α-allyl-ω-allyloxytetra(oxyethylene) | 58185-54-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-allyl-ω-allyloxytetra(oxyethylene)
• 英文别名: tetraethylene glycol diallyl ether；tetraethyleneglyocol diallyl ether；tetraethyleneglycol diallyl ether；bis-[2-(2-allyloxy-ethoxy)-ethyl]-ether；O,O'-Diallyl-tetraaethylenglykol；Bis-[2-(2-allyloxy-aethoxy)-aethyl]-aether；4,7,10,13,16-Pentaoxanonadeca-1,18-diene；3-[2-[2-[2-(2-prop-2-enoxyethoxy)ethoxy]ethoxy]ethoxy]prop-1-ene
• CAS: 58185-54-9
• 化学式: C₁₄H₂₆O₅
• 分子量: 274.357
• InChiKey: LOTZOIWSPWSBCZ-UHFFFAOYSA-N

物化性质

• 沸点：
  327.0±37.0 °C(Predicted)
• 密度：
  0.974±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  19
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  α-allyl-ω-allyloxytetra(oxyethylene) 在 臭氧 、 sodium tetrahydroborate 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以84%的产率得到六甘醇
  参考文献：
  名称：

  Controlled-Length Efficient Synthesis of Heterobifunctionalized Oligo Ethylene Glycols

  摘要：

  A set of heterobifunctional oligo ethylene glycols have been synthesized in a straightforward and stepwise manner starting from inexpensive, commercially available, tetraethylene glycol. Introduction of terminal allyl moieties followed by reductive ozonolysis allowed controlled elongation. Mono-allyl derivatives were used for the elongation with a functionalized moiety and for successive introduction of different functional groups on the chain terminal.

  DOI：

  10.1055/s-0032-1318433
• 作为产物：
  描述：

  三缩四乙二醇 、 3-溴丙烯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 α-allyl-ω-allyloxytetra(oxyethylene)
  参考文献：
  名称：

  HPLC在新型大环体系分离筛选中的应用

  摘要：

  图形摘要 摘要描述了通过硫醇对环氧化物的亲核开环反应有效合成新的大环系统。最初以非对映异构体的混合物形式获得新的大环化合物。应用制备薄层色谱分离内消旋和对映异构体对。使用手性 HPLC 柱和质谱法对产品进行鉴定。

  DOI：

  10.1080/10426507.2016.1255622

文献信息

• An Expedient Synthesis of Monodispersed Oligo(ethylene glycols)
  作者：Tak Hang Chan、Brendan A. Burkett

  DOI：10.1055/s-2004-816007

  日期：——

  A convenient approach to the synthesis of oligo(ethylene glycols) under phase transfer conditions is described. Oligo(ethylene glycols) (x = 7-12) are obtained in excellent yields and high purity via modular, bi-directional elongation of readily available ethylene glycol bis-tosylates.

  描述了一种在相转移条件下合成低聚（乙二醇）的简便方法。Oligo(ethylene glycols) (x = 7-12) 通过容易获得的乙二醇二甲苯磺酸酯的模块化双向延伸以优异的收率和高纯度获得。
• Facile Synthesis of Hydroxy-Substituted Thiacrown Ethers via Nucleophilic Ring Opening of Epoxides
  作者：Monika Stefaniak、Jarosław Romański

  DOI：10.1055/s-0037-1612249

  日期：2019.5

  possessing two unsubstituted hydroxy groups that can be easily functionalized. In addition, epoxides and macrocycles derived from Cookson’s birdcage diketone, were prepared. The nucleophilic ring opening of epoxides synthesis can be classified in the frame of click chemistry. Surprisingly, some of the prepared allyl substituted polyglycols as well as bis-epoxides, especially sulfur analogues, were prepared

  抽象的 以一步法制备标题硫杂冠醚，得到一系列具有两个易于取代的未取代羟基的独特大环。另外，制备了由库克森的鸟笼二酮衍生的环氧化物和大环化合物。环氧化物合成的亲核开环可以在点击化学的框架内分类。令人惊讶地，首次制备了一些制备的烯丙基取代的聚乙二醇以及双环氧化物，尤其是硫类似物。 以一步法制备标题硫杂冠醚，得到一系列具有两个易于取代的未取代羟基的独特大环。另外，制备了由库克森的鸟笼二酮衍生的环氧化物和大环化合物。环氧化物合成的亲核开环可以在点击化学的框架内分类。令人惊讶地，首次制备了一些制备的烯丙基取代的聚乙二醇以及双环氧化物，尤其是硫类似物。
• Use of metal complex compounds as catalysts for oxidation using molecular oxygen or air
  申请人：Wieprecht Torsten

