Home

Citation: CHEN Shao-Rui, MA Ji-Hai, ZHOU Xue-Qin, LIU Dong-Zhi. A Novel Synthetic Method of 1,2-Cyclododecandione[J]. Chinese Journal of Applied Chemistry, ;2009, 26(11): 1374-1376. shu

A Novel Synthetic Method of 1,2-Cyclododecandione

1.
a School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072;
2.
b College of Science, Hebei University of Science and Technology, Shijiazhuang

Corresponding author: LIU Dong-Zhi,
Received Date: 28 October 2008
Available Online: 25 February 2009
Fund Project: 河北省自然科学基金(B200400278)资助项目 (B200400278)

1,2-Cyclododecandione(4) was synthesized from dodecanedioic acid via esterification,acyloin condensation,oxidation in an overall yield of 43.1%.Reaction of dodecanedioic acid with methanol gave dodecanedioic acid dimethyl ester(2) with a yield of 86.5%.Compound 3 was obtained from compound 2 through acyloin condensation and the yield reached up to 63.1%,which was oxidized to compound 4 by bromine water as the oxidation reagent with a yield of 79%.The target compound was a light yellow crystal and was characterized by means of IR,¹H NMR and ¹³C NMR.
- dodecanedioic acid,
- acyloin condensation,
- cyclododecandione
1. [1]
  Yukun Chang , Haoqin Huang , Baolei Wang . Preparation of Trans-Cinnamic Acid via “One-Pot” Protocol of Aldol Condensation-Hydrolysis Reaction: Recommending an Improved Organic Synthesis Experiment. University Chemistry, 2024, 39(4): 322-328. doi: 10.3866/PKU.DXHX202309095
2. [2]
  Jichao XU , Ming HU , Xichang CHEN , Chunhui WANG , Leichen WANG , Lingyi ZHOU , Xing HE , Xiamin CHENG , Su JING . Construction and hydrogen peroxide-activated chemodynamic activity of ferrocene?benzoselenadiazole conjugate. Chinese Journal of Inorganic Chemistry, 2025, 41(8): 1495-1504. doi: 10.11862/CJIC.20250144
3. [3]
  Jiahong ZHENG , Jingyun YANG . Preparation and electrochemical properties of hollow dodecahedral CoNi₂S₄ supported by MnO₂ nanowires. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1881-1891. doi: 10.11862/CJIC.20240170
4. [4]
  Tingting Yu , Si Chen , Lianglong Sun , Tongtong Shi , Kai Sun , Xin Wang . Comprehensive Experimental Design for the Photochemical Synthesis, Analysis, and Characterization of Difluoropyrroles. University Chemistry, 2024, 39(11): 196-203. doi: 10.3866/PKU.DXHX202401022
5. [5]
  Guojie Xu , Fang Yu , Yunxia Wang , Meng Sun . Introduction to Metal-Catalyzed β-Carbon Elimination Reaction of Cyclopropenones. University Chemistry, 2024, 39(8): 169-173. doi: 10.3866/PKU.DXHX202401060
6. [6]
  Hong Lu , Yidie Zhai , Xingxing Cheng , Yujia Gao , Qing Wei , Hao Wei . Advancements and Expansions in the Proline-Catalyzed Asymmetric Aldol Reaction. University Chemistry, 2024, 39(5): 154-162. doi: 10.3866/PKU.DXHX202310074
7. [7]
  Fengcheng Jia , Zixia Zheng , Fei Li , Huiqin Duan , Gang Wang . 串联S_NAr/Aldol缩合构建季碳稠合吲哚啉. University Chemistry, 2026, 41(5): 190-197. doi: 10.12461/PKU.DXHX202511104
8. [8]
  Hongli CHEN , Ziling XU , Shiwen DU , Ting WANG , Liguang WU . Controlled preparation of HKUST-1 based on polyvinylpyrrolidone and CO₂ separation performance of its doped mixed-matrix membranes. Chinese Journal of Inorganic Chemistry, 2026, 42(3): 571-583. doi: 10.11862/CJIC.20250263
9. [9]
