1,1'-[pentane-1,5-diylbis(oxy)]bis[4-(bromomethyl)benzene] | 148257-96-9

• 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: 1,1'-[pentane-1,5-diylbis(oxy)]bis[4-(bromomethyl)benzene]
• 英文别名: 1,5-bis[p-(bromomethyl)phenoxy]pentane；1,5-bis-(4-bromomethyl-phenoxy)-pentane；1,5-Bis-(4-brommethyl-phenoxy)-pentan；1-(Bromomethyl)-4-[5-[4-(bromomethyl)phenoxy]pentoxy]benzene
• CAS: 148257-96-9
• 化学式: C₁₉H₂₂Br₂O₂
• 分子量: 442.19
• InChiKey: YTMUPDWNBTUJPV-UHFFFAOYSA-N

物化性质

• 熔点：
  115-116 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  519.9±45.0 °C(Predicted)
• 密度：
  1.441±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 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：

  1,1'-[pentane-1,5-diylbis(oxy)]bis[4-(bromomethyl)benzene] 、 1,4,7-三叔丁氧羰基-1,4,7,10-四氮杂环十二烷 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以57.6%的产率得到hexa-tert-butyl 10,10'-(((pentane-1,5-diylbis(oxy))bis(4,1-phenylene))bis(methylene))bis(1,4,7,10-tetraazacyclododecane-1,4,7-tricarboxylate)
  参考文献：
  名称：

  Synthesis and characterization of binuclear Zn(II)–cyclen complexes bridged by α,ω-bis(4-methylphenoxy) alkanes

  摘要：

  通过 1,4,7-三(叔丁氧羰基)-1,4,7,10-四氮杂环十二烷和α,ω-双(4-溴甲基苯氧基)烷烃的亲核取代反应，合成了一系列新型α,ω-双(4-甲基苯氧基)烷烃官能化环烯配体。通过这些配体与 Zn(ClO4)2-6H2O 反应，得到了相应的二聚 Zn(II)- 环烯配合物。配体和配合物通过傅立叶变换红外光谱、1H 核磁共振和元素分析进行了表征。

  DOI：

  10.1007/s11164-012-0528-7
• 作为产物：
  描述：

  KO-对甲苯基 在 四氯化碳 、 N-溴代丁二酰亚胺(NBS) 、 乙醇 、 过氧化苯甲酰 作用下， 生成 1,1'-[pentane-1,5-diylbis(oxy)]bis[4-(bromomethyl)benzene]
  参考文献：
  名称：

  Kyi, Huaxue Xuebao/Acta Chimica Sinica, 1959, vol. 25, p. 100,102

  摘要：

  DOI：

文献信息

• Analysis and Improvement of an Anion-Templated Rotaxane Synthesis
  作者：Christoph A. Schalley、Gabriele Silva、Carl Friedrich Nising、Petra Linnartz

  DOI：10.1002/1522-2675(200206)85:6<1578::aid-hlca1578>3.0.co;2-l

  日期：2002.6

  A series of new rotaxanes with axles different in length was prepared. Following the synthetic protocol utilizing a known anion template effect (Scheme 1), surprisingly low yields in the order of 2 - 5% were obtained (Scheme 3), which furthermore significantly depended on the nature of the stopper (Fig. 1). Variations in the synthetic procedures and computational results from Monte Carlo simulations allowed us to analyze the origin of these findings: The rotaxane wheel 3 acts as a noncovalently bound 'protecting group' for the stopper nucleophile. The protection of the nucleophilic phenolate O-atom depends much on the steric demands of the stoppers (see 2 vs. 10) which induce different conformations of the wheel. Based on this model. an improved synthetic scheme is suggested.
• Supramolecular Pseudorotaxane Polymers from Biscryptands and Bisparaquats
  作者：Terry L. Price、Harry W. Gibson

  DOI：10.1021/jacs.8b01480

  日期：2018.3.28

  Five new bis(dibenzo-30-crown-10-based cryptand)s were synthesized, two of which (16 and 17) had long (12-atom), flexible spacers that led to cooperative complexation of dibenzyl paraquat TFSI (K-ave = 4.36 X 10(5) M-1 for 17.2b). Self-assembly of 16 and 17 with bisparaquats with similar spacers (18, 21, and 23) led to high molecular weight supramolecular pseudorotaxane polymers in solution. Continuous, flexible fibers were drawn from concentrated solutions. 17 with C-10-linked bisparaquat 23 in dichloromethane (DCM) produced a log-log viscosity vs concentration plot with a limiting slope of 3.55, confirming high molecular weight; at 37 mM, the degree of polymerization was estimated to be 126 and M-n = 407 kDa. These are the first truly polymeric pseudorotaxane-type AA/BB supramolecular polymers.
• [EN] RECEPTOR COMPOUNDS BASED ON 1,7-DIOXA-4,10-DIAZACYCLODODECANE
  申请人：SCIMAT LIMITED

  公开号：WO1993005028A1

  公开（公告）日：1993-03-18

  (EN) Crown ether compounds which can function as receptor molecules for species such as alcohols, especially for ethanol, and other materials capable of forming hydrogen bonds. The compounds are based on 1,7-diaza-12-crown-4 group, substituted on the diaza groups with alkaryl groups as in formula (I) or with bridges extending to diaza groups on another 1,7-diaza-12-crown-4 group as in formula (II).(FR) On décrit des composés éther-couronne pouvant fonctionner comme molécules réceptrices pour des espèces telles que les alcools, en particulier l'éthanol, et autres matières capables de former des liaisons d'hydrogène. Les composés sont constitués à base d'un groupe 1,7-diaza-12-couronne-4, substitués au niveau des groupes diaza par des groupes alcaryles, tels que dans la formule (I), ou par des ponts s'étendant aux groupes diaza au niveau d'un autre groupe 1,7-diaza-12-couronne-4, tels que dans la formule (II).
• Kyi, Huaxue Xuebao/Acta Chimica Sinica, 1959, vol. 25, p. 100,102
  作者：Kyi

  DOI：——

  日期：——
• Synthesis and characterization of binuclear Zn(II)–cyclen complexes bridged by α,ω-bis(4-methylphenoxy) alkanes
  作者：Fuxian Wan、Changcheng Li、Lin Jiang、Ying Li

  DOI：10.1007/s11164-012-0528-7

  日期：2012.10

  A series of novel α,ω-bis(4-methylphenoxy) alkane functionalized cyclen ligands were synthesized by the nucleophilic substitution reaction of 1,4,7-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane and α,ω-bis(4-bromomethylphenoxy) alkanes. The corresponding dimeric Zn(II)–cyclen complexes were obtained by reaction of these ligands with Zn(ClO4)2·6H2O. Ligands and complexes were characterized by FT-IR, 1H NMR, and elemental analysis.

  通过 1,4,7-三(叔丁氧羰基)-1,4,7,10-四氮杂环十二烷和α,ω-双(4-溴甲基苯氧基)烷烃的亲核取代反应，合成了一系列新型α,ω-双(4-甲基苯氧基)烷烃官能化环烯配体。通过这些配体与 Zn(ClO4)2-6H2O 反应，得到了相应的二聚 Zn(II)- 环烯配合物。配体和配合物通过傅立叶变换红外光谱、1H 核磁共振和元素分析进行了表征。