4-hept-2-ynoyl-benzoic acid methyl ester | 629670-32-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-hept-2-ynoyl-benzoic acid methyl ester
• 英文别名: Methyl 4-hept-2-ynoylbenzoate
• CAS: 629670-32-2
• 化学式: C₁₅H₁₆O₃
• 分子量: 244.29
• InChiKey: QZPFGNJLCFTIDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-hept-2-ynoyl-benzoic acid methyl ester 在 正丁基锂 作用下， 反应 0.67h， 生成 methyl 4-(4-butyl-5-(2,4-dimethoxyphenyl)furan-2-yl)benzoate
  参考文献：
  名称：

  Optical behaviors of conjugated-chain compounds containing benzene and furan units

  摘要：

  Thirteen conjugated-chain compounds which contain benzene and furan units were prepared, their optical behaviors, including UV-vis absorption coefficient (epsilon), absorption wavelengths (lambda(a)) fluorescence emission wavelengths and quantum yields (0) were measured. Meanwhile, their LUMO and HOMO energy were determined by cyclic voltammetry and their second-order polarizations (beta(xxx)) values were determined by solvatochromic method, respectively. The results showed that this kind of compounds possess a shorter lambda(a) (320-365 nm) and performance a higher (P values, especially for 2aa, 2ab, 2ac and 2bb, their Phi values are all more than 90%. These compounds, except 2db, showed a higher beta(xxx) values in DMSO, especially for 2dc (75.77 x 10(-30) m(5) C-1) and 2dd (83.32 x 10(-30) m(5) C-1), than that 10-methyl-acri done (6.578 x 10(-30) m(5) C-1) or 10-benzylacridone (6.845 x 10(-30) m(5) C-1) in DMSO did, and second harmonic generation value of 10-methylacridone and 10-benzylacridone in powder are, respectively, 1.381 and 1.861 times of that value of urea. The beta(xxx) values and Phi values determined for these compounds in this work were lower than these values which were desired in the original work, this phenomena was explained from their molecular structures. This work confirmed that as these compounds performance shorter lambda(a) and higher Phi values, they could be good blue-color optical materials for some fields, such as OLED materials, two-photo absorption materials, fluorescent dyes. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2006.05.035
• 作为产物：
  描述：

  methyl 4-(1-hydroxyhept-2-ynyl)benzoate 在 2,2,6,6-四甲基哌啶氧化物 、 copper(II) nitrate trihydrate 、 氧气 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以99%的产率得到4-hept-2-ynoyl-benzoic acid methyl ester
  参考文献：
  名称：

  铜催化的以氧气为氧化剂氧化醇制备醛或酮类化合物的方法和应用

  摘要：

  本发明公开了一种铜催化的以氧气为氧化剂氧化醇制备醛或酮类化合物的方法，在室温下，以铜盐、氮氧自由基为催化剂，以氧气或空气作为氧化剂，在有机溶剂中反应4～48小时，高效地将醇类化合物氧化为对应的醛或酮类化合物。本发明方法操作简单，避免使用对设备有腐蚀性的氯化物，原料和试剂易得，反应条件温和，底物普适性广，官能团兼容性好，分离纯化方便，整个过程对环境友好，不存在污染，是一种适合工业化生产的方法。

  公开号：

  CN111484404A

文献信息

• Pd-Catalyzed Copper-Free Carbonylative Sonogashira Reaction of Aryl Iodides with Alkynes for the Synthesis of Alkynyl Ketones and Flavones by Using Water as a Solvent
  作者：Bo Liang、Mengwei Huang、Zejin You、Zhengchang Xiong、Kui Lu、Reza Fathi、Jiahua Chen、Zhen Yang

  DOI：10.1021/jo050498t

  日期：2005.7.1

  Pd-catalyzed copper-free carbonylative Sonogashira coupling reaction to synthesize alkynyl ketones from terminal alkynes and aryl iodides was achieved by using water as a solvent. The reaction was carried out at room temperature under balloon pressure of CO with Et3N as a base. The developed method was successfully applied to the synthesis of flavones.

  钯催化的无铜羰基化Sonogashira偶联反应，是通过用水为溶剂，由末端炔烃和芳基碘化物合成炔基酮的。反应在室温下以Et 3 N为碱在CO的球囊压力下进行。所开发的方法已成功地应用于黄酮的合成。
• Furan-Containing Oligoaryl Cyclophanene
  作者：Jui-Chang Tseng、Shou-Ling Huang、Cheng-Lan Lin、Hsin-Chieh Lin、Bih-Yaw Jin、Chun-Yan Chen、Jen-Kan Yu、Pi-Tai Chou、Tien-Yau Luh

  DOI：10.1021/ol0356688

  日期：2003.11.1

  Furan-containing oligoaryl cyclophanene 1 and the corresponding cyclophane 2 were synthesized from propargylic dithioacetal 3. The electrochemical and photophysical properties and the fluxional behavior of these molecules have been examined. The emission of 1 appeared at 499 nm whereas that of 2 appeared at 389 nm.