1,10-bis(2'-benzoyl chloride)-1,4,7,10-tetraoxadecane | 201596-37-4

• 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: 1,10-bis(2'-benzoyl chloride)-1,4,7,10-tetraoxadecane
• 英文别名: 2-[2-[2-[2-(2-Carbonochloridoylphenoxy)ethoxy]ethoxy]ethoxy]benzoyl chloride
• CAS: 201596-37-4
• 化学式: C₂₀H₂₀Cl₂O₆
• 分子量: 427.281
• InChiKey: DHWDTSCRZAECFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  28
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,10-bis(2'-benzoyl chloride)-1,4,7,10-tetraoxadecane 在 盐酸肼 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以65%的产率得到6,7,9,10,12,13,19,20,21,22-decahydrodibenzo[k,q][1,4,7,10,14,15]tetradiazacyclooctadecine-19,22-dione
  参考文献：
  名称：

  Eshghi, Hossein; Bakavoli, Mehdi; Hosseini, Mosayyeb, Journal of Chemical Research, 2006, # 11, p. 740 - 743

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-双(2-溴乙氧基)乙烷 在 氯化亚砜 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 1,10-bis(2'-benzoyl chloride)-1,4,7,10-tetraoxadecane
  参考文献：
  名称：

  Rahimizadeh; Eshghi; Rostami, Polish Journal of Chemistry, 2005, vol. 79, # 1, p. 73 - 81

  摘要：

  DOI：

文献信息

• Photophysical study of a polyoxo ethylene linked naphthalene-based fluorescent chemosensor for Mg2+ and Ca2+ detection
  作者：Xiaoyan Xiang、Dan Wang、Yali Guo、Weisheng Liu、Wenwu Qin

  DOI：10.1039/c3pp00007a

  日期：2013.7

  A naphthalene-based bichromophoric fluorescent sensor 2,2′-[oxy-bis(2-oxatetramethyleneoxy)]-bis[ N-(2-naphthyl)-benzamide)] (1) was synthesized and characterized. Fluorescence decay for 1 in alcoholic solvents in the region of 415-460 nm revealed bi-exponential behavior. The faster component of the decay can be attributed to the formation of dimers. Above 480 nm, besides the dimer, there is also a little excimer formation and this excimer emits at longer wavelengths than the dimer. The observation of the change of the fluorescence emission spectra upon addition of water in EtOH - water mixtures is in line with the formation of water-bridged complexes preventing excimer formation. The sensor shows an increase in fluorescence intensity upon increasing Mg2+ or Ca2+ concentration in EtOH because the formation of the excimer can be hindered upon complexation with Mg2+ or Ca2+ ions. Because of the competition between hydrated metal ions and the water-bridged complex, spectral changes by complexation with Mg2+ or Ca2+ in EtOH - H2O (9: 1 v/v) are quite different from those in neat ethanol. The ground-state dissociation constant Kd estimated for the complex with Mg2+ or Ca2+ was found to be around 2.0 mM in EtOH - H2O (9: 1 v/v), which makes it suitable for the measurement of the concentrations of these ions in physiologically relevant concentration ranges.

  合成并表征了一种基于萘的双色荧光传感器2,2′-[氧-双(2-氧四亚甲基氧基)]-双[N-(2-萘基)-苯酰胺)] (1)。在酒精溶剂中，1的荧光衰减在415-460 nm区域显示出双指数行为。衰减的快速成分可以归因于二聚体的形成。在480 nm以上，除了二聚体外，还有少量的激基复合物形成，且该激基复合物的发射波长比二聚体更长。在乙醇-水混合物中加入水后荧光发射光谱的变化与水桥复合物的形成一致，这种复合物防止了激基复合物的形成。该传感器在乙醇中Mg2+或Ca2+浓度增加时显示出荧光强度的增加，因为与Mg2+或Ca2+离子形成复合物可以阻碍激基复合物的形成。由于水合金属离子与水桥复合物之间存在竞争，在乙醇-水(9:1 v/v)中与Mg2+或Ca2+的复合所引起的光谱变化与纯乙醇中的变化相当不同。估计与Mg2+或Ca2+的复合物的基态解离常数Kd在乙醇-水(9:1 v/v)中约为2.0 mM，这使得它适合于测量生理相关浓度范围内这些离子的浓度。
• A facile and convenient method for the preparation of macrocyclic diamides
  作者：Hashem Sharghi、Khodabakhsh Niknam、Ahmad Reza Massah

