2-((6-bromohexyloxy)methyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine | 728008-44-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-((6-bromohexyloxy)methyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine
• 英文别名: 2-{[(6-Bromohexyl)oxy]methyl}-2,3-dihydrothieno[3,4-b][1,4]dioxine；3-(6-bromohexoxymethyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine
• CAS: 728008-44-4
• 化学式: C₁₃H₁₉BrO₃S
• 分子量: 335.262
• InChiKey: NDBKKRBFEIGSQK-UHFFFAOYSA-N

物化性质

• 沸点：
  396.5±42.0 °C(Predicted)
• 密度：
  1.354±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  55.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-((6-bromohexyloxy)methyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine 、 1,4,8,11-四氮杂环十四烷 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 苯 为溶剂， 以64.6%的产率得到1-(6-((2,3-dihydrothieno[3,4-b][1,4]dioxin-2-yl)methoxy)hexyl)-1,4,8,11-tetraazacyclotetradecane
  参考文献：
  名称：

  Synthesis and characterization of monomeric and polymeric Cu(II) complexes of 3,4-ethylenedioxythiophene-functionalized with cyclam ligand

  摘要：

  A functionalized EDOT derivative with 1,4,8,11-tetraazacyclotetradecane (cyclam) ligand pendant to the ethylene bridge (4) and its complexes [M(4)(BF4)(2)], where M(II)=Cu(II), was prepared and characterized. Their electrochemical copolymerization with EDOT was studied. The electro-co-polymerized films were characterized by electrochemical methods, X-ray photoelectron spectroscopy and by X-ray fluorescence spectroscopy. The co-polymerization method was found to afford a good control of the metal concentration in the polymer matrix and represents a good technique for preparing electronically conductive polymers containing redox-active metal complexes. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2010.08.075
• 作为产物：
  描述：

  1-O-(6-bromohexyl)-2,3-O-isopropylideneglycerol 在 对甲苯磺酸 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 16.0h， 生成 2-((6-bromohexyloxy)methyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine
  参考文献：
  名称：

  Synthesis and characterization of monomeric and polymeric Cu(II) complexes of 3,4-ethylenedioxythiophene-functionalized with cyclam ligand

  摘要：

  A functionalized EDOT derivative with 1,4,8,11-tetraazacyclotetradecane (cyclam) ligand pendant to the ethylene bridge (4) and its complexes [M(4)(BF4)(2)], where M(II)=Cu(II), was prepared and characterized. Their electrochemical copolymerization with EDOT was studied. The electro-co-polymerized films were characterized by electrochemical methods, X-ray photoelectron spectroscopy and by X-ray fluorescence spectroscopy. The co-polymerization method was found to afford a good control of the metal concentration in the polymer matrix and represents a good technique for preparing electronically conductive polymers containing redox-active metal complexes. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2010.08.075

文献信息

• Synthesis and characterization of monomeric and polymeric Pd(II) and Pt(II) complexes of 3,4-ethylenedioxythiophene-functionalized phosphine ligands
  作者：Kuhamoorthy Velauthamurty、Simon J. Higgins、R. M. Gamini Rajapakse、John Bacsa、Harm van Zalinge、Richard J. Nichols、Wolfgang Haiss

  DOI：10.1039/b817210b

  日期：——

  Phosphine ligands bearing 3,4-ethylenedioxythiophene (EDOT) groups, in which a Ph2P group is either connected directly to the thiophene ring [Ph2P(5–EDOT), 1] or to the EDOT ethylene bridge via a methylene (4) or longer (7) ‘spacer’, have been prepared, together with their complexes cis-[MCl2(L)2] (M = Pd and Pt). The electrochemical co-polymerization of the complexes with EDOT was investigated, with a view to making conducting polymers incorporating covalently-bound metal–phosphine complexes. Although polymer-coated electrodes were obtained in all experiments, XPS measurements established that polymers made in the presence of cis-[MCl2(1)2] consisted only of poly(3,4-ethylenedioxythiophene) (PEDOT), whereas polymers made in the presence of cis-[MCl2(L)2] (L = 4, 7) were genuine co-polymers containing Pd(II) or Pt(II) complexes.

  我们制备了带有 3,4-亚乙二氧基噻吩（EDOT）基团的膦配体及其顺式[MCl2(L)2]（M = Pd 和 Pt）络合物，其中 Ph2P 基团与噻吩环[Ph2P(5-EDOT), 1]直接相连，或通过亚甲基（4）或长（7）"间隔物 "与 EDOT 乙烯桥相连。研究人员对这些络合物与 EDOT 的电化学共聚进行了研究，以期制造出含有共价结合金属膦络合物的导电聚合物。虽然在所有实验中都获得了聚合物涂层电极，但 XPS 测量结果表明，在存在顺式-[MCl2(1)2] 的情况下制成的聚合物仅由聚(3,4-亚乙二氧基噻吩)（PEDOT）组成，而在存在顺式-[MCl2(L)2] （L = 4，7）的情况下制成的聚合物则是真正的共聚物，其中含有钯（II）或铂（II）络合物。
• Czardybon; Zak; Lapkowski, Polish Journal of Chemistry, 2004, vol. 78, # 9, p. 1533 - 1541
  作者：Czardybon、Zak、Lapkowski

  DOI：——

  日期：——
• US7585983B2
  申请人：——

  公开号：US7585983B2

  公开（公告）日：2009-09-08
• Synthesis and characterization of monomeric and polymeric Cu(II) complexes of 3,4-ethylenedioxythiophene-functionalized with cyclam ligand
  作者：Kuhamoorthy Velauthamurty、Simon J. Higgins、R.M. Gamini Rajapakse、H.M.N. Bandara、Masaru Shimomura

  DOI：10.1016/j.electacta.2010.08.075

  日期：2010.12

  A functionalized EDOT derivative with 1,4,8,11-tetraazacyclotetradecane (cyclam) ligand pendant to the ethylene bridge (4) and its complexes [M(4)(BF4)(2)], where M(II)=Cu(II), was prepared and characterized. Their electrochemical copolymerization with EDOT was studied. The electro-co-polymerized films were characterized by electrochemical methods, X-ray photoelectron spectroscopy and by X-ray fluorescence spectroscopy. The co-polymerization method was found to afford a good control of the metal concentration in the polymer matrix and represents a good technique for preparing electronically conductive polymers containing redox-active metal complexes. (C) 2010 Elsevier Ltd. All rights reserved.