng, Haojie Li, Zhiyue Dong, Hongying Liu, Chi Zhang. Design and Practice of Blended Teaching of Inorganic Chemistry Experiment Based on BOPPPS [J]. University Chemistry, 2023, 38(9): 69-79.
[3]	Hanming Yang, Yan Zhang. Teaching Model and Practice of Inorganic Chemistry Laboratory Based on Cloud Desktop Platform [J]. University Chemistry, 2023, 38(8): 77-84.
[4]	Haiying Zhao, Ruiguo Zhao, Shufeng Chen. Skillful Application of the Comparative Teaching Method in University Organic Chemistry [J]. University Chemistry, 2023, 38(8): 31-37.
[5]	Tingshun Zhu, Bo Wang. Course Ideology and Politics in Fundamental Organic Chemistry Teaching: an Exploration Based on the Philosophy of Dialectical Materialism [J]. University Chemistry, 2023, 38(8): 49-54.
[6]	Mingan Yang, Jun Li, Minsi Wu, Xiting Zhang. Analysis of Problems 9 and 10 of the Organic Chemistry in the 35th National Chemistry Olympiad Competition (Preliminary) [J]. University Chemistry, 2023, 38(8): 341-350.
[7]	Ping Cai, Pingping Zhao, Kai Hu, Gongzhen Cheng. Study on Inorganic Chemistry Textbooks at Abroad: Taking Inorganic Chemistry (5th Edition) by Housecroft & Sharpe as an Example [J]. University Chemistry, 2023, 38(6): 46-51.
[8]	Weihong Li, Lei Lei. Analytical Instruments in Chemical Experiment Textbooks for Undergraduate Chemistry Majors [J]. University Chemistry, 2023, 38(6): 82-86.
[9]	Yaru Gao, Junlong Zhao. Exploration and Practice of Textbook Construction for Fundamental Organic Chemistry Course Featuring Modularization Style and Micro-Course Mode [J]. University Chemistry, 2023, 38(6): 104-109.
[10]	Xinping Hui, Yanguang Wang, Shouyun Yu, Jiaxi Xu, Junru Wang, Xingwen Sun, Zhan Lu, Ji Zhang. Comparison of the Knowledge Frameworks and Teaching Contents of Typical Organic Chemistry Textbooks at Home and Abroad [J]. University Chemistry, 2023, 38(6): 87-93.
[11]	Jian Pei. Writing a Textbook that Can Keep up with the Times: Postscript for Basic Organic Chemistry (3rd and 4th Editions) [J]. University Chemistry, 2023, 38(6): 99-103.
[12]	Pingping Zhao, Ping Cai, Kai Hu, Yaxian Zhu, Peng Cheng, Gongzhen Cheng. A Comparative Study of General and Inorganic Chemistry Textbooks at Home and from Abroad [J]. University Chemistry, 2023, 38(6): 36-40.
[13]	Li Wang, Lirong Zhang, Yong Fan, Jianing Xu, Tianyou Song. Practice and Thinking on the Textbook Compilation of Inorganic Chemistry [J]. University Chemistry, 2023, 38(6): 52-56.
[14]	Weiwei Pei. Historical Development and Experience of Construction for Organic Chemistry Textbooks by Peking University [J]. University Chemistry, 2023, 38(6): 94-98.
[15]	Wenhui Zhang, Chuanwen Lei, Bowen Pan, Ying Zhou. Exploration on the Teaching Mode of Organic Chemistry Course under the Background of "OBE Concept + Course Ideology and Politics" [J]. University Chemistry, 2023, 38(5): 101-109.

Dewar Benzene and the Resonance Structures of Benzene

RichHTML

PDF

Like

Knowledge

Abstract

Cite this article

share this article

Figures/Tables 2

References 49

Related Articles 15

Metrics

Recommended 0