2,3,2',3'-tetrabromo-3,3'-p-phenylene-di-propionic acid | 88248-71-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 2,3,2',3'-tetrabromo-3,3'-p-phenylene-di-propionic acid
• 英文别名: β.β'-p-Phenylen-bis-(α.β-dibrom-propionsaeure)；2,3,2',3'-Tetrabrom-3,3'-p-phenylen-di-propionsaeure；2,3-Dibromo-3-[4-(1,2-dibromo-2-carboxyethyl)phenyl]propanoic acid
• CAS: 88248-71-9
• 化学式: C₁₂H₁₀Br₄O₄
• 分子量: 537.825
• InChiKey: OESNRQMEWFLQNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3,2',3'-tetrabromo-3,3'-p-phenylene-di-propionic acid 在 盐酸 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 生成 3,3'-(1,4-phenylene)dipropiolic acid
  参考文献：
  名称：

  Computational Design of Metal–Organic Frameworks Based on Stable Zirconium Building Units for Storage and Delivery of Methane

  摘要：

  A metal organic framework (MOF) with high volumetric deliverable capacity for methane was synthesized after being identified by computational screening of 204 hypothetical MOF structures featuring (Zr6O4)(OH)(4)(CO2)(n) inorganic building blocks. The predicted MOF (NU-800) has an fcu topology in which zirconium nodes are connected via ditopic 1,4-benzenedipropynoic acid linkers. Based on our computer simulations, alkyne groups adjacent to the inorganic zirconium nodes provide more efficient methane packing around the nodes at high pressures. The high predicted gas uptake properties of this new MOF were confirmed by high-pressure isotherm measurements over a large temperature and pressure range. The measured methane deliverable capacity of NU-800 between 65 and 5.8 bar is 167 cc(STP)/cc (0.215 g/g), the highest among zirconium-based MOFs. High-pressure uptake values of H-2 and CO2 are also among the highest reported. These high gas uptake characteristics, along with the expected highly stable structure of NU-800, make it a promising material for gas storage applications.

  DOI：

  10.1021/cm502304e
• 作为产物：
  描述：

  (E,E)-ethyl hydrogen p-phenylenediacrylate 在 sodium hydroxide 、 溴 作用下， 生成 2,3,2',3'-tetrabromo-3,3'-p-phenylene-di-propionic acid
  参考文献：
  名称：

  Loew, Justus Liebigs Annalen der Chemie, 1885, vol. 231, p. 363

  摘要：

  DOI：

文献信息

• Matveeva; Erin; Kurz, Russian Journal of Organic Chemistry, 1997, vol. 33, # 8, p. 1065 - 1067
  作者：Matveeva、Erin、Kurz

  DOI：——

  日期：——
• Ephraim, Chemische Berichte, 1901, vol. 34, p. 2790
  作者：Ephraim

  DOI：——

  日期：——
• US4417039A
  申请人：——

  公开号：US4417039A

  公开（公告）日：1983-11-22
• Loew, Justus Liebigs Annalen der Chemie, 1885, vol. 231, p. 363
  作者：Loew

  DOI：——

  日期：——
• Computational Design of Metal–Organic Frameworks Based on Stable Zirconium Building Units for Storage and Delivery of Methane
  作者：Diego A. Gomez-Gualdron、Oleksii V. Gutov、Vaiva Krungleviciute、Bhaskarjyoti Borah、Joseph E. Mondloch、Joseph T. Hupp、Taner Yildirim、Omar K. Farha、Randall Q. Snurr

  DOI：10.1021/cm502304e

  日期：2014.10.14

  A metal organic framework (MOF) with high volumetric deliverable capacity for methane was synthesized after being identified by computational screening of 204 hypothetical MOF structures featuring (Zr6O4)(OH)(4)(CO2)(n) inorganic building blocks. The predicted MOF (NU-800) has an fcu topology in which zirconium nodes are connected via ditopic 1,4-benzenedipropynoic acid linkers. Based on our computer simulations, alkyne groups adjacent to the inorganic zirconium nodes provide more efficient methane packing around the nodes at high pressures. The high predicted gas uptake properties of this new MOF were confirmed by high-pressure isotherm measurements over a large temperature and pressure range. The measured methane deliverable capacity of NU-800 between 65 and 5.8 bar is 167 cc(STP)/cc (0.215 g/g), the highest among zirconium-based MOFs. High-pressure uptake values of H-2 and CO2 are also among the highest reported. These high gas uptake characteristics, along with the expected highly stable structure of NU-800, make it a promising material for gas storage applications.