1,1,1-Tris(chlorocarbonylethoxymethyl)ethane | 123074-24-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: 1,1,1-Tris(chlorocarbonylethoxymethyl)ethane
• 英文别名: 3-[3-(3-Chloro-3-oxopropoxy)-2-[(3-chloro-3-oxopropoxy)methyl]-2-methylpropoxy]propanoyl chloride
• CAS: 123074-24-8
• 化学式: C₁₄H₂₁Cl₃O₆
• 分子量: 391.676
• InChiKey: BQPPAZDGFCKWEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,1,1-Tris(chlorocarbonylethoxymethyl)ethane 在 三(三甲代甲硅烷基)亚磷酸盐 作用下， 以 苯 、 甲醇 为溶剂， 反应 16.0h， 以40%的产率得到{1-Hydroxy-3-[3-(3-hydroxy-3,3-bis-phosphono-propoxy)-2-(3-hydroxy-3,3-bis-phosphono-propoxymethyl)-2-methyl-propoxy]-1-phosphono-propyl}-phosphonic acid
  参考文献：
  名称：

  温和有效的一锅法合成1-羟基亚甲基-1,1-双膦酸。制备新的三脚架配体

  摘要：

  描述了一种通过酰基氯与三（三甲基甲硅烷基）亚磷酸酯反应合成1-羟基亚甲基-1,1-双膦酸的简单有效的一锅法。该方法被用于合成新的膦酸化螯合三脚架配体。

  DOI：

  10.1016/s0040-4039(01)01844-5
• 作为产物：
  描述：

  1,1,1-三(羟甲基)乙烷 在 吡啶 、 盐酸 、 氢氧化钾 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 苯 为溶剂， 反应 84.0h， 生成 1,1,1-Tris(chlorocarbonylethoxymethyl)ethane
  参考文献：
  名称：

  包含三个内环异羟肟酸酯供体基团的新型大双环（Cryptand）铁载体的合成与表征

  摘要：

  通过三酰氯和三O-苄基羟胺的三脚架偶合来合成第一三异羟肟酸酯的隐链配体。研究了它的Fe（III）配合物的分光光度特性，并与去铁敏草胺B进行了比较。还制备并表征了它的1：1 Ga（III）配合物。

  DOI：

  10.1016/s0040-4020(01)88367-8

文献信息

• A new macrobicyclic (cryptand) siderophore containing three endocyclic hydroxamate donor groups
  作者：Yizhen Sun、Arthur E. Martell

  DOI：10.1021/ja00202a058

  日期：1989.9
• Fluorescent, Siderophore-Based Chelators. Design and Synthesis of a Trispyrenyl Trishydroxamate Ligand, an Intramolecular Excimer-Forming Sensing Molecule Which Responds to Iron(III) and Gallium(III) Metal Cations
  作者：Frédéric Fages、Bruno Bodenant、Tanja Weil

  DOI：10.1021/jo960191h

  日期：1996.1.1

  Two pyrene-labeled hydroxylamines, 5-Bn and 5-Bz, O-protected with the benzyl and the benzoyl group, respectively, have been prepared for the generation of siderophore-based new chelators incorporating both the pyrene chromophore and the hydroxamic acid functionality. 5-Bz formed the starting point toward the synthesis of the tripod-shaped trishydroxamate, 1. That trichromophoric ligand displays remarkable fluorescence emission properties (dual emission: ''monomer'' and excimer type) which are markedly and selectively modified by binding Fe(NO3)(3) and Ga(NO3)(3). Ferric ions induce a quasi total quenching of the pyrene fluorescence, whereas the nonquenching Ga(III) cations are observed to affect the value of the excimer-to-monomer fluorescence intensity ratio. Ethylenediaminetetraacetic acid (EDTA) competition reactions yielded an estimated value of 3.8 for log K* of the complex LFe in methanol/water (80/20 v/v), where K* = ([LFe][H+](3)/([LH(3)][Fe3+]) and L is the ligand in its totally deprotonated form. Compound 1 is the prototype of a new class of photoresponsive molecular systems which could act as sensitive probes for metal cation detection and recognition.
• SUN, YIZHEN;MARTELL, ARTHUR E., TETRAHEDRON, 46,(1990) N, C. 2725-2736
  作者：SUN, YIZHEN、MARTELL, ARTHUR E.

  DOI：——

  日期：——
• Synthesis and characterization of a new macrobicyclic (Cryptand) siderophore containing three endocyclic hydroxamate donor groups
  作者：Yizhen Sun、Arthur E. Martell

  DOI：10.1016/s0040-4020(01)88367-8

  日期：1990.1

  The first trishydroxamate cryptand ligand was synthesized by tripodal coupling of a tris acid chloride and a tris O-benzylhydroxylamine. The spectrophotometric properties of its Fe(III) complex were investigated and compared with those of desferriferrioxamine B. Its 1:1 Ga(III) complex was also prepared and characterized.

  通过三酰氯和三O-苄基羟胺的三脚架偶合来合成第一三异羟肟酸酯的隐链配体。研究了它的Fe（III）配合物的分光光度特性，并与去铁敏草胺B进行了比较。还制备并表征了它的1：1 Ga（III）配合物。
• A mild and efficient one-pot synthesis of 1-hydroxymethylene-1,1-bisphosphonic acids. Preparation of new tripod ligands
  作者：Marc Lecouvey、Isabelle Mallard、Théodorine Bailly、Ramon Burgada、Yves Leroux

  DOI：10.1016/s0040-4039(01)01844-5

  日期：2001.11

  A simple and efficient one-pot procedure for synthesis of 1-hydroxymethylene-1,1-bisphosphonic acids by reaction of acyl chlorides and tris(trimethylsilyl)phosphite is described. This method was applied to the synthesis of new phosphonated chelating tripod ligands.

  描述了一种通过酰基氯与三（三甲基甲硅烷基）亚磷酸酯反应合成1-羟基亚甲基-1,1-双膦酸的简单有效的一锅法。该方法被用于合成新的膦酸化螯合三脚架配体。