Thiourea, N,N''-[1,3-phenylenebis(methylene)]bis[N'-butyl- | 37042-60-7

• 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: Thiourea, N,N''-[1,3-phenylenebis(methylene)]bis[N'-butyl-
• 英文别名: 1-butyl-3-[[3-[(butylcarbamothioylamino)methyl]phenyl]methyl]thiourea
• CAS: 37042-60-7
• 化学式: C₁₈H₃₀N₄S₂
• 分子量: 366.595
• InChiKey: YIQMZADCNUXHFP-UHFFFAOYSA-N

物化性质

• 熔点：
  137.2-138.0 °C
• 沸点：
  498.0±55.0 °C(Predicted)
• 密度：
  1.102±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  112
• 氢给体数：
  4
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Thiourea, N,N''-[1,3-phenylenebis(methylene)]bis[N'-butyl- 在 四丁基硝酸铵 作用下， 以 水 、 1,2-二氯乙烷 为溶剂， 生成
  参考文献：
  名称：

  Strong hydrogen bond-mediated complexation of H2PO4− by neutral bis-thiourea hosts

  摘要：

  Highly preorganized bis-thiourea receptors based on a xanthene spacer selectively (H2PO4- > CH3COO- > Cl-) bind dihydrogenphosphate via multitopic hydrogen bonding, giving stronger complexes with H2PO4- than any synthetic neutral receptor known so far. The high complexation strengths are rationalized by the hydrogen bond donor strength of the thiourea groups and by host preorganization. The hydrogen bond acceptor strengths of the guest anions and, for small ions, guest solvation explain the observed selectivity of complexation in dimethyl sulfoxide(DMSO). (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(96)01094-0
• 作为产物：
  描述：

  以 氘代二甲亚砜 为溶剂， 生成 Thiourea, N,N''-[1,3-phenylenebis(methylene)]bis[N'-butyl-
  参考文献：
  名称：

  Strong hydrogen bond-mediated complexation of H2PO4− by neutral bis-thiourea hosts

  摘要：

  Highly preorganized bis-thiourea receptors based on a xanthene spacer selectively (H2PO4- > CH3COO- > Cl-) bind dihydrogenphosphate via multitopic hydrogen bonding, giving stronger complexes with H2PO4- than any synthetic neutral receptor known so far. The high complexation strengths are rationalized by the hydrogen bond donor strength of the thiourea groups and by host preorganization. The hydrogen bond acceptor strengths of the guest anions and, for small ions, guest solvation explain the observed selectivity of complexation in dimethyl sulfoxide(DMSO). (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(96)01094-0

文献信息

• Application of Thiouronium Derivatives as Anion Ionophores for Ion Selective Electrodes
  作者：Shin-ichi Sasaki、Akio Hashizume、Satoru Ozawa、Daniel Citterio、Naoko Iwasawa、Koji Suzuki

  DOI：10.1246/cl.2001.382

  日期：2001.5

  Novel anion ionophores based on thiouronium derivatives were synthesized, and their application to ion selective electrodes (ISEs) was examined. The electrodes clearly exhibited an anti-Hofmeister selectivity pattern with enhanced selectivity for the iodide anion.

  研究人员合成了基于硫脲衍生物的新型阴离子发离子体，并考察了它们在离子选择性电极（ISE）中的应用。电极明显表现出反霍夫迈斯特选择性模式，对碘阴离子的选择性增强。
• Anion recognition by urea and thiourea groups: Remarkably simple neutral receptors for dihydrogenphosphate
  作者：Seiichi Nishizawa、Philippe Bühlmann、Masatoshi Iwao、Yoshio Umezawa

  DOI：10.1016/0040-4039(95)01296-t

  日期：1995.9

  A bis-urea and a bis-thiourea host, both derived in only one step from 1,3-bis(aminomethyl)benzene, are shown to bind dihydrogenphosphate selectively over various other anions (H2PO4- > CH3COO- > Cl- > HSO4- > NO3- > ClO4-). The much stronger binding of H2PO4- by the bis-thiourca is rationalized by the stronger H-bond donor strength of the thiourea groups and the binding selectivity is explained in terms of the complex geometry and the basicity of the guest anions. The lack of self-association and the changes in the UV spectrum upon complexation make bis-thiourea hosts a promising new class of neutral receptors for dihydrogenphosphate.
• Oxoanion recognition by a thiouronium receptor
  作者：Woon-Seok Yeo、Jong-In Hong

  DOI：10.1016/s0040-4039(98)01806-1

  日期：1998.10

  The relative binding affinities of various oxoanions for a simple bis(thiouronium) receptor 2 derived from 1,3-bis(aminomethyl)benzene were determined to be ArPO32- > ArOPO32- > H2PO4- > ArCOO- > ArP(OH)O-2(-) > ArOP(OH)O-2(-) > ArSO3- in strongly solvating solvent like DMSO on the basis of H-1 NMR titrations. The relative binding affinity of 2 for various oxoanions can be explained on the basis of the Bronsted basicity of substrate oxoanions and complex structures. (C) 1998 Elsevier Science Ltd. All rights reserved.