  Liangzhen Hu , Li Ni , Ziyi Liu , Xiaohui Zhang , Bo Qin , Yan Xiong . A Green Chemistry Experiment on Electrochemical Synthesis of Benzophenone. University Chemistry, 2024, 39(6): 350-356. doi: 10.3866/PKU.DXHX202312001
10. [10]
  Zhang Xiaofei , Xu Shanhao , Wang Zhiyuan , He Long , Huang Tangcheng , Xu Yongming , Bian Yucui , Li Yike , Chen Haijun , Li Zhongjun . Surface doping of graphene into BiOCl for efficient photocatalytic amine coupling under visible light. Acta Physico-Chimica Sinica, 2026, 42(5): 100202-. doi: 10.1016/j.actphy.2025.100202
11. [11]
  Meijin Li , Xirong Fu , Xue Zheng , Yuhan Liu , Bao Li . The Marvel of NAD⁺: Nicotinamide Adenine Dinucleotide. University Chemistry, 2024, 39(9): 35-39. doi: 10.12461/PKU.DXHX202401027
12. [12]
  Hanxue LIU , Shijie LI , Meng REN , Xuling XUE , Hongke LIU . Design and antitumor properties of dehydroabietic acid functionalized cyclometalated iridium(Ⅲ) complex. Chinese Journal of Inorganic Chemistry, 2025, 41(8): 1483-1494. doi: 10.11862/CJIC.20250031
13. [13]
  Zhiqiang Hao , Jinyue Li , Shiqi Zhang , Yujia Hou , Helue Sun . 维生素B₂促进的光催化氧化合成二苯甲酮. University Chemistry, 2026, 41(5): 350-357. doi: 10.12461/PKU.DXHX202510080
14. [14]
  Senqiang Zhu , Ruohan Li , Yujia Yang , Jinzhi Liao , Rui Liu . 聚光成辉——Suzuki偶联反应高效制备聚集诱导发射荧光分子及其潜指纹识别应用. University Chemistry, 2026, 41(5): 109-119. doi: 10.12461/PKU.DXHX202511066
15. [15]
  Zhuoming Liang , Ming Chen , Zhiwen Zheng , Kai Chen . Multidimensional Studies on Ketone-Enol Tautomerism of 1,3-Diketones By ¹H NMR. University Chemistry, 2024, 39(7): 361-367. doi: 10.3866/PKU.DXHX202311029
16. [16]
  Lili Jiang , Shaoyu Zheng , Xuejiao Liu , Xiaomin Xie . Copper-Catalyzed Oxidative Coupling Reactions for the Synthesis of Aryl Sulfones: A Fundamental and Exploratory Experiment for Undergraduate Teaching. University Chemistry, 2025, 40(7): 267-276. doi: 10.12461/PKU.DXHX202408004
17. [17]
  Lirui Shen , Kun Liu , Ying Yang , Dongwan Li , Wengui Chang . Synthesis and Application of Decanedioic Acid-N-Hydroxysuccinimide Ester: Exploration of Teaching Reform in Comprehensive Applied Chemistry Experiment. University Chemistry, 2024, 39(8): 212-220. doi: 10.3866/PKU.DXHX202312035
18. [18]
  Shantao Zhang , TianAo Hou , Yandong Wang , Zhimin Fang , Yu Wu , Haolin Wang , Tao Chen , Shuang Chen , Wenhua Zhang , Shengzhong (Frank) Liu , Shangfeng Yang . π-Conjugation-extended dinaphthocarbazole phosphonic acid as a hole-selective layer for inverted perovskite solar cells. Acta Physico-Chimica Sinica, 2026, 42(3): 100194-0. doi: 10.1016/j.actphy.2025.100194
19. [19]
  Qi Liang , Xinxin Wang , Xinmiao Zhao , Mohan Yu , Yue Sun . 电子圆二色谱结合量子化学计算的氨基酸手性解析——介绍一个计算化学综合实验. University Chemistry, 2026, 41(5): 380-390. doi: 10.12461/PKU.DXHX202511096
20. [20]
  Xing Yan , Yetai Cheng , Yixun Shu , Luyao Yang , Weidong Wang , Xinlu Bai , Ya-Nan Chen , Hao Lu , Zhishan Bo , Yahui Liu . Highly efficient and stable organic solar cells based on dimeric non-fused ring acceptors as the third component. Acta Physico-Chimica Sinica, 2026, 42(7): 100228-. doi: 10.1016/j.actphy.2025.100228

Get Citation

PDF

XML

Metrics

PDF Downloads(1)
Abstract views(627)
HTML views(32)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Address：Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888

DownLoad: Full-Size Img PowerPoint

Return