N,N'-oxalyldiglycine | 23354-00-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N'-oxalyldiglycine
• 英文别名: N.N'-Bis-(carboxymethyl)-oxamid；Oxalyl-bis-glycin；oxamide-N,N'-diacetic acid；oxaminodiethanolic acid；N,N'-Bis-carboxymethyl-oxalamid；N,N'-oxalyl-bis-glycine；N,N'-Oxalyl-bis-glycin；Oxamid-N.N'-diessigsaeure；Oxalyldiglycin；Oxalyl-bis-aminoessigsaeure；2-[[2-(Carboxymethylamino)-2-oxoacetyl]amino]acetic acid
• CAS: 23354-00-9
• 化学式: C₆H₈N₂O₆
• 分子量: 204.139
• InChiKey: HSZUDSQQQJCLLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  133
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N'-oxalyldiglycine 、 2-氯苯甲酸 生成 N-(2-羧基)苯基甘氨酸
  参考文献：
  名称：

  DE143902

  摘要：

  公开号：
• 作为产物：
  描述：

  N,N'-双(羧基甲基)二硫代草酰胺 在 双氧水 作用下， 生成 N,N'-oxalyldiglycine
  参考文献：
  名称：

  Walter,W.; Bode,K.-D., Justus Liebigs Annalen der Chemie, 1962, vol. 660, p. 74 - 84

  摘要：

  DOI：

文献信息

• Molecular Symmetry and the Design of Molecular Solids:  The Oxalamide Functionality as a Persistent Hydrogen Bonding Unit
  作者：Seth Coe、John J. Kane、Tam Luong Nguyen、Leticia M. Toledo、Eric Wininger、Frank W. Fowler、Joseph W. Lauher

  DOI：10.1021/ja961958q

  日期：1997.1.1

  A symmetry analysis based upon the structure of simple molecules and their anticipated intermolecular interactions can lead to successful predictions of molecular packing and crystal symmetry, As a demonstration of these ideas an in-depth study of the oxalamide functionality as a persistent hydrogen bonding unit is presented. The synthesis and structural characterization of a series oxalamide dicarboxylic acids is presented and the structures compared with the analogous urea compounds. Both the urea and oxalamide dicarboxylic acids form designed two-dimensional hydrogen-bonded beta-networks with a significant degree of reliability, The urea designs are quite reliable when there is a molecular 2-fold axis, but competing hydrogen bond patterns are found when less symmetrical molecules are studied. The oxalamide design based on inversion centers is also quite reliable, with the designed layer structure found in most cases.
• Weak Interactions Dominating the Supramolecular Self-Assembly in a Salt: A Designed Single-Crystal-to-Single-Crystal Topochemical Polymerization of a Terminal Aryldiacetylene
  作者：Zhong Li、Frank W. Fowler、Joseph W. Lauher

  DOI：10.1021/ja806663h

  日期：2009.1.21

  Single-crystal-to-single-crystal (SCSC) topochemical polymerizations of diacetylenes can yield nearly defect-free conjugated polymer crystals unattainable by other methods. Aryl-substituted diacetylenes with their potentially greater conjugation have been targeted for years, but until now no one has reported a SCSC polymerization of any aryl-substituted diacetylene. This is presumably due to the rigidity of such diaryl-substituted monomers as well as the lack of control over the supramolecular structure. To address this problem, the polymerization of a terminal phenyldiacetylene was targeted. It was assumed that a terminal diacetylene should demonstrate greater flexibility in the solid state. To establish the necessary (similar to 4.9 angstrom) repeat distance, commensurate with the repeat distance in the polymer, a host-guest system was designed. The chosen diacetylene guest, the amine DABzNH(2), was to be crystallized with the oxalamide dicarboxylic acid host, H(2)og. The plan required a segregation of the hydrogen bonds, amide-amide hydrogen bonds to establish the 4.9 angstrom spacing, and the carboxylate to ammonium ion hydrogen bonds to organize the guest. Prior to carrying out the diacetylene synthesis a series of model salts were studied. Consistent with the hydrophobic effect it was found that amines with large "greasy" substituents assembled according to the design. Once the model studies established that weak interactions could dominate the supramolecular structure of a salt, the actual design was put to the test. The targeted guest, DABzNH(2), was synthesized and crystals of the host-guest salt (DABzNH(3))(2)og were prepared. The resulting crystal structure was in complete accordance with the design. A SCSC polymerization was achieved by a slow annealing treatment lasting about three months. The crystal structure of the resulting polymer not only confirmed the first example of a poly (aryldiacetylene) single crystal, it also revealed an unexpected reaction pathway that shows a major movement involving the rigid aromatic substituent.
• Schroeder,E. et al., Justus Liebigs Annalen der Chemie, 1961, vol. 646, p. 101 - 118
  作者：Schroeder,E. et al.

  DOI：——

  日期：——
• Stereoisomerism of N,N'-Oxalylbis-(alanine) Derivatives¹
  作者：Walter R. Hearn、Richard A. Hendry

  DOI：10.1021/ja01576a038

  日期：1957.10
• Kerp; Unger, Chemische Berichte, 1897, vol. 30, p. 579
  作者：Kerp、Unger

  DOI：——

  日期：——