  公开号：US20060019853A1

  公开（公告）日：2006-01-26

  Use, as a catalyst for oxidation reactions using molecular oxygen and/or air, of at least one metal complex compound of formula (1) wherein Me is manganese, titanium, iron, cobalt, nickel or copper, X is a coordinating or bridging radical, n and m are each independently of the other an integer having a value of from 1 to 8, p is an integer having a value of from 0 to 32, z is the charge of the metal complex, Y is a counter-ion, q=z/(charge of Y), and L is a ligand of formula (2) wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 and R 11 are each independently of the others hydrogen; unsubstituted or substituted C 1 -C 18 alkyl or aryl; cyano; halogen; nitro; —COOR 12 or —SO 3 R 12 wherein R 12 is in each case hydrogen, a cation or unsubstituted or substituted C 1 -C 18 alkyl or aryl; —SR 13 , —SO 2 R 13 or —OR 13 wherein R 13 is in each case hydrogen or unsubstituted or substituted C 1 -C 18 alkyl or aryl; —NR 14 R 15 ; —(C 1 -C 6 alkylene)-NR 14 R 15 ; —N (+) R 14 R 15 R 16 ; —(C 1 -C 6 alkylene)-N (+) R 14 R 15 R 16 ; —N(R 13 )—(C 1 -C 6 alkylene)-NR 14 R 15 ; —N[(C 1 -C 6 alkylene)-NR 14 R 15 ] 2 ; —N(R 13 )—(C 1 -C 6 alkylene)-N (+) R 14 R 15 R 16 ; —N[(C 1 -C 6 alkylene)-N (+) R 14 R 15 R 16]2 ; —N(R 13 )—N—R 14 R 15 or —N(R 13 )N″R 14 R 15 R 16 , wherein R 13 is as defined above and R 14 , R 15 and R 16 are each independently of the other(s) hydrogen or unsubstituted or substituted C 1 -C 18 alkyl or aryl, or R 14 and R 15 , together with the nitrogen atom linking them, form an unsubstituted or substituted 5-, 6- or 7-membered ring which may contain further hetero atoms. [L n Me m X p ] z Y q (1)

  使用至少一种具有以下式（1）的金属配合物化合物作为氧化反应的催化剂，其中Me为锰、钛、铁、钴、镍或铜，X为配位或桥联基团，n和m分别独立地为1至8之间的整数，p为0至32之间的整数，z为金属配合物的电荷，Y为对离子，q=z/(Y的电荷)，L为具有以下式（2）的配体，其中R1、R2、R3、R4、R5、R6、R7、R8、R9、R10和R11各自独立地为氢；未取代或取代的C1-C18烷基或芳基；氰基；卤素；硝基；—COOR12或—SO3R12，其中R12在每种情况下为氢、阳离子或未取代或取代的C1-C18烷基或芳基；—SR13、—SO2R13或—OR13，其中R13在每种情况下为氢或未取代或取代的C1-C18烷基或芳基；—NR14R15；—(C1-C6烷基)-NR14R15；—N(+)R14R15R16；—(C1-C6烷基)-N(+)R14R15R16；—N(R13)—(C1-C6烷基)-NR14R15；—N[(C1-C6烷基)-NR14R15]2；—N(R13)—(C1-C6烷基)-N(+)R14R15R16；—N[(C1-C6烷基)-N(+)R14R15R16]2；—N(R13)—N—R14R15或—N(R13)N″R14R15R16，其中R13如上定义，R14、R15和R16各自独立地为氢或未取代或取代的C1-C18烷基或芳基，或R14和R15与连接它们的氮原子一起形成未取代或取代的5、6或7成员环，该环可能含有进一步的杂原子。[LnMemXp]zYq（1）
• Scope and limitations of ruthenium-catalyzed metathesis of simple polymer-bound alkenes
  作者：Peter G Breed、James A Ramsden、John M Brown

