2,5-dimethoxyterephthaloyl dichloride | 56486-55-6

• 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: 2,5-dimethoxyterephthaloyl dichloride
• 英文别名: 2,5-dimethoxyphthaloyl dichloride；2,5-dimethoxy-terephthaloyl chloride；2,5-Dimethoxy-terephthaloylchlorid；2,5-Dimethoxybenzene-1,4-dicarbonyl chloride
• CAS: 56486-55-6
• 化学式: C₁₀H₈Cl₂O₄
• 分子量: 263.077
• InChiKey: HYUHJDFKGWMYGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,5-dimethoxyterephthaloyl dichloride 在 lithium hydroxide 、 三乙胺 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 bis-N,N-(2,2-diphenylethyl-12-aminododecyl phosphate)-2,5-dimethoxyterephthalamide
  参考文献：
  名称：

  Bolaamphiphiles Promote Phospholipid Translocation Across Vesicle Membranes

  摘要：

  A series of membrane-spanning bolaamphiphiles (molecules with two hydrophilic end groups connected by a hydrophobic linker) were prepared by a modular synthetic method and evaluated for their abilities to affect the dynamics of a surrounding bilayer membrane. The goal was to determine if the bolaamphiphiles promote the translocation of phospholipids across vesicle membranes. The bolaamphiphiles were incorporated at low levels (up to 5 mol %) in vesicles composed of 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC). Inward translocation assays were performed using fluorescent, NBD-labeled phospholipid probes with phosphocholine (PC) or phosphoglycerol (PG) headgroups. The membrane-spanning bolaamphiphiles promote the translocation of both phospholipid probes in the order PG > PC, whereas shorter bolaamphiphiles (structures that must adopt a U-shape and keep both end groups in the same leaflet of the membrane), and regular amphiphiles with one hydrophilic end group, are inactive. These results are an exception to the rule-of-thumb that membrane-spanning bolaamphiphiles are inherently membrane-stabilizing molecules that inhibit all types of membrane transport.

  DOI：

  10.1021/ja0619253
• 作为产物：
  描述：

  diethyl 2,5-dimethoxyterephthalate 在 氢氧化钾 、 五氯化磷 作用下， 以 乙二醇 为溶剂， 生成 2,5-dimethoxyterephthaloyl dichloride
  参考文献：
  名称：

  Synthesis, spectroscopic and electrochemical properties of mononuclear and dinuclear bis(bipy)ruthenium(ii) complexes containing dimethoxyphenyl(pyridin-2-yl)-1,2,4-triazole ligands

  摘要：

  配体 HL1 和 H2L2 以及配合物 [Ru(bipy)2L1]PF6-2H2O 1、[(Ru(bipy)2)2L2](PF6)2-7H2O 2，{其中 HL1 = 3-(2′、5′-dimethoxyphenyl)-5-(pyridin-2″-yl)-1H-1,2,4-triazole, H2L2 = 1,4-bis(5′-(pyridin-2″-yl)-1′H-1′,2′,4′-三唑-3′-基）-2,5-二甲氧基苯和 bipy = 2,2′-联吡啶}，并通过核磁共振、紫外可见光谱、发射光谱和电化学测量进行了表征。此外，还报告了配体 HL1、H2L2 和复合物 1 的 X 射线晶体结构。双核复合物 (2) 的金属中心之间存在微弱的电子相互作用，这种相互作用受 1,2,4- 三唑环质子化状态的影响。我们将这些系统中金属-金属相互作用的程度与在其他不同金属-金属间距的吡啶基-1,2,4-三唑基双核化合物中观察到的程度进行了比较。

  DOI：

  10.1039/b108728m

文献信息

• (Poly)terephthalates with Efficient Blue Emission in the Solid State
  作者：Masaki Shimizu、Ryosuke Shigitani、Takumi Kinoshita、Hiroshi Sakaguchi

  DOI：10.1002/asia.201801619

  日期：2019.5.15

  as a poly(methyl methacrylate) (PMMA) film and a powder. The solid‐state quantum yields of the diisopropoxy‐substituted terephthalates were similar or considerably higher than those of the dimethoxy‐substituted counterparts. Copolymerization of 2,5‐diisopropoxyterephthaloyl chloride and 1,4‐butanediol with or without terephthaloyl chloride gave brilliantly blue fluorescent polymers, whose quantum yields

  我们通过烷基化或一系列烷基化，水解，氯化和缩合反应，以高至高收率从2,5-二羟基对苯二甲酸二甲酯制备了邻苯二甲酸二甲酯和二芳基2,5-二烷氧基对苯二甲酸酯。对苯二氧基对苯二甲酸酯的吸收光谱在332–355 nm处有一个小谱带，根据使用密度泛函理论的理论计算，该谱带可被指定为分子内电荷转移从烷氧基到烷氧基羰基的转移。二烷氧基对苯二甲酸酯显示蓝色荧光，不仅在溶液中而且在固态下均显示出中等至出色的量子产率，例如聚甲基丙烯酸甲酯（PMMA）薄膜和粉末。二异丙氧基取代的对苯二甲酸酯的固态量子产率与二甲氧基取代的对苯二甲酸酯的固态量子产率相近或相当高。2,5-二异丙氧基对苯二甲酰氯和1,4-丁二醇与或不与对苯二甲酰氯的共聚得到了亮蓝色荧光聚合物，其在甲苯中的量子产率分别为0.72和0.71，在纯膜中的量子产率分别为0.46和0.40。此外，当将荧光黄2,5-二氨基对苯二甲酸酯以0.4 wt％掺杂到蓝色荧光聚合物的薄膜中时，实现了白色发射。
• Aromatic Oligoamide β-Sheet Foldamers
  作者：Laure Sebaoun、Victor Maurizot、Thierry Granier、Brice Kauffmann、Ivan Huc