  DOI：10.1002/jhet.5570360304

  日期：1999.5

  A number of macrocyclic diamides have been synthesized from the reaction of a diacid dicarboxylic dichloride with primary diamino compound in the presence of magnesium oxide-silica gel at room temperature in good yields. Using urea and thiourea as well as diamines to produce the corresponding macrocycles in the range of 52–56% yields are also included in this paper. One of the major advantages of this

  在室温下在氧化镁-硅胶存在下，由二酸二羧酸二氯化物与伯二氨基化合物的反应以高收率合成了许多大环二酰胺。本文还包括使用尿素和硫脲以及二胺生产相应的大环化合物，其收率范围为52-56％。该方法的主要优点之一是无机固体的简单再生，并且可以在不降低活性的情况下经过数个循环再利用。
• Crown Ethers as New Catalysts in the Highly Regioselective Halogenative Cleavage of Epoxides with Elemental Halogen
  作者：Hashem Sharghi、Ahmad Reza Massah、Hossein Eshghi、Khodabakhsh Niknam

  DOI：10.1021/jo971453y

  日期：1998.3.1

  The regioselective ring opening halogenation of some epoxides using elemental iodine and bromine in the presence of a series of new synthetic macrocycle diamides and also dibenzo-18-crown -6, 18-crown-6, and aza-18-crown-6 has been studied. The epoxides were subject to cleavage by elemental halogen (I-2 and Br-2) in the presence of these catalysts under mild reaction conditions in various aprotic solvents. In this study, reagents and conditions have been discovered with which the individual halohydrins can be synthesized in high yield and with more than 95% regioselectivity. The results can be discussed in terms of a four-step mechanism: (1) formation of a charge-transfer complex between catalyst and halogen, (2) release of halogen nucleophile from the complex, (3) reaction of the active nucleophile at the less sterically-hindered site in the epoxide, and (4) regeneration of catalyst. The major advantages of this method are high regioselectivity, simple regeneration of catalyst and its reuse through several cycles without a decrease in activity, and ease of workup of the reaction.
• Sieger, Heinz; Voegtle, Fritz, Liebigs Annalen der Chemie, 1980, # 3, p. 425 - 440
  作者：Sieger, Heinz、Voegtle, Fritz

  DOI：——

  日期：——
• New Fluorimetric Alkali and Alkaline Earth Metal Cation Sensors Based on Noncyclic Crown Ethers by Means of Intramolecular Excimer Formation of Pyrene
  作者：Yoshio Suzuki、Tatsuya Morozumi、Hiroshi Nakamura、Masatsugu Shimomura、Takashi Hayashita、Richard A. Bartsh

  DOI：10.1021/jp981567t

  日期：1998.10.1

  New fluorescent reagents, 2,2'-[oxybis(3-oxapentamethyleneoxy)]-bis[N(1-pyrenylmethyl)benzamide)] (4) and its analogues (2, 3, and 5) which have two pyrenes at the both terminals of polyoxyethylene compounds, were synthesized, and their complexation behavior with alkaline earth cations was investigated by fluorescence spectrometry, fluorescence lifetimes, and H-1 NMR spectrometry. These reagents (3-5) showed strong intramolecular excimer emissions around at 480 nm in the fluorescence spectra. On the complexation with alkaline earth metal cations, the increase of monomer emission around at 400 nm accompanied by the disappearance of intramolecular excimer emission of free reagents was observed. These reagents formed a 1:1 complex, and the order of complex formation constants was Ca2+ congruent to Sr2+ > Ba2+ > Mg2+ > Li+ for all reagents. H-1 NMR spectra of these complexes with alkaline earth cations suggested the helical structures of the complexes. Fluorescence spectral changes at the formation of complexes depended on the chain length of the oxyethylene moiety and metal cations. In all cases, the formation of helical structures at the complexation was supported by the H-1 NMR spectra.