1,8-bis[4-(hydroxymethyl)phenoxy]-3,6-dioxaoctane | 197573-01-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,8-bis[4-(hydroxymethyl)phenoxy]-3,6-dioxaoctane
• 英文别名: {4-[2-(2-{2-[4-(hydroxymethyl)phenoxy]ethoxy}ethoxy)ethoxy]phenyl}methanol；1,8-Bis[4-(hydroxymethyl)phenoxy]-3,6-dioxaoctane；[4-[2-[2-[2-[4-(hydroxymethyl)phenoxy]ethoxy]ethoxy]ethoxy]phenyl]methanol
• CAS: 197573-01-6
• 化学式: C₂₀H₂₆O₆
• 分子量: 362.423
• InChiKey: LHASHYVGYISWIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  26
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,8-bis[4-(hydroxymethyl)phenoxy]-3,6-dioxaoctane 在 氯化亚砜 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 2-phenyl-5-({10-[5-({[4-(2-{2-[2-(4-{[(5-{10-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]decyl}-1,3,4-oxadiazol-2-yl)sulfanyl]methyl}phenoxy)ethoxy]ethoxy}ethoxy)phenyl]methyl}sulfanyl)-1,3,4-oxadiazol-2-yl]decyl}sulfanyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Synthesis and Surface Characterization Studies of Polyether-Linked Symmetric Higher Sulfanyl-1,3,4-Oxadiazoles

  摘要：

  The synthesis and the characterization of a series of novel symmetric double length alkyl-chained sulfanyl-1,3,4-oxadiazoles functionalized with a polyether head group are reported. In addition, surface characterization studies were conducted on the metal surface of these synthesized compounds. The metal surfaces were characterized by contact angle measurements via the sessile-drop method, and 3D images of the metal surface were obtained using an optical profilometer. The surface studies showed that the inhibitor molecule increases the hydrophobic character and decreases the wettability of the metal surface.

  DOI：

  10.1080/10426507.2014.999067
• 作为产物：
  描述：

  4,4'-(3,6-二氧杂辛烷二基二氧基)二苯甲醛 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 反应 1.92h， 以100%的产率得到1,8-bis[4-(hydroxymethyl)phenoxy]-3,6-dioxaoctane
  参考文献：
  名称：

  Synthesis and Surface Characterization Studies of Polyether-Linked Symmetric Higher Sulfanyl-1,3,4-Oxadiazoles

  摘要：

  The synthesis and the characterization of a series of novel symmetric double length alkyl-chained sulfanyl-1,3,4-oxadiazoles functionalized with a polyether head group are reported. In addition, surface characterization studies were conducted on the metal surface of these synthesized compounds. The metal surfaces were characterized by contact angle measurements via the sessile-drop method, and 3D images of the metal surface were obtained using an optical profilometer. The surface studies showed that the inhibitor molecule increases the hydrophobic character and decreases the wettability of the metal surface.

  DOI：

  10.1080/10426507.2014.999067

文献信息

• Formation of a pseudorotaxane, capable of sensing cations via dethreading molecular motion, from a cryptand and bipyridinium salts
  作者：Masahiro Muraoka、Mamoru Ohta、Yuko Mizutani、Mashio Takezawa、Ayuri Matsumoto、Yohji Nakatsuji

  DOI：10.1007/s10847-012-0280-z

  日期：2014.4

  A new type of cryptand-based pseudorotaxane was prepared, utilizing a novel cryptand incorporating two aromatic rings as a wheel component, combined with various bipyridinium salts as the axle component. These pseudorotaxanes exhibited charge-transfer absorption at approximately 380 nm due to π-electron interactions between the cryptand and the bipyridinium salt. Upon addition of one equivalent of sodium ion to the pseudorotaxane, this absorption was observed to disappear as a result of displacement of the bipyridinium salt by the sodium.

  利用一种包含两个芳香环的新型隐核苷酸作为车轮组分，并结合多种联吡啶鎓盐作为车轴组分，制备了一种新型隐核苷酸基假紫杉烷。这些伪紫杉烷在大约 380 nm 处显示出电荷转移吸收，这是隐色体和联吡啶鎓盐之间的 π 电子相互作用所致。在伪轴向烷中加入一个等量的钠离子后，由于钠取代了联吡啶鎓盐，这种吸收消失了。
• Gunter, Maxwell J.; Jeynes, Tyrone P.; Johnston, Martin R., Journal of the Chemical Society. Perkin transactions I, 1998, # 12, p. 1945 - 1957
  作者：Gunter, Maxwell J.、Jeynes, Tyrone P.、Johnston, Martin R.、Turner, Peter、Chen, Zhangping

  DOI：——

  日期：——
• Molecular Receptors for Adenine and Guanine Employing Metal Coordination, Hydrogen-Bonding and π-Stacking Interactions
  作者：James E. Kickham、Stephen J. Loeb、Shannon L. Murphy

  DOI：10.1002/chem.19970030807

  日期：1997.8

  AbstractThiacyclophane ligands 1 and 2, containing a meta‐xylyldithiaether unit, an aromatic spacing unit and a polyether chain, were prepared in good yield in a three‐step synthesis. The macrocyclic organopalladium complexes [Pd(L)‐(MeCN)][BF4] (3: L = 1; 4: L = 2) were prepared through palladation of the respective thiacyclophane ligand by reaction with [Pd(MeCN)4][BF4]2. These complexes act as metalloreceptors to aromatic amines such as p‐aminopyridine (pap), m‐aminopyridine (map) and the DNA nucleobases adenine and guanine. Binding occurs through simultaneous first‐ and second‐sphere coordination. This involves three separate interactions: first‐sphere σ donation from an aromatic N atom to the Pd centre, second‐sphere hydrogen bonds between the NH2 group and polyether O atoms, and π stacking between the electron‐poor aromatic rings of the substrate and the electron‐rich aromatic spacing units of the receptor. 1H NMR spectra exhibit chemical shift changes indicative of the H‐bonding and π‐stacking interactions in solution. X‐ray structures for thiacyclophane 1, metalloreceptor [Pd(1)(MeCN)][BF4] (3), metalloreceptor/model substrate complexes [Pd(1)(pap)][BF4 (5) and [Pd(2)‐(pap)][BF4] (7), and metalloreceptor/nucleobase complexes [Pd(1)(adenine)][BF4] (13), [Pd(2)(adenine)][BF4] (14) and [Pd(1)(guanine‐BF3)][BF4] (15b) show details of these interactions in the solid state.