  DOI：10.1139/v01-045

  日期：2001.5.1

  Synthetic procedures for the preparation of two types of functional resin are described, both based on 2% cross-linked polystyrene with a high density (>60%) of side-chains and terminated by a primary alcohol. In the first case the C₁₁ side-chain is linked to the polymer through a sulfide, and in the second an ether linkage is employed to incorporate a (CH₂CH₂O)₄ unit. In both cases the resins have ¹³C NMR spectra that are informative in the chain terminus region without special operating conditions. Model intermolecular metathesis reactions were carried out on allylcarbamic acid tert-butyl ester and various alkenes with Grubbs' catalyst. On the basis of these experiments, gel-phase metathesis was successfully demonstrated between a polymer-bound allyl ether and simple symmetrical disubstituted alkenes, monitoring the extent of reaction by ¹³C NMR. These reactions did not go to completion even with recycling and some evidence for competing interchain metathesis is presented, based on the increased broadening and reduced mobility of the ensuing polymer.Key words: alkene metathesis, ruthenium, gel-phase, ¹³C NMR.

  合成两种功能树脂的制备方法被描述，两种树脂均基于2%交联聚苯乙烯，具有高密度（>60%）的侧链，并以一次醇为终止基团。在第一种情况下，C11侧链通过硫醚与聚合物连接，而在第二种情况下，采用醚键连接以包含一个（CH2CH2O）4单元。在这两种情况下，树脂具有13C NMR谱，在不需要特殊操作条件下，这些谱在链末端区域提供了信息。对烯丙基氨基甲酸叔丁酯和各种烯烃与Grubbs催化剂进行了模型分子间重排反应。基于这些实验，成功地展示了聚合物结合的烯丙基醚与简单对称二取代烯烃之间的凝胶相重排反应，并通过13C NMR监测反应程度。这些反应即使进行回收也没有完全进行，同时提供了一些竞争性链间重排反应的证据，这是基于随后聚合物的增加变宽和减少流动性。关键词：烯烃重排反应，钌，凝胶相，13C NMR。
• POLYMERIZABLE COMPOUND, POLYMERIZABLE COMPOSITION, POLYMER, OPTICALLY ANISOTROPIC BODY, AND METHOD FOR PRODUCING POLYMERIZABLE COMPOUND
  申请人：ZEON CORPORATION

  公开号：US20150175564A1

  公开（公告）日：2015-06-25

  A polymerizable compound has a practical low melting point, excellent solubility in a general-purpose solvent, and can produce an optical film at low cost, exhibits low reflected luminance, and achieves uniform conversion of polarized light over a wide wavelength band, an optically anisotropic article. A carbonyl compound is useful as a raw material for producing the polymerizable compound. (In the formula (I), Y 1 to Y 8 represent —C(═O)—O—, G 1 and G 2 represent a C 1-20 divalent linear aliphatic group, Z 1 and Z 2 represent a C 2-10 alkenyl group that is unsubstituted, or substituted with a halogen atom, A x represents a C 2-30 organic group with at least one aromatic ring, A y represents a hydrogen atom or C 1-20 alkyl group, A 1 represents a trivalent aromatic group, A 2 and A 3 represent a C 3-30 divalent alicyclic hydrocarbon group, A 4 and A 5 represent a C 6-30 divalent aromatic group or the like, and Q 1 represents a hydrogen atom.)

  一种可聚合的化合物具有实用的低熔点、在通用溶剂中良好的溶解性，并且可以以低成本制备光学薄膜，表现出较低的反射亮度，并且在宽波长范围内实现偏振光的均匀转换，是一种光学各向异性材料。一种羰基化合物可作为制备可聚合化合物的原料。（在式（I）中，Y1至Y8代表—C(═O)—O—，G1和G2代表C1-20二价线性脂肪族基团，Z1和Z2代表未取代或取代有卤素原子的C2-10烯基基团，Ax代表至少具有一个芳香环的C2-30有机基团，Ay代表氢原子或C1-20烷基基团，A1代表三价芳香族基团，A2和A3代表C3-30二价脂环碳氢基团，A4和A5代表C6-30二价芳香族基团或类似物，Q1代表氢原子。）