甲基蒽-2-羧酸酯 | 25308-60-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 甲基蒽-2-羧酸酯
• 英文名称: methyl 2-anthroate
• 英文别名: 2-anthracenecarboxylic acid methyl ester；methyl 2-anthracenecarboxylate；methyl2-anthracenecarboxylate；anthracene-2-carboxylic acid methyl ester；Anthracen-2-carbonsaeure-methylester；Methyl anthracene-2-carboxylate
• CAS: 25308-60-5
• 化学式: C₁₆H₁₂O₂
• 分子量: 236.27
• InChiKey: MDRJRJLPUAYVFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  甲基蒽-2-羧酸酯 以 甲醇 为溶剂， 生成 3-[{2-[(Anthracene-2-carbonyl)-amino]-ethyl}-(2-methoxycarbonyl-ethyl)-amino]-propionic acid methyl ester
  参考文献：
  名称：

  Facile and reversible synthesis of an acidic water-soluble poly(amidoamine) fullerodendrimer

  摘要：

  Water-soluble fullerodendrimer was obtained by the use of a Diels-Alder reaction of C-60 with a newly designed anthryl dendron under an extremely mild condition in 70% yield, which is more than five times as high as the yield described in our previous report. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01425-4
• 作为产物：
  描述：

  蒽醌-2-羧酸 在 ammonium hydroxide 、 氯化亚砜 、 锌 作用下， 生成 甲基蒽-2-羧酸酯
  参考文献：
  名称：

  进行光化学单向异构化的 2-蒽基乙烯的三重-三重吸收光谱的半经验计算

  摘要：

  半经验的 PPP-SCF-SCI 计算支持将 2-蒽基乙烯的三线态-三线态吸收光谱分配给平面反式构象，这是三线态能量表面绝热顺反单向异构化的关键中间体。

  DOI：

  10.1246/bcsj.67.891

文献信息

• Spectroscopic, microscopic and first rheological investigations in charge-transfer interaction induced organogels
  作者：Rajat K. Das、Supratim Banerjee、Guillaume Raffy、André Del Guerzo、Jean-Pierre Desvergne、Uday Maitra

  DOI：10.1039/c0jm01192d

  日期：——

  This article describes two-component charge-transfer interaction mediated organogels (CT-gels) derived from anthracene carboxamides obtained from 2-amino-2-hydroxymethyl-1,3-propanediol (TRIS), and 2,3-dialkoxyanthracenes as donors, with 2,4,7-trinitrofluorenone (TNF) as the common acceptor. We demonstrate the versatility of TNF as an electron acceptor in the formation of these gels. The effect of subtle changes in the donor structure on the gelation ability has been investigated by varying the alkyl chain length in the dialkoxyanthracene donors, and by varying the position of the TRIS substituent in the anthracene carboxamide donors. Distinct differences have been observed in the nature of the CT-gels based on these two kinds of anthracene donors. It has been reported in the literature that 2,3-dialkoxyanthracenes form gels on their own in various aliphatic hydrocarbons and alcohols for linear alkyl chains bearing at least 6 carbon atoms (C6). In the present study, it is shown that the CT-complex of these molecules with TNF is able to gel many alcoholic and a few hydrocarbon solvents. Also, in the presence of TNF, the 2,3-dialkoxyanthracenes (C4–C5) which were non-gelators on their own at ambient temperatures, form CT-gels in a number of alcohols. The other series of gelators discussed, the anthracene carboxamides, require the mandatory presence of TNF to form gels. This donor–acceptor complex forms gels in various aliphatic alcohols. Interestingly, the formation of these CT-gels requires rapid cooling in most of the cases. Thermal stability studies with both types of CT-gels indicate an optimum stoichiometry of 1 : 1 between the donor and the acceptor. Dynamic rheological experiments reveal these gels as viscoelastic soft materials, with the mechanical strength of these gels depending on the amount of TNF present. This provides a means to tune the strength of the gel by varying the doping concentration of the acceptor.

