4,5,12,13-tetrakis(bromomethyl)<2.2>paracyclophane | 102419-26-1

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 4,5,12,13-tetrakis(bromomethyl)<2.2>paracyclophane
• 英文别名: 4,5,12,13-tetrakis(bromomethyl)[2.2]paracyclophane；5,6,11,12-Tetrakis(bromomethyl)tricyclo[8.2.2.24,7]hexadeca-1(12),4,6,10,13,15-hexaene
• CAS: 102419-26-1；69684-87-3；67903-66-6
• 化学式: C₂₀H₂₀Br₄
• 分子量: 579.995
• InChiKey: UUQFIYRCGKQPBS-UHFFFAOYSA-N

物化性质

• 沸点：
  530.9±45.0 °C(Predicted)
• 密度：
  1.815±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4,5,12,13-tetrakis(bromomethyl)<2.2>paracyclophane 在 四氯化钛 lithium aluminium tetrahydride 、 三溴化磷 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  XIV环oph烷：达斯通龙[2.2]对环烷

  摘要：

  从4、5、12、13-四（甲氧基羰基）[2.2]对环环烷（）开始，已经通过重复制备了五（- ），六（- ），七（- ）和八甲基-（）衍生物。甲酰化还原序列。

  DOI：

  10.1016/s0040-4039(00)71150-6
• 作为产物：
  描述：

  tricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaene-5,6,11,12-tetracarboxylic acid tetramethyl ester 在 lithium aluminium tetrahydride 、 三溴化磷 作用下， 以 四氢呋喃 为溶剂， 生成 4,5,12,13-tetrakis(bromomethyl)<2.2>paracyclophane
  参考文献：
  名称：

  XIV环oph烷：达斯通龙[2.2]对环烷

  摘要：

  从4、5、12、13-四（甲氧基羰基）[2.2]对环环烷（）开始，已经通过重复制备了五（- ），六（- ），七（- ）和八甲基-（）衍生物。甲酰化还原序列。

  DOI：

  10.1016/s0040-4039(00)71150-6

文献信息

• Preparation and Structure Determination of a Stable cis-Bis-σ-homobenzene Derivative
  作者：Dieter Wullbrandt、Henning Hopf、Peter G. Jones

  DOI：10.1002/ejoc.201000114

  日期：2010.7

  By cyclopropanation of tetramethyl[2.2]paracyclophane 9 the tetramethylene adduct 10 has been prepared. This hydrocarbon is the first stable cis-bis-σ-homobenzene for which a structure has been determined by X-ray diffraction.

  通过四甲基[2.2]对环芳烷9的环丙烷化，已经制备了四亚甲基加合物10。这种烃是第一个稳定的顺式双σ-均苯，其结构已通过 X 射线衍射确定。
• Synthesis of Substituted Dibenzoequinenes
  作者：Rolf Gleiter、Katrin Staub、Hermann Irngartinger、Thomas Oeser

  DOI：10.1021/jo9708351

  日期：1997.10.1

  The naphthalenophanes with four donor groups such as 4,7,14,17-tetramethoxy-anti-[2.2](1,4)naphthalenophane (10), the corresponding syn-isomer 10a, and 4,7,14,17-tetramethy1-anti-[2.2](1,4)naphthalenophane (17) together with the naphthalenophanes with four acceptor groups, 4,7,14,17-tetracyano-anti-[2,2](1,4)naphthalenophane (21), and 5,6,15,16-tetracarbethoxy-anti-[2.2](1,4)naphthalenophane (23), belonging to point group C-2h for the anti-and C-2v for the syn-isomer, have been synthesized following mostly known procedures. Furthermore, the preparation of 5,6-dicarbethoxynaphthaleno-[2.2](1,4)naphthalenophane (27) and 2,5-dimethoxynaphthaleno-anti-[2.2](1,4)-5,8-naphthochinonophane (28) with one donor and one acceptor substituted ring supplements the series. The irradiation of 10, 21, 23, and 27 yields 2,2',5,5'-tetramethoxydibenzoequinene (30), 2,2',5,5'-tetracyanodibenzoequinene (31), 3,3',4,4'-tetracarbethsxydibenzoequinene (32) and 3,4-dicarbethoxydibenzoequinene (33). Structural investigations on 30 by means ofthe X-ray method show a strong folding of the cyclobutane rings. The average bond length of the four-membered rings in 30 was found to be 1.579(2) Angstrom. The values obtained for the bond lengths and bond angles resemble those of the parent system 2. Long ethano bonds (1.556-1.591 Angstrom) in the bridges were found in the synand anti-naphthalenophanes 10a, 14, and 17 by means ofX-ray structure analysis.
• Synthesis of [2.2]isoindolinophanes and dihydro[c]furanophane and their charge-transfer complexes with .pi.-acceptors
  作者：Aboul Fetouh E. Mourad、Ahmed M. Nour-el-Din、Ramadan A. Mekhamer

  DOI：10.1021/je00045a032

  日期：1986.7
• Diversity-Oriented Approach to 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid (Tic) Derivatives Using Diethyl Acetamidomalonate as a Glycine Equivalent: Further Expansion by Suzuki–Miyaura Cross-Coupling Reaction
  作者：Sambasivarao Kotha、Shilpi Misra、Nimita Gopal Krishna、Nagaraju Devunuri、Henning Hopf、Abhilash Keecherikunnel

  DOI：10.3987/com-09-s(s)103

  日期：——

  Synthesis of diverse 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) derivatives and its higher analogues are reported using diethyl acetamidomalonate as a glycine equivalent. In addition, various substituted Tic derivatives are assembled by application of Suzuki-Miyaura cross-coupling reaction as a key step.
• KLEINSCHROTH J.; HOPF H., ANGEW. CHEM., 1979, 91, NO 4, 336-337
  作者：KLEINSCHROTH J.、 HOPF H.

  DOI：——

  日期：——