  DOI：10.1021/ja412729s

  日期：2014.2.5

  A rational approach for the construction of multi-stranded artificial β-sheets based not on hydrogen bonding, but rather on π-π aromatic stacking, is presented. Using 4,6-dinitro-1,3-phenylenediamine units, rigid turns were designed that allow face-to-face π-π interactions between appended linear aromatic segments to be strong enough for folding in an organic solvent, but weak enough to prevent aggregation

  提出了一种不基于氢键而是基于 π-π 芳族堆积构建多链人工 β-折叠的合理方法。使用 4,6-二硝基-1,3-苯二胺单元，设计了刚性转弯，使附加的线性芳族链段之间的面对面 π-π 相互作用足够强以在有机溶剂中折叠，但足够弱以防止聚集和沉淀。对一系列转动单元的溶液和固态研究表明，由于键旋转受阻而导致的所需刚性程度可以通过在芳环上加入额外的甲基取代基进行微调。这些特性提供的高度预组织进一步允许从其非环状前体轻松制备大环片结构。这些大环被证明具有缓慢的内部动力学和明确的构象偏好。使用这种背景，合成了三链和五链人工β-折叠，并通过核磁共振在溶液中广泛表征了它们的折叠构象。三链和五链片的固态结构也通过 X 射线晶体学在固态中阐明，并证实了分子内 π-π 芳族堆积。
• Structure Elucidation of Host-Guest Complexes of Tartaric and Malic Acids by Quasi-Racemic Crystallography
  作者：Guillaume Lautrette、Brice Kauffmann、Yann Ferrand、Christophe Aube、Nagula Chandramouli、Didier Dubreuil、Ivan Huc

  DOI：10.1002/anie.201305364

  日期：2013.10.25

  Racemic on the outside, but not inside: Aromatic‐foldamer hosts are enantiomers and as such prefer to co‐crystallize even though the guests (e.g. L‐tartaric acid, see picture) in each host are not present as enantiomers. This behavior allows a one‐step structure elucidation of diastereomeric and quasi‐racemic structures in the solid state.

  外在外消旋：外消旋体是对映异构体，因此即使每个宿主中的客体（例如L-酒石酸，参见图片）不以对映体形式存在，它们也倾向于共结晶。这种行为允许一步法解析固态的非对映异构和准外消旋结构。
• Intestinal permeability in adult patients with growth hormone deficiency
  作者：J. García-Arnés、C. Sierra、F. Tinahones、A. Monzón、M. J. López、N. Mazuecos、F. Soriguer、E. Valverde

  DOI：10.1007/bf03343817

  日期：2001.2

  Pathological disruption of the intestinal mucosa increases the paracellular pathway, leading to an increase in the penetration of large molecules. Since growth hormone (GH) has a trophic intestinal effect, we used a double marker test to enable examination of intestinal permeability, which reflects the state of integrity of the intestinal mucosa, We recruited 22 adult patients, mean age 54+/-13.3 years, with GH deficiency due to partial or total hypopituitarism. None had received GH treatment at any time, although they were all in optimized replacement therapy. A control group was composed of 19 healthy age-matched relatives. The intestinal permeability test was performed with lactulose (5 g) and mannitol (1 g) after an oral load of 100 mi of aqueous solution. The urinary lactu- lose/mannitol ratio and the percentages of lactulose and mannitol excreted were determined on a 5-h urine collection. There were no significant differences between the patients and the control group in the lactulose/mannitol ratio (0.087+/-0.059 vs 0.077+/-0.064, respectively) or in the urinary excretion percentages of lactulose (0.067+/-0.048% vs 0.073+/-0.070%, respectively) or mannitol (5.127+/-3.269% vs 5.068+/-2.985%, respectively). In conclusion, no increase in intestinal permeability was detected in patients with GH deficiency, so that in spite of the known trophic effects of GH on the epithelial crypt cells, there was no intestinal hyperpermeability in these patients. (C) 2001, Editrice Kurtis.
• Hydrogen Bond-Induced Rigid Oligoanthranilamide Ribbons That Are Planar and Straight
  作者：Zong-Quan Wu、Xi-Kui Jiang、Shi-Zheng Zhu、Zhan-Ting Li

  DOI：10.1021/ol036108b

  日期：2004.1.1

  [GRAPHICS]A new series of oligoanthranilamides has been synthesized starting from suitably modified p-phenylenediamine and p-phthalic acid derivatives. Due to strong intramolecular three-center hydrogen bonds, the new oligomers self-assemble into highly stable straight and planar molecular ribbons, which have been characterized by X-ray crystallography and H-1 NMR, IR, and UV-vis spectroscopy.