4,4'-[1,2-乙烷二基二(氧基)]二苯甲酸二甲酯 | 4204-60-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4,4'-[1,2-乙烷二基二(氧基)]二苯甲酸二甲酯
• 中文别名: [S]-八氢-中氮茚-1-醇
• 英文名称: 1,2-bis(4-methoxycarbonylphenyl)-1,2-ethanediol
• 英文别名: 1,2-Di(p-methoxycarbonylphenoxy)ethane；dimethyl 4,4'-[1,2-ethanediylbis(oxy)]bisbenzoate；dimethyl 1,2-bis(phenoxy)ethane-4,4'-dicarboxylate；methyl 4,4'-(ethylenedioxy)bis-benzoate；1,2-Di-<4-methoxycarbonyl-phenoxy>-aethan；Dimethyl-1.2-diphenoxyethan-p.p'-dicarboxylat；Dimethyl 4,4'-(1,2-ethanediylbis(oxy))bisbenzoate；methyl 4-[2-(4-methoxycarbonylphenoxy)ethoxy]benzoate
• CAS: 4204-60-8
• 化学式: C₁₈H₁₈O₆
• 分子量: 330.337
• InChiKey: BBCJQHYOGQEOAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  4,4'-[1,2-乙烷二基二(氧基)]二苯甲酸二甲酯 在 lithium aluminium tetrahydride 、 溴 、 三苯基膦 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 48.0h， 生成 1-(溴甲基)-4-[2-[4-(溴甲基)苯氧基]乙氧基]苯
  参考文献：
  名称：

  Self-Complementary [2]Catenanes and Their Related [3]Catenanes

  摘要：

  Three [3]catenanes with cavities large enough to accommodate aromatic guests have been designed and synthesized (yields = 5-20 %) by means of kinetically controlled self-assembly processes The X-ray structural analysis of one of three [3]catenanes confirmed the presence of a rectangular cavity (dimensions = 7 x 11 Angstrom) lined by pi-electron-rich recognition sites and hydrogen-bond acceptor groups. Ln spite of their apparently ideal recognition features, none of these [3]catenanes bind guests incorporating a pi-electron-deficient bipyridinium unit. However, the template-directed syntheses of the [3]catenanes also produce, in yields of 2-23%, [2]catenanes incorporating a 1,5-dioxynaphtho[38]crown-10 interlocked with a bipyridinium-based tetracationic cyclophane. The X-ray structural analyses of two of these [2]catenanes revealed that a combination of [pi ... pi] and [C-H ... pi] interactions is responsible for the formation of supramolecular homodimers in the solid state. H-1 NMR spectroscopic investigations of the four [2]catenanes demonstrated that supramolecular homodimers are also formed (K-a-17-31 M-1, T = 185 K) in (CD3)(2)CO solutions. Dynamic H-1 NMR spectroscopy revealed that the 1,5-dioxynaphtho[38]crown-10 and tetracationic cyclophane components in the four [2]catenanes and in the three [3]catenanes circumrotate: (Delta G(c)* = 9-14 kcal mol(-1)) through each other's cavity in (CD3)(2)CO. Similarly, the 1,5-dioxynaphthalene and the bipyridinium ring systems rotate (Delta G(c)* = 10-14 kcal mol(-1)) about their [O ... O] and [N ... N] axes, respectively, in solution.

  DOI：

  10.1002/1521-3765(20000616)6:12<2262::aid-chem2262>3.0.co;2-g
• 作为产物：
  描述：

  1,2-双甲苯氧基乙烷 、 对羟基苯甲酸甲酯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以43%的产率得到4,4'-[1,2-乙烷二基二(氧基)]二苯甲酸二甲酯
  参考文献：
  名称：

  Self-Complementary [2]Catenanes and Their Related [3]Catenanes

  摘要：

  Three [3]catenanes with cavities large enough to accommodate aromatic guests have been designed and synthesized (yields = 5-20 %) by means of kinetically controlled self-assembly processes The X-ray structural analysis of one of three [3]catenanes confirmed the presence of a rectangular cavity (dimensions = 7 x 11 Angstrom) lined by pi-electron-rich recognition sites and hydrogen-bond acceptor groups. Ln spite of their apparently ideal recognition features, none of these [3]catenanes bind guests incorporating a pi-electron-deficient bipyridinium unit. However, the template-directed syntheses of the [3]catenanes also produce, in yields of 2-23%, [2]catenanes incorporating a 1,5-dioxynaphtho[38]crown-10 interlocked with a bipyridinium-based tetracationic cyclophane. The X-ray structural analyses of two of these [2]catenanes revealed that a combination of [pi ... pi] and [C-H ... pi] interactions is responsible for the formation of supramolecular homodimers in the solid state. H-1 NMR spectroscopic investigations of the four [2]catenanes demonstrated that supramolecular homodimers are also formed (K-a-17-31 M-1, T = 185 K) in (CD3)(2)CO solutions. Dynamic H-1 NMR spectroscopy revealed that the 1,5-dioxynaphtho[38]crown-10 and tetracationic cyclophane components in the four [2]catenanes and in the three [3]catenanes circumrotate: (Delta G(c)* = 9-14 kcal mol(-1)) through each other's cavity in (CD3)(2)CO. Similarly, the 1,5-dioxynaphthalene and the bipyridinium ring systems rotate (Delta G(c)* = 10-14 kcal mol(-1)) about their [O ... O] and [N ... N] axes, respectively, in solution.

