bis(2-(2-methoxyethoxy)ethyl) maleate | 83154-66-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: bis(2-(2-methoxyethoxy)ethyl) maleate
• 英文别名: bis[2-(2-methoxyethoxy)ethyl] (Z)-but-2-enedioate
• CAS: 83154-66-9
• 化学式: C₁₄H₂₄O₈
• 分子量: 320.34
• InChiKey: HUSWEPKPUVMKPA-ARJAWSKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  22
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  bis(2-(2-methoxyethoxy)ethyl) maleate 在 氢气 作用下， 以 乙酸乙酯 为溶剂， 20.0 ℃ 、202.66 kPa 条件下， 反应 5.0h， 以99%的产率得到Bis[2-(2-methoxyethoxy)ethyl] butanedioate
  参考文献：
  名称：

  钯和纳米纸在棉花和滤纸上的粘合催化剂固定化：在可重复使用的连续催化催化剂中的应用

  摘要：

  分散在超支化聚苯乙烯铵盐中的钯纳米粒子可通过简单地与二元羧酸或卤化物阴离子加热而粘合地固定在棉或滤纸的表面上。所得的Pd @ cotton和Pd @ filter纸可作为可重复使用的催化剂。尤其是，Pd @滤纸可用作催化剂，用于顺序的交叉偶联和加氢反应，仅用一块纸催化剂就可以生产几种不同的产物。

  DOI：

  10.1002/adsc.201300691
• 作为产物：
  描述：

  bis[2-(2-methoxyethyoxy)ethyl] but-2-ynedioate 在 [,14-bis(diphenylphosphino)butane] (1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 氢气 作用下， 以 氘代丙酮 为溶剂， 以85%的产率得到bis(2-(2-methoxyethoxy)ethyl) maleate
  参考文献：
  名称：

  New Hyperpolarized Contrast Agents for ¹³C-MRI from Para-Hydrogenation of Oligooxyethylenic Alkynes

  摘要：

  Two alkyne derivatives, which contain one and two oligooxyethylenic chains respectively, showed to be good substrates for para-hydrogenation reactions, yielding the corresponding hyperpolarized alkenes in good yields. A suitable theory has been developed to account for the observed results, fully explaining the different para-H-2 induced effects observed upon the para-hydrogenation of symmetrically and asymmetrically substituted alkynes in ALTADENA and PASADENA modes. The oligooxyethylenic substituent provides good water solubility to the para-hydrogenated symmetrical derivative. C-13-MR in vitro images of the latter derivative were obtained both in acetone and in water solutions (130 mM), using the ALTADENA procedure and after application of the field cycling procedure which allows acquisition of an in-phase C-13 carbonyl resonance. The finding that the hydrogenated product is water-soluble in contrast to the parent alkyne which is not allows for the pursuit of a fast phase-transfer separation from the organic solvent, the unreacted substrate, and the catalyst to obtain a "ready-to-use" water solution suitable for further in vivo MRI applications.

  DOI：

  10.1021/ja8059733

文献信息

• New Hyperpolarized Contrast Agents for ¹³C-MRI from Para-Hydrogenation of Oligooxyethylenic Alkynes
  作者：Francesca Reineri、Alessandra Viale、Giovanbattista Giovenzana、Daniela Santelia、Walter Dastrù、Roberto Gobetto、Silvio Aime

  DOI：10.1021/ja8059733

  日期：2008.11.12

  Two alkyne derivatives, which contain one and two oligooxyethylenic chains respectively, showed to be good substrates for para-hydrogenation reactions, yielding the corresponding hyperpolarized alkenes in good yields. A suitable theory has been developed to account for the observed results, fully explaining the different para-H-2 induced effects observed upon the para-hydrogenation of symmetrically and asymmetrically substituted alkynes in ALTADENA and PASADENA modes. The oligooxyethylenic substituent provides good water solubility to the para-hydrogenated symmetrical derivative. C-13-MR in vitro images of the latter derivative were obtained both in acetone and in water solutions (130 mM), using the ALTADENA procedure and after application of the field cycling procedure which allows acquisition of an in-phase C-13 carbonyl resonance. The finding that the hydrogenated product is water-soluble in contrast to the parent alkyne which is not allows for the pursuit of a fast phase-transfer separation from the organic solvent, the unreacted substrate, and the catalyst to obtain a "ready-to-use" water solution suitable for further in vivo MRI applications.
• Adhesive Catalyst Immobilization of Palladium Nanoparticles on Cotton and Filter Paper: Applications to Reusable Catalysts for Sequential Catalytic Reactions
  作者：Takashi Nishikata、Hironori Tsutsumi、Lei Gao、Keisuke Kojima、Katsumi Chikama、Hideo Nagashima

  DOI：10.1002/adsc.201300691

  日期：2014.3.24

  Palladium nanoparticles dispersed in ammonium salts of hyperbranched polystyrenes are adhesively immobilized on the surface of cotton or filter papers by simply heating with dicarboxylic acids or halide anions. The resulting Pd@cotton and Pd@filter paper behave as reusable catalysts; in particular, Pd@filter paper is useful as catalyst for application to sequential cross‐coupling and hydrogenation

  分散在超支化聚苯乙烯铵盐中的钯纳米粒子可通过简单地与二元羧酸或卤化物阴离子加热而粘合地固定在棉或滤纸的表面上。所得的Pd @ cotton和Pd @ filter纸可作为可重复使用的催化剂。尤其是，Pd @滤纸可用作催化剂，用于顺序的交叉偶联和加氢反应，仅用一块纸催化剂就可以生产几种不同的产物。