2-(2-(2-chloroethoxy)ethoxy)ethyl 4-methylbenzenesulfonate | 108213-17-8

• 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-chloroethoxy)ethoxy)ethyl 4-methylbenzenesulfonate
• 英文别名: 2-[2-(2-chloroethoxy)ethoxy]ethyl tosylate；p-Toluenesulfonic acid 2-[2-(2-chloroethoxy)ethoxy]ethyl ester；2-[2-(2-chloroethoxy)ethoxy]ethyl 4-methylbenzenesulfonate
• CAS: 108213-17-8
• 化学式: C₁₃H₁₉ClO₅S
• 分子量: 322.81
• InChiKey: HZLYILJMRHOSLV-UHFFFAOYSA-N

物化性质

• 沸点：
  451.5±35.0 °C(Predicted)
• 密度：
  1.239±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  70.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-(2-chloroethoxy)ethoxy)ethyl 4-methylbenzenesulfonate 在 potassium carbonate 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 24.0h， 生成 12-(4-Methylphenyl)sulfonyl-46,47-dipropoxy-3,6,9,15,18,21-hexaoxa-12-azahexacyclo[21.15.7.129,33.140,44.02,35.022,27]heptatetraconta-1(38),2(35),22(27),23,25,29,31,33(47),36,40(46),41,43-dodecaene
  参考文献：
  名称：

  Synthesis and Metal Ion Complexation Studies of Proton-Ionizable Calix[4]azacrown Ethers in the 1,3-Alternate Conformation

  摘要：

  A series of novel N-chromogenic calix[4]arene azacrown ethers were synthesized as selective extractants of potassium ion. 1,3-Alternate calix[4]arene azacrown ethers were prepared by reacting 25,27-dipropyloxy-26,28-bis(5-chloro-3-oxapentyloxy) calix[4]arenes with p-toluenesulfonamide in the presence of potassium carbonate. The coupling reaction of calix[4]arene azacrown ether with 2-hydroxy-5-nitrobenzyl bromide in the presence of triethylamine in THF gave the chromogenic calix[4]arene azacrown ether in moderate yield. These compounds show high potassium selectivity, over other metal ions as shown by two-phase extraction, bulk liquid membrane, and H-1 NMR studies on a ligand-metal complex. It is assumed that the OH of the chromogenic group attached on nitrogen can assist the complexation by encapsulation of the metal.

  DOI：

  10.1021/jo9912754
• 作为产物：
  描述：

  2-氯乙氧基-2-乙氧基二乙醇 在 吡啶 、 4-二甲氨基吡啶 、 对甲苯磺酰氯 作用下， 生成 2-(2-(2-chloroethoxy)ethoxy)ethyl 4-methylbenzenesulfonate
  参考文献：
  名称：

  Design of Class I/IV Bromodomain-Targeting Degraders for Chromatin Remodeling Complexes

  摘要：

  DOI：

  10.1021/acschembio.2c00902

文献信息

• SYNTHESIS OF DIFUNCTIONAL OXYETHYLENE-BASED COMPOUNDS
  申请人：Holmes Brian T.

  公开号：US20090187037A1

  公开（公告）日：2009-07-23

  A method of reacting a toluenesulfonyl-terminated polyoxyethylene compound having the formula CH 3 —C 6 H 4 —SO 2 —(O—CH 2 —CH 2 ) n —O—R 1 with an ammonium salt having the formula NR 2 4 X to form a compound having the formula X—CH 2 —CH 2 —(O—CH 2 —CH 2 ) n-1 —R 3 . The value n is a positive integer. X is a halogen, cyanide, cyanate, thiocyanate, or azide. R 1 is a terminating group. Each R 2 is hydrogen or an alkyl group. —R 3 is —O—R 1 or —X.

  将具有以下公式的甲苯磺酰基终止的聚氧乙烯化合物 CH3—C6H4—SO2—(O—CH2— )n—O—R1 与具有以下公式的铵盐 NR24X 反应，形成具有以下公式的化合物 X— — —(O— — )n-1—R3。其中 n 为正整数。X 是卤素、氰基、氰酸根、硫氰酸根或叠氮酸根。R1 是终止基团。每个 R2 是氢或烷基。—R3 是—O—R1 或—X。
• New Multi(tetrathiafulvalene) Dendrimers
  作者：Christian A. Christensen、Martin R. Bryce、Jan Becher

  DOI：10.1055/s-2000-8203

  日期：——

  The convergent synthesis of multi(TTF) dendrimers with glycol chains as the branches is reported. Key methodology in the iterative steps involves nucleophilic displacement of reactive halides by transient TTF-thiolate anions. Core units in the dendrimers are 1,3,5-trisubstituted benzene, TTF and hexa-substituted benzene, providing three-, four- and six-directional cores, respectively. Cyclic voltammetry (CV) and thin layer CV studies establish that the TTF redox chemistry is retained in the dendrimer structures, with clean sequential formation of multi(cation radical) and multi(dication) species upon electrochemical oxidation.

