4,4-bis(dodecyloxymethyl)-1,6-heptadiyne | 1350919-57-1

• 分子结构分类: 有机化合物 - 乙炔化物
• 英文名称: 4,4-bis(dodecyloxymethyl)-1,6-heptadiyne
• 英文别名: 4,4-bis(dodecyloxymethyl)hepta-1,6-diyne；1-[2-(Dodecoxymethyl)-2-prop-2-ynylpent-4-ynoxy]dodecane
• CAS: 1350919-57-1
• 化学式: C₃₃H₆₀O₂
• 分子量: 488.838
• InChiKey: IQEXBWJHSHPNHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.4
• 重原子数：
  35
• 可旋转键数：
  28
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4-bis(dodecyloxymethyl)-1,6-heptadiyne 在 正丁基锂 、 二氯二茂锆 、 溴 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 16.5h， 生成 1,3-dibromo-5,5-bis(dodecyloxymethyl)-5,6-dihydro-4H-cyclopenta[c]thiophene
  参考文献：
  名称：

  Synthesis and charge carrier mobility of a solution-processable conjugated copolymer based on cyclopenta[c]thiophene

  摘要：

  DOI：

  10.1016/j.polymer.2011.10.014
• 作为产物：
  描述：

  溴代十二烷 、 2,2-dipropargyl-1,3-propandiol 在 potassium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以52%的产率得到4,4-bis(dodecyloxymethyl)-1,6-heptadiyne
  参考文献：
  名称：

  Synthesis and charge carrier mobility of a solution-processable conjugated copolymer based on cyclopenta[c]thiophene

  摘要：

  DOI：

  10.1016/j.polymer.2011.10.014

文献信息

• Radical-Cascade Avenue for 3,4-Fused-Ring-Substituted Thiophenes
  作者：Abhijeet R. Agrawal、Neha Rani Kumar、Sashi Debnath、Sarasija Das、Chandan Kumar、Sanjio S. Zade

  DOI：10.1021/acs.orglett.8b01577

  日期：2018.8.17

  A single-step intramolecular radical cascade reaction of diynes and thioacetic acid in the presence of a catalytic amount of azobis(isobutyronitrile) as a radical initiator has been developed to synthesize thiophenes. This method allows easy and effective construction of a thiophene scaffold having 3,4-fused-ring substitution and unsubstituted 2,5-positions for further functionalization and polymerization

  已经开发出在催化量的偶氮二（异丁腈）作为自由基引发剂的存在下，二炔和硫代乙酸的单步分子内自由基级联反应以合成噻吩。该方法允许容易且有效地构建具有3，4-稠环取代和未取代的2，5-位的噻吩支架，用于进一步的官能化和聚合。使用该方法，合成了环戊[ c ]噻吩，3,4-乙撑二氧噻吩和含噻吩的螺环化合物的衍生物。
• Cyclopenta[<i>c</i>]thiophene-Based D–A Conjugated Copolymers: Effect of Heteroatoms (S, Se, and N) of Benzazole Acceptors on the Properties of Polymers
  作者：Soumyajit Das、Palas Baran Pati、Sanjio S. Zade

  DOI：10.1021/ma3006697

  日期：2012.7.10

  Three new donor-acceptor (D-A) type copolymers P1, P2, and P3 have been synthesized by Stille condensation between the distannyl derivative of thiophene-capped cyclopenta[c]thiophene (CPT) with 4,7-dibromo[2,1,3]benzothiadiazole, 4,7-dibromo[2,1,3]benzoselenadiazole, and 4,7-dibromo[2,1,3]benzotriazole, respectively. These new CPT-based D-A copolymers showed an interesting trend of visible color (red, green, and blue) in solution as the acceptor was varied keeping the donor constant. The optical band gaps of the polymers, which were estimated by measuring the absorption onset in the UV-vis spectra of the film, were found to be 1.57, 1.44, and 1.86 eV for P1, P2, and P3, respectively. DFT calculations correlated the strength of the acceptors with the interesting trend in the colors of these (D)(nonvariant)-(A)(variant) copolymers. Compared with the solution, the film state absorption of P2 and P3 was significantly red-shifted compared to that of P1, indicating the presence of strong interchain interactions due to efficient self-pi-stacking in the solid state.