1,3-Bis[4-[[4-(chloromethyl)phenoxy]methyl]phenyl]benzene | 154488-12-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,3-Bis[4-[[4-(chloromethyl)phenoxy]methyl]phenyl]benzene
• CAS: 154488-12-7
• 化学式: C₃₄H₂₈Cl₂O₂
• 分子量: 539.501
• InChiKey: OMKMOXBGWZEMAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  38
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-苯二甲硫醇 、 1,3-Bis[4-[[4-(chloromethyl)phenoxy]methyl]phenyl]benzene 在 氢氧化钾 作用下， 以 乙醇 、 苯 为溶剂， 以70%的产率得到9,25-dioxa-3,31-dithiaheptacyclo<31.4.0.2^5,8.2^11,14.1^15,19.2^20,23.2^26,29>hexatetraconta-1(33),5,7,11,13,15,17,20,22,26,28,34,36,38,40,42(19),43,45-octadecaene
  参考文献：
  名称：

  Synthesis of dithiacyclophanes with large molecular cavity

  摘要：

  Coupling of the dichlorides 9 & 10 with xylenedithiols and m-terphenyldithiol under high dilution technique in presence of KOH in benzene-ethanol afforded the cyclophanes of the class 1 & 2.

  DOI：

  10.1016/s0040-4039(00)79365-8
• 作为产物：
  描述：

  1,3-di(p-tolyl)benzene 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 生成 1,3-Bis[4-[[4-(chloromethyl)phenoxy]methyl]phenyl]benzene
  参考文献：
  名称：

  A New Cyclophane

  摘要：

  The X-ray diffraction studies of 9,25-dioxa-3,31-dithiaheptacyclo[31.4.0.2(5,8).2(11,14).1(15,19).2(20,23).2(26,29)]hexatetraconta-1(33),5,7,11,13,15,17,20,22,26,28,34,36,38, 40,42(19),43,45-octadecaene, C42H36O2S2.3H(2)O, shows a distorted cyclic conformation with a hydrophobic cavity of size 8.56 x 8.55 Angstrom(2) in the solid state. The compound exists as a trihydrate and the water molecules form a triangular cage caught inside the cavity. The molecules are held together by van der Waals interactions.

  DOI：

  10.1107/s0108270196001400

文献信息

• Synthesis of Cyclophanes with Intra-Annular Functionality and Cage Structure
  作者：Arunachalam Kannan、Perumal Rajakumar、V. Kabaleeswaran、S. S. Rajan

  DOI：10.1021/jo950957y

  日期：1996.1.1

  Cyclophanes of the type 1 and 2, with large cavity sizes, have been synthesized from the corresponding dichloride 8 or 8a and o-xylene-alpha,alpha'-dithiol (9), p-xylene-alpha,alpha'-dithiol (10), or m-terphenyldithiol (11). Similarly, cyclophanes of the type 3 with intra-annular functionality have been obtained by the coupling of the corresponding dithiol 15 or 19 and m-terphenyl dibromide 5, 5a, 5b, or 5c. With the aim of introducing multifunctionality, cyclophanes of the type 21 and 23 were prepared from 3,5-bis(mercaptomethyl)anisole or 3,5-bis(mercaptomethyl)phenol and the corresponding substituted m-terphenyl dibromide Bb or 5c. Cyclophanes 24, 24a, 24b, and 32, with a new type of cage structure, have been obtained by the coupling of the corresponding tetrathiol as with 2 equiv of the dibromides 5c, 5a, and 5b or 1 equiv of the tetrabromide 31, respectively. Further, the sodium salts of the cyclophanes 3c, 21, and 24b were completely characterized by H-1 NMR spectroscopy. XRD analysis of the cyclophane 21 revealed the presence of an ethanol molecule inside the cavity, indicating the facile formation of a host-guest complex.