  报告了以乙二醇链为分支的多(TTF)树枝状大分子的聚合合成方法。迭代步骤中的关键方法涉及利用瞬态TTF-硫醇盐阴离子对活性卤化物进行亲核取代。树枝状大分子的核心单元分别为1,3,5-三取代苯、TTF和六取代苯，提供了三向、四向和六向的核心结构。循环伏安法(CV)和薄层CV研究表明，树枝状大分子结构中保留了TTF的氧化还原化学，通过电化学氧化可以清晰地依次形成多(阳离子自由基)和多(二阳离子)物种。
• Calix[4]arene based fluorescent chemosensor bearing coumarin as fluorogenic unit: Synthesis, characterization, ion-binding property and molecular modeling
  作者：Subrata Patra、Rabindranath Lo、Ashish Chakraborty、Ravi Gunupuru、Debdeep Maity、Bishwajit Ganguly、Parimal Paul

  DOI：10.1016/j.poly.2012.12.002

  日期：2013.2

  A series of calix[4]arene-based fluorescent chemosensors in cone and 1,3-alternate conformations have been synthesised incorporating ethylene glycol units as binding sites and coumarin as fluorescent probe. These compounds have been designed with variation in substituents, conformations of the calixarene unit and steric crowding. The open chain ethylene glycol moieties are flexible so that they can

  已经合成了一系列圆锥形和1,3-交替构型的基于杯[4]芳烃的荧光化学传感器，结合了乙二醇单元作为结合位点和香豆素作为荧光探针。这些化合物经设计具有不同的取代基，杯芳烃单元的构象和空间拥挤。开链乙二醇部分是柔性的，因此它们可以在空间中定向以与金属离子有效地相互作用。这些氟离子载体的离子结合研究已使用大量金属离子进行，离子识别事件通过荧光和吸收光谱法进行监测。在Fe 3+和Cu 2+存在下，发射强度发生大幅度淬灭，而在Ca存在下，发射强度增强2+表明这些金属离子与离​​子载体牢固结合。这些金属离子的络合作用还可以从UV-Vis光谱变化中看出。通过ESMS分析已确认形成的复合物的组成（1∶1）。从荧光滴定数据已经评估了与强相互作用金属离子的结合常数。已经进行了DFT计算，以发现杯状离子载体的金属结合位点，并且在这些情况下，前沿分子轨道分析已使与金属离子络合时观察到的荧光行为合理化。
• Convenient Synthesis of Large Tetraazamacrocycles Bearing Alkylene, Cyclophane and Crown Ether Type Skeletons
  作者：Takenori Tomohiro、Parviz Ahmadi Avval、Hiroaki Yohmei Okuno

  DOI：10.1055/s-1992-26184

  日期：——

  A series of large tetraazamacrocycles with 28- to 44-membered rings consisting of alkylene, phenylene or ether type backbones has been prepared without the use of high-dilution conditions in practically significant yields (25-42%). The reaction can be carried out with a 10 mmol concentration and is applicable to a variety of combinations of different kinds of chains.

  一系列大型四氮大环化合物被合成，环数为28至44，骨架包括烷基、苯基或醚型，在没有使用高稀释条件的情况下，以实质性产率（25-42%）制备完成。该反应可以在10毫摩尔浓度下进行，并适用于多种不同链组合。
• Translational isomers of <i>N</i>-sulfonylated [3]catenane: synthesis and isomerization
  作者：Hajime Iwamoto、Yuki Ishizu、Eietsu Hasegawa、Ryo Sekiya、Takeharu Haino

  DOI：10.1039/d0cc07720h

  日期：——

  N-Sulfonylated [3]catenanes, which exist as two translational isomers, were synthesized. The X-ray crystal structure of the distal isomer of [3]catenane, which has higher symmetry, revealed hydrogen bonds involving the carboxylic acid moieties on the terminal rings. The thermodynamic parameters of the isomerization revealed that this hydrogen bonding influenced the isomerization process.

  合成了以两个翻译异构体形式存在的N-磺酰化的[3] catenanes。[3]环戊烷的远端异构体的X射线晶体结构具有较高的对称性，揭示了氢键涉及末端环上的羧酸部分。异构化的热力学参数表明该氢键影响了异构化过程。