2-[2-(2-methoxyethoxy)ethoxy]ethyl 3-iodobenzoate | 333428-70-9

• 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: 2-[2-(2-methoxyethoxy)ethoxy]ethyl 3-iodobenzoate
• CAS: 333428-70-9
• 化学式: C₁₄H₁₉IO₅
• 分子量: 394.206
• InChiKey: LPPACTDDCAEABP-UHFFFAOYSA-N

物化性质

• 沸点：
  411.0±35.0 °C(Predicted)
• 密度：
  1.473±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  20.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2,6-diethynyl-4-nitropyridine 、 2-[2-(2-methoxyethoxy)ethoxy]ethyl 3-iodobenzoate 在 copper(l) iodide tris(dibenzylideneacetone)dipalladium (0) 、 三乙胺 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 22.0h， 以0.0699 g的产率得到2-[2-(2-Methoxyethoxy)ethoxy]ethyl 3-[2-[6-[2-[3-[2-[2-(2-methoxyethoxy)ethoxy]ethoxycarbonyl]phenyl]ethynyl]-4-nitropyridin-2-yl]ethynyl]benzoate
  参考文献：
  名称：

  Pyridine-Containing m-Phenylene Ethynylene Oligomers Having Tunable Basicities

  摘要：

  Incorporation of a pyridine monomer into the backbone of a m-phenylene ethynylene oligomer allows functionalization of the interior binding cavity of the folded oligomer. The basicity of the inwardly directed pyridine moiety was modulated by changing the substituents on the pyridine ring and through oligomer folding, granting access to a pK(a) range of 5-14 in acetonitrile.

  DOI：

  10.1021/ol0363016
• 作为产物：
  描述：

  三甘醇单甲醚 、 3-碘苯甲酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以86%的产率得到2-[2-(2-methoxyethoxy)ethoxy]ethyl 3-iodobenzoate
  参考文献：
  名称：

  螺旋形折叠夹对杆状客体的链长依赖性。

  摘要：

  DOI：

  10.1021/ja003678n

文献信息

• Highly Active Trialkoxymolybdenum(VI) Alkylidyne Catalysts Synthesized by a Reductive Recycle Strategy
  作者：Wei Zhang、Stefan Kraft、Jeffrey S. Moore

  DOI：10.1021/ja0379868

  日期：2004.1.1

  A systematic study of alkyne metathesis catalyzed by trialkoxymolybdenum(VI) alkylidyne complexes is reported, in which substrate functional groups, alkynyl substituents, and catalyst ligands are varied. Sterically hindered trisamidomolybdenum(VI) propylidyne complex 5 was prepared conveniently through a previously communicated reductive recycle strategy. Alcoholysis of 5 with various phenols/alcohols

  报道了由三烷氧基钼 (VI) 烷炔配合物催化的炔复分解的系统研究，其中底物官能团、炔基取代基和催化剂配体各不相同。空间位阻三氨基钼 (VI) 丙炔配合物 5 通过先前传达的还原循环策略方便地制备。5与各种酚类/醇类的醇解为炔烃在室温下复分解提供了一套活性催化剂，其中以对硝基苯酚为配体的催化剂表现出最高的催化活性，并与多种官能团和溶剂相容。能够使用高活性钼 (VI) 催化剂的一个关键发现是用丁炔基取代起始炔底物上常用的丙炔基取代基。在使用 1,2,4-三氯苯作为不挥发性溶剂的减压下，丁炔基取代化合物的炔烃复分解在 30 摄氏度下进行得很好，提供了高产率 (83%-97%) 的二聚体。讨论了丁炔基底物所起特殊作用的合理化。
• Foldamers as Reactive Sieves:  Reactivity as a Probe of Conformational Flexibility
  作者：Ronald A. Smaldone、Jeffrey S. Moore

  DOI：10.1021/ja067670a

  日期：2007.5.1

  A series of m-phenyleneethynylene (mPE) oligomers modified with a dimethylaminopyridine (DMAP) unit were treated with methyl sulfonates of varying sizes and shapes, and the relative reactivities were measured by UV spectrophotometry. Using a small-molecule DMAP analogue as a reference, each of the methyl sulfonates was shown to react at nearly identical rate. In great contrast, oligomers that are long enough to fold, and hence capable of binding the methyl sulfonate, experience rate enhancements of 18-1600-fold relative to that of the small-molecule analogue, depending on the type of alkyl chain attached to the guest. Three different oligomer lengths were studied, with the longest oligomers exhibiting the fastest rate and greatest substrate specificity. Even large, bulky guests show slightly enhanced methylation rates compared to that with the reference DMAP, which suggests a dynamic nature to the oligomer's binding cavity. Several mechanistic models to describe this behavior are discussed.