1,2,9,10-tetrahydronaphtho[2,1-b:7,8-b']dithiophene | 1370045-11-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,2,9,10-tetrahydronaphtho[2,1-b:7,8-b']dithiophene
• 英文别名: 5,13-Dithiatetracyclo[7.7.0.02,6.012,16]hexadeca-1(9),2(6),7,10,12(16)-pentaene；5,13-dithiatetracyclo[7.7.0.02,6.012,16]hexadeca-1(9),2(6),7,10,12(16)-pentaene
• CAS: 1370045-11-6
• 化学式: C₁₄H₁₂S₂
• 分子量: 244.381
• InChiKey: NAGLQORUXQYLFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2,9,10-tetrahydronaphtho[2,1-b:7,8-b']dithiophene 在 四氯苯醌 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以57%的产率得到naphtho[2,1-b:7,8-b']dithiophene
  参考文献：
  名称：

  A facile two-step synthesis of thiophene end-capped aromatic systems

  摘要：

  Thiophene end-capped aromatic analogues, that is, naphthothiophenes, naphthodithiophenes, pyrenothiophene, and benzotrithiophene, can be prepared from commercially available hydroxyarenes in two steps, including (1) a consecutive acid-mediated nucleophilic aromatic substitution of hydroxyarenes with 2-mercaptoethanol, followed by cyclization to form an arene-fused dihydrothiophene, and (2) oxidation of the dihydrothiophene unit to thiophene. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.122
• 作为产物：
  描述：

  2,7-二羟基萘 、 2-巯基乙醇 在 三氟甲磺酸 作用下， 以 氯苯 为溶剂， 反应 6.0h， 以20%的产率得到1,2,9,10-tetrahydronaphtho[2,1-b:7,8-b']dithiophene
  参考文献：
  名称：

  A facile two-step synthesis of thiophene end-capped aromatic systems

  摘要：

  Thiophene end-capped aromatic analogues, that is, naphthothiophenes, naphthodithiophenes, pyrenothiophene, and benzotrithiophene, can be prepared from commercially available hydroxyarenes in two steps, including (1) a consecutive acid-mediated nucleophilic aromatic substitution of hydroxyarenes with 2-mercaptoethanol, followed by cyclization to form an arene-fused dihydrothiophene, and (2) oxidation of the dihydrothiophene unit to thiophene. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.122

文献信息

• A facile two-step synthesis of thiophene end-capped aromatic systems
  作者：Bunyarat Rungtaweevoranit、Akkarapol Butsuri、Krittaphat Wongma、Karoon Sadorn、Kitjanit Neranon、Chakkrapan Nerungsi、Tienthong Thongpanchang

  DOI：10.1016/j.tetlet.2012.01.122

  日期：2012.4

  Thiophene end-capped aromatic analogues, that is, naphthothiophenes, naphthodithiophenes, pyrenothiophene, and benzotrithiophene, can be prepared from commercially available hydroxyarenes in two steps, including (1) a consecutive acid-mediated nucleophilic aromatic substitution of hydroxyarenes with 2-mercaptoethanol, followed by cyclization to form an arene-fused dihydrothiophene, and (2) oxidation of the dihydrothiophene unit to thiophene. (C) 2012 Elsevier Ltd. All rights reserved.