  本文介绍了以 2-氨基-2-羟甲基-1,3-丙二醇（TRIS）和 2,3-二烷氧基蒽为供体，以 2,4,7-三硝基芴酮（TNF）为共同受体的蒽羧酰胺衍生的双组分电荷转移相互作用介导有机凝胶（CT-凝胶）。我们展示了 TNF 作为电子受体在形成这些凝胶过程中的多功能性。通过改变二氧蒽供体中烷基链的长度和蒽羧酰胺供体中 TRIS 取代基的位置，研究了供体结构的微妙变化对凝胶能力的影响。在这两种蒽供体的基础上观察到 CT 凝胶的性质存在明显差异。据文献报道，2,3-二烷氧基蒽在含有至少 6 个碳原子（C6）的线性烷基链的各种脂肪族碳氢化合物和醇中可自行形成凝胶。本研究表明，这些分子与 TNF 的 CT 复合物能够在多种醇类溶剂和少数烃类溶剂中形成凝胶。此外，在 TNF 的存在下，2,3-二烷氧基蒽（C4-C5）在常温下本身是非凝胶体，但在一些醇中却能形成 CT 凝胶。所讨论的另一系列凝胶剂，即蒽羧酰胺，则需要 TNF 的强制存在才能形成凝胶。这种供体-受体复合物可在各种脂肪醇中形成凝胶。有趣的是，这些 CT 凝胶的形成在大多数情况下都需要快速冷却。对这两种 CT 凝胶的热稳定性研究表明，供体和受体之间的最佳化学计量为 1 ：1 的最佳配比。动态流变实验表明，这些凝胶是粘弹性软材料，其机械强度取决于 TNF 的含量。这提供了一种通过改变受体的掺杂浓度来调节凝胶强度的方法。
• Tunable Chiral Reaction Media Based on Two-Component Liquid Crystals: Regio-, Diastereo-, and Enantiocontrolled Photodimerization of Anthracenecarboxylic Acids
  作者：Yasuhiro Ishida、Ammathnadu S. Achalkumar、Shun-ya Kato、Yukiko Kai、Aya Misawa、Yumi Hayashi、Kuniyo Yamada、Yuki Matsuoka、Motoo Shiro、Kazuhiko Saigo

  DOI：10.1021/ja105221u

  日期：2010.12.15

  Three kinds of enantiopure amphiphilic amino alcohols (1a-c) were newly synthesized, of which the stereochemistry of the stereogenic carbons adjacent to the amino (C2) and hydroxy (C1) groups was systematically varied. By using these amino alcohols and four photoreactive carboxylic acids, 12 kinds of salts were prepared. The structure and thermal behavior of the salts were thoroughly investigated by

  新合成了三种对映纯的两亲氨基醇（1a-c），其中与氨基（C2）和羟基（C1）相邻的立体碳的立体化学发生了系统变化。通过使用这些氨基醇和四种光反应性羧酸，制备了12种盐。通过各种技术对盐的结构和热行为进行了深入研究，结果表明氨基醇单元的立体化学对盐的性质有显着影响；具有 (1R,2S)-构型的 1a 的盐没有表现出任何液晶 (LC) 相但显示出高结晶度，而分别具有 (1S,2S)- 和 (1S)-构型的 1b 和 1c 通常提供稳定的具有近晶结构的LC盐。在这些两亲盐的基质中，2-蒽甲酸（2c）和1-蒽甲酸（2d）的原位光二聚反应是通过紫外/可见光（500 W，高压汞弧灯，> 380 nm）照射进行的。关于反应性和区域-/非对映-/对映选择性，发现 LC 相优于各向同性和结晶相。对于两个基板 2c 和 2d，每个 LC 相都以前所未有的高头对头选择性促进了光二聚化。特别是在 2c 的情况下，非对映选择性（syn(HH)
• The transmission of substituent effects in isomeric dichloroethano-bridged anthracene derivatives
  作者：E.J. Grubbs、R. Fitzgerald、R.E. Phillips、R. Petty

  DOI：10.1016/s0040-4020(01)92492-5

  日期：1971.1

  The syntheses and characterization of the syn (2b) and anti (2a) isomers of methyl-cis-11,12-dichloro-9,10-dihydro-9,10-ethano 2-anthroate as well as methyl-9,10-dihydro-9,10-ethano 2-anthroate (2c) are described. Geometric assignments for 2a and 2b were based upon dipole moments and chemical degradation. The rates of base-catalyzed hydrolyses of the three esters in aqueous ethanol are reported. The

  甲基-顺式-11,12-二氯-9,10-二氢-9,10-乙基2-邻苯二甲酸酯和甲基-9,10-的顺式（2b）和反式（2a）异构体的合成和表征描述了二氢9，10-乙醇2-邻苯二甲酸酯（2c）。2a和2b的几何分配基于偶极矩和化学降解。报道了在乙醇水溶液中三种酯的碱催化水解速率。相应的三种桥联蒽羧酸3a，3b和3c的酸解离常数已经测量了在甲醇水溶液中的二甲醚和它们与二苯基重氮甲烷在乙醇和甲苯中的反应速率。讨论了该系统中取代基效应的角度依赖性。
• CHEMICALLY AMPLIFIED RESIST MATERIAL, PATTERN-FORMING METHOD, COMPOUND, AND PRODUCTION METHOD OF COMPOUND
  申请人：OSAKA UNIVERSITY

  公开号：US20170052449A1

  公开（公告）日：2017-02-23

  A pattern-forming method comprises patternwise exposing a predetermined region of a resist material film made from a photosensitive resin composition comprising a chemically amplified resist material to a first radioactive ray that is ionizing radiation or nonionizing radiation having a wavelength of no greater than 400 nm. The resist material film patternwise exposed is floodwise exposed to a second radioactive ray that is nonionizing radiation having a wavelength greater than the wavelength of the nonionizing radiation for the patternwise exposing and greater than 200 nm. The chemically amplified resist material comprises a base component, and a generative component that is capable of generating a radiation-sensitive sensitizer and an acid upon an exposure. The generative component comprises a radiation-sensitive sensitizer generating agent. The radiation-sensitive sensitizer generating agent comprises a compound represented by formula (A).

  一种图案形成方法包括将一种化学放大型光刻胶材料制成的感光树脂组成物的预定区域图案暴露于第一种放射性射线中，该放射性射线是电离辐射或波长不大于400 nm的非电离辐射。图案化暴露的光刻胶材料膜被洪水式暴露于第二种放射性射线中，该放射性射线是波长大于图案化暴露的非电离辐射的波长和大于200 nm的非电离辐射。该化学放大型光刻胶材料包括基础组分和能够在暴露时生成辐射敏感的敏化剂和酸的生成组分。生成组分包括辐射敏感的敏化剂生成剂。辐射敏感的敏化剂生成剂包括由式(A)表示的化合物。
• Supramolecular Complexation and Enantiodifferentiating Photocyclodimerization of 2-Anthracenecarboxylic Acid with 4-Aminoprolinol Derivatives as Chiral Hydrogen-Bonding Templates
  作者：Yuko Kawanami、Tamara C. S. Pace、Jun-ichi Mizoguchi、Toshiharu Yanagi、Masaki Nishijima、Tadashi Mori、Takehiko Wada、Cornelia Bohne、Yoshihisa Inoue

  DOI：10.1021/jo901792t

  日期：2009.10.16

  The photochirogenesis of 2-anthracenecarboxylic acid (AC) complexed to a hydrogen-bonding template (TKS159) was investigated to obtain mechanistic information on how chirogenesis is achieved for the dimerization of AC. Complexation of AC to TKS159 leads to the shielding of one of the two surfaces of the prochiral AC molecule. The two diastereomeric AC−TKS complexes, i.e., re-AC−TKS and si-AC−TKS, were

  研究了与氢键合模板（TKS159）络合的2-蒽羧酸（AC）的光化学生成，以获得有关如何实现AC二聚化的化学生成的机械信息。AC与TKS159的络合导致前手性AC分子两个表面之一的屏蔽。两种非对映体AC-TKS配合物，即re -AC-TKS和si -AC-TKS，其特征在于紫外可见，荧光和圆二色性光谱以及激发态寿命的变化。该ee不是简单地通过的非对映体比率来确定重新-和SI -AC-TKS络合物但也依赖于非对映体配合物的相对寿命。在相对人口再和SI络合物从对映异构体过量（ee）为产品计算，考虑到两种复合物的相对寿命。这些研究建立了一个协议，可通过研究超分子系统的基态和激发态行为来揭示光化学发生机理。