  DOI：

  10.1002/1521-3765(20000616)6:12<2262::aid-chem2262>3.0.co;2-g

文献信息

• RADIATION-INDUCED REDUCTION OF AROMATIC CARBOXYLIC ESTERS IN ALCOHOLIC SOLUTIONS
  作者：Akira Sugimori、Toshihiro Yashima

  DOI：10.1246/cl.1980.483

  日期：1980.5.5

  Gamma-irradiation of aromatic carboxylic esters in alcoholic solutions brings about the reduction of the ester group to aldehyde, alcohol, α-ketoalcohol, and 1,2-glycol. The reduction is effected by solvated electrons and solvent-derived hydroxyalkyl radicals.

  醇溶液中芳族羧酸酯的伽马射线照射导致酯基团还原为醛、醇、α-酮醇和 1,2-乙二醇。还原受溶剂化电子和溶剂衍生的羟烷基自由基的影响。
• Process for preparing alkyl 4,4'-(ethylenedioxy)bis-benzoates
  申请人：Asahi Kasei Kogyo Kabushiki Kaisha

  公开号：US03981906A1

  公开（公告）日：1976-09-21

  Alkyl 4,4'-(ethylenedioxy)bis-benzoates having improved properties such as anti-oxidation and anti-coloration are prepared in high yield and selectivity by, at the first step, reacting an excess alkyl p-hydroxybenzoate with a recycling alkyl p-(2-chloro-ethoxy)benzoate with heating in the presence of an alkali carbonate and an inert organic solvent until almost said alkyl p-(2-chloroethoxy)benzoate is consumed to produce an alkyl 4,4'-(ethylenedioxy)bis-benzoate and at the second step adding ethylene dichloride to the reaction system and continuing the heating to produce an alkyl p-(2-chloroethoxy)benzoate which is recycled, and separating the alkyl 4,4'-(ethylenedioxy)bis-benzoate produced.

  高产率和选择性地制备具有抗氧化和抗变色等改良性能的4,4'-(乙二醇二氧基)双苯甲酸酯，第一步是在碱性碳酸盐和惰性有机溶剂的存在下，通过加热反应过量的烷基对羟基苯甲酸酯和回收的烷基对-(2-氯乙氧基)苯甲酸酯，直到几乎消耗完烷基对-(2-氯乙氧基)苯甲酸酯，生成4,4'-(乙二醇二氧基)双烷基苯甲酸酯，第二步是向反应体系中加入1,2-二氯乙烷并继续加热，生成可回收的烷基对-(2-氯乙氧基)苯甲酸酯，然后分离出所制备的4,4'-(乙二醇二氧基)双烷基苯甲酸酯。
• PROCESS FOR PREPARING ALPHA,OMEGA-BIS(2-CHLOROPHENOXY)-ALKANE-4,4'-DICARBOXYLIC ACID OR ITS LOWER ALKYL ESTER
  申请人：TORAY INDUSTRIES, INC.

  公开号：EP0099933A1

  公开（公告）日：1984-02-08

  @ A process for preparing α,ω-bis(2-chtorophenoxy)-alkane-4,4'-dicarboxylic acid or its lower alkyl ester useful as a starting material for producing polyester fibers or films having high modulus of elasticity and excellent self- extinguishing characteristics, which comprises reacting α,ω-bis(phenoxy)alkane-4,4'-dicarboxylic acid or its ester with chlorine in the presence of at least one member selected from amoung C2-6 lower fatty acids. C1-8 chlorinated hydrocarbons, and C1-2 chlorinated carbons.

  一种制备α,ω-双(2-氯苯氧基)-烷-4,4'-二羧酸或其低级烷基酯的工艺，可用作生产具有高弹性模量和优异自熄特性的聚酯纤维或薄膜的起始材料，该工艺包括在至少一种选自 C2-6 低级脂肪酸、C1-8 氯化碳氢化合物和 C1-2 氯化碳化物的成员存在下，使α,ω-双(苯氧基)-烷-4,4'-二羧酸或其酯与氯反应。C1-8 氯化碳氢化合物和 C1-2 氯化碳。
• Random elastomeric copolyesters
  申请人：THE GOODYEAR TIRE & RUBBER COMPANY

  公开号：EP0133413A2

  公开（公告）日：1985-02-20

  This invention relates to random elastomeric copolyesters containing units of low molecular weight glycol, poly-(alkylene oxide)glycol, dimer acid and 1,2 bis(4-carbometh- oxy phenoxy)ethane.

  本发明涉及含有低分子量乙二醇、聚环氧亚烷基乙二醇、二聚酸和 1,2-双（4-羰基氧基苯氧基）乙烷单元的无规弹性共聚聚酯。
• van Helden,R. et al., Recueil des Travaux Chimiques des Pays-Bas, 1961, vol. 80, p. 1237 - 1253
  作者：van Helden,R. et al.

  DOI：——

  日期：——