4,4"-bis(mercaptomethyl)-1,1':3',1"-terphenyl | 154488-20-7

• 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: 4,4"-bis(mercaptomethyl)-1,1':3',1"-terphenyl
• 英文别名: 4,4"bis(mercaptomethyl)-1,1':3',1"-terphenyl；4,4''-bis(mercaptomethyl)-1,1':3', 1''-terphenyl；[4-[3-[4-(Sulfanylmethyl)phenyl]phenyl]phenyl]methanethiol
• CAS: 154488-20-7
• 化学式: C₂₀H₁₈S₂
• 分子量: 322.495
• InChiKey: AEHLGTAIAIXHOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9,10-二(氯甲基)蒽 、 4,4"-bis(mercaptomethyl)-1,1':3',1"-terphenyl 在 氢氧化钾 作用下， 以 乙醇 、 苯 为溶剂， 反应 8.0h， 以40%的产率得到3,19-Dithiaheptacyclo[19.6.6.25,8.214,17.19,13.022,27.028,33]octatriaconta-1(27),5,7,9(36),10,12,14(35),15,17(34),21,23,25,28,30,32,37-hexadecaene
  参考文献：
  名称：

  Synthesis and Molecular Transformations of Functionalised Cyclophanes with Large Cavity

  摘要：

  Cyclophanes of the type 1 & 3 are obtained by the coupling of suitable dithiol with corresponding dibromide under high dilution technique in the presence of KOH in benzene or toluene-ethanol. Few molecular transformations have been effected on the cyclophanes 1 and 2.

  DOI：

  10.1080/00397919508011438
• 作为产物：
  描述：

  1,3-di(p-tolyl)benzene 在 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 作用下， 以 四氢呋喃 、 四氯化碳 、 氢氧化钾 为溶剂， 反应 75.0h， 生成 4,4"-bis(mercaptomethyl)-1,1':3',1"-terphenyl
  参考文献：
  名称：

  2′-Substituted meta-terphenyls as building blocks for cyclophanes with intra-annular functionality

  摘要：

  2'-Substituted m-terphenyls containing chloromethyl and/or thiomethyl groups at the 4,4'' or 3,3'' positions are used as building blocks for cyclophanes with intra-annular functionality. Syntheses are short and yields are good. The methodology, capable of wide structural variation, has been adapted to bi- and tricyclic cyclophanes.

  DOI：

  10.1016/0040-4020(94)01016-s

文献信息

• Synthesis of annularly functionalized cyclophanes
  作者：Perumal Rajakumar、Muthialu Srisailas、Rajagopal Kanagalatha

  DOI：10.1016/s0040-4020(03)00685-9

  日期：2003.7

  Friedel–Crafts reaction of m- and p-benzenedicarboxylic acid chlorides with toluene gave diketones. The dicarbonyl dibromides, obtained by NBS bromination of diketones were coupled with various dithiols and dihydroxy benzenes to give cyclophanes incorporating two carbonyl groups. The dicarbonyl dibromide, derived from isophthalic acid chloride was converted into dithiol, which on coupling with the

  的Friedel-Crafts反应米-和p与甲苯-benzenedicarboxylic酰氯，得到二酮。通过NBS溴化二酮制得的二羰基二溴化物与各种二硫醇和二羟基苯偶合，得到并入两个羰基的环烷。衍生自间苯二甲酰氯的二羰基二溴化物被转化为二硫醇，与相同的二溴化物偶合后，得到并入了四个羰基的环烷。NaBH 4在甲醇中四酮环烷的还原，得到四醇衍生物。
• Synthesis of dithiacyclophanes with large molecular cavity
  作者：Perumal Rajakumar、Arunachalam Kannan

  DOI：10.1016/s0040-4039(00)79365-8

  日期：1993.7

  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.
• 2′-Substituted meta-terphenyls as building blocks for cyclophanes with intra-annular functionality
  作者：Harold Hart、Perumal Rajakumar

  DOI：10.1016/0040-4020(94)01016-s

  日期：1995.1

  2'-Substituted m-terphenyls containing chloromethyl and/or thiomethyl groups at the 4,4'' or 3,3'' positions are used as building blocks for cyclophanes with intra-annular functionality. Syntheses are short and yields are good. The methodology, capable of wide structural variation, has been adapted to bi- and tricyclic cyclophanes.
• The synthesis of spirophanes from a pentaerythrityl core
  作者：Perumal Rajakumar、Karuppannan Sekar、Kannupal Srinivasan

  DOI：10.1016/j.tetlet.2005.01.085

  日期：2005.3

  Various thia- and oxa-spirobicyclic cyclophanes were synthesized from a pentaerythrityl building block and appropriate dithiols/bisphenols. (C) 2005 Elsevier Ltd. All rights reserved.
• Meta-terphenyls as building blocks for pyridinophanes
  作者：T.K. Vinod、Perumal Rajakumar、Harold Hart

  DOI：10.1016/0040-4020(94)01109-d

  日期：1995.2

  Pyridinophanes 6 and 7 were prepared in good yield from bis(thiomethyl)-m-terphenyls 2 and 12 and bis (chloromethyl) pyridine derivative 11.