3-(3-iodopropyl)thiophene | 160378-84-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 3-(3-iodopropyl)thiophene
• CAS: 160378-84-7
• 化学式: C₇H₉IS
• 分子量: 252.119
• InChiKey: MKFRQQAYHKIZER-UHFFFAOYSA-N

物化性质

• 沸点：
  253.8±23.0 °C(Predicted)
• 密度：
  1.714±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-(3-iodopropyl)thiophene 在 盐酸 、 甲醇 、 正丁基锂 、 potassium carbonate 作用下， 以 甲醇 、 甲苯 为溶剂， 生成 Carbamic acid (6Z,11Z)-(1S,2S,3R,4S,8S,9S,10S)-3,9-dihydroxy-2,4,6,8,10-pentamethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-14-thiophen-3-yl-tetradeca-6,11-dienyl ester
  参考文献：
  名称：

  Design, synthesis and cytotoxicity of 7-deoxy aryl discodermolide analogues

  摘要：

  A series of 7-deoxy discodermolide analogues in which the lactone fragment 'C' was replaced by aryl substituents were designed, synthesized, and evaluated for cytotoxicity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.102
• 作为产物：
  描述：

  3-烯丙基噻吩 在 咪唑 、 9-borabicyclo[3.3.1]nonane dimer 、 碘 、 三苯基膦 作用下， 生成 3-(3-iodopropyl)thiophene
  参考文献：
  名称：

  Design, synthesis and cytotoxicity of 7-deoxy aryl discodermolide analogues

  摘要：

  A series of 7-deoxy discodermolide analogues in which the lactone fragment 'C' was replaced by aryl substituents were designed, synthesized, and evaluated for cytotoxicity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.102

文献信息

• Ruthenium-Catalyzed Asymmetric Dehydrative Allylic Cyclization of Five-Membered Chalcogen Heteroaromatics
  作者：Shinji Tanaka、Masato Kitamura、Shoutaro Iwase、Sena Kanda、Marie Kato、Yutaro Kiriyama

  DOI：10.1055/a-1523-6826

  日期：2021.9

  intramolecular allylation reactions of furan and thiophene were performed using a cationic cyclopentadienyl-ruthenium (CpRu) complex of a chiral pyridine carboxylic acid, namely Cl-Naph-PyCOOH. Both furan and thiophene tethered with an allylic alcohol gave the corresponding bicyclic compounds in high yields and enantioselectivities using 0.1–5 mol% of the catalyst. The reaction was found to proceed via

  呋喃和噻吩的不对称脱水分子内烯丙基化反应使用手性吡啶羧酸（即 Cl-Naph-PyCOOH）的阳离子环戊二烯基-钌 (CpRu) 络合物进行。呋喃和噻吩与烯丙醇相连，使用 0.1-5 mol% 的催化剂以高产率和对映选择性得到相应的双环化合物。发现该反应通过与我们小组先前报道的类似的对映面选择机制进行，除了生成中间体 σ-烯丙基复合物外，还涉及卤素和氢键的形成。
• Synthesis of Thiophene-Substituted Spiropyrans and Spirooxazines, Precursors of Photochromic Polymers
  作者：Corinne Moustrou、Andr� Samat、Robert Guglielmetti、Roger Dubest、Francis Garnier

  DOI