2,3,5,6,8,9,11,12-octahydrothieno[3,4-b]-1,4,7,10,13-pentaoxacyclopentadecyne | 122372-74-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3,5,6,8,9,11,12-octahydrothieno[3,4-b]-1,4,7,10,13-pentaoxacyclopentadecyne
• 英文别名: 15-crown-5 thiophene；2,3-thiophene-15-crown-5；2,3,5,6,8,9,11,12-Octahydrothieno[3,4-b][1,4,7,10,13]pentaoxacyclopentadecine；2,5,8,11,14-pentaoxa-17-thiabicyclo[13.3.0]octadeca-1(18),15-diene
• CAS: 122372-74-1
• 化学式: C₁₂H₁₈O₅S
• 分子量: 274.338
• InChiKey: WOCWUMPQTVPAMZ-UHFFFAOYSA-N

物化性质

• 熔点：
  71-72 °C
• 沸点：
  406.6±45.0 °C(Predicted)
• 密度：
  1.140±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  74.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N-二甲基甲酰胺 、 2,3,5,6,8,9,11,12-octahydrothieno[3,4-b]-1,4,7,10,13-pentaoxacyclopentadecyne 在 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以27%的产率得到2,3,5,6,8,9,11,12-octahydrothieno[3,4-b][1,4,7,10,13]pentaoxacyclopentadecine-14-carbaldehyde
  参考文献：
  名称：

  Effect of the chromophoric unit on the complex formation properties in the crown ether containing styryl dyes

  摘要：

  The benzo- and thieno-crown ethers containing styryl dyes have been designed and synthesized. The two series of the compounds were based on different combinations of the oxa- and azaoxa-crown ether fragments together with 2-benzovinyl- and thienylvinyl-benzothiazolium units. Their complexing, optical and electrochemical behaviors were characterized, while one and two dimensional NMR was employed to evaluate the structures of free and complexed ligands. The results of these studies showed that thienylvinyl derivatives display the poor ability for binding with metal ions through the crown ether moiety. The phenomenon was explained by the particular charge distribution in thienylvinyl derivatives preventing the interaction of chromophoric crown ethers with metal ions. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.12.027
• 作为产物：
  描述：

  16,18-bis(ethoxycarbonyl)-2,5,8,11,14-pentaoxa-17-thiabicyclo<13.3.0>octadeca-1(18),15-diene 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 60.0~294.0 ℃ 、2.67 kPa 条件下， 反应 5.0h， 生成 2,3,5,6,8,9,11,12-octahydrothieno[3,4-b]-1,4,7,10,13-pentaoxacyclopentadecyne
  参考文献：
  名称：

  含噻吩亚基的冠醚的合成及还原脱硫

  摘要：

  从 2,5-双（乙氧基羰基）-3,4-噻吩二醇和 2,5-二氯-3,4 开始制备含有 3,4-噻吩二基和 3,4-噻吩二基双（亚甲基）亚基作为环成分的冠醚-双（氯甲基）噻吩，分别。含噻吩的冠醚的阮内镍脱硫得到具有两个相邻侧链的冠醚，例如甲基或乙氧基羰基甲基。这些冠醚对碱金属阳离子的萃取能力也通过溶剂萃取法进行了检测。

  DOI：

  10.1246/bcsj.62.838

文献信息

• From chains to ladders in co-crystals with 2,3-thiophene-15-crown-5, 2,3-naphtho-15-crown-5, and bis-(18-crown-6)-stilbene constructed by weak hydrogen bonding
  作者：Eduard V. Ganin、Stepan S. Basok、Arkadii A. Yavolovskii、Mark M. Botoshansky、Marina S. Fonari

  DOI：10.1039/c005284c

  日期：——

  For the first time a series of co-crystals of 2,3-thiophene-15-crown-5 1, 2,3-naphtho-15-crown-5 2, bis-(18-crown-6)-stilbene 3 with dithiooxamide a, 1,2,5-oxadiazole-3,4-diamine b, and 3-nitro-1H-1,2,4-triazole c with compositions 1a, 2a, 2b·H22O, 2c, and 3a22 were prepared and their structures were studied by X-ray crystallography. The components in the co-crystals demonstrate the different modes of mutual arrangement and contribution of diverse weak interactions to the final architecture. Infinite chains of the alternating component molecules linked by N–H⋯O hydrogen bonds characterise the structures of 1a and 2a, whereas in the case of 3a22 formation of the loosely packed ladder-type structure was observed. In 2b·H22O the planar naphtho- and oxadiazole moieties demonstrate their edge-to-face arrangement, while in 2c the partially overlapping naphtho- and triazole moieties provide effective face-to-face π–π stacking interactions. The improved synthetic strategy for 1 and 2 is given.

  首次制备了一系列 2,3-噻吩-15-冠醚-5 1、2,3-萘-15-冠醚-5 2、双-(18-冠醚-6)-二苯乙烯 3 与二硫代乙酰胺 a、1,2,5-恶二唑-3,4-二胺 b 和 3-硝基-1H-1,2,4-三唑 c 的共晶体，并通过 X 射线晶体学研究了它们的结构。共晶体中的各组分显示了不同的相互排列模式以及各种弱相互作用对最终结构的贡献。通过 N-H⋯O 氢键连接的交替组分分子无限链是 1a 和 2a 结构的特征，而在 3a22 中则观察到形成了松散的梯形结构。在 2b-H22O 中，平面的萘基和噁二唑分子显示出边缘对边缘的排列，而在 2c 中，部分重叠的萘基和三唑分子提供了有效的面对面 π-π 堆积相互作用。本文给出了 1 和 2 的改进合成策略。
• Functionalization of Conductive Poly(thiophenes) and Poly(pyrroles)
  作者：Noboru Ono、Chikanori Tsukamura、Youta Nomura、Syunsuke Hotta、Takashi Murashima、Takuji Ogawa

  DOI：10.1080/10426509708545577

  日期：1997.1.1
• SONE, TYO;SATO, KAZUAKI;OHBA, YOSHIHIRO, BULL. CHEM. SOC. JAP., 62,(1989) N, C. 838-844
  作者：SONE, TYO、SATO, KAZUAKI、OHBA, YOSHIHIRO

  DOI：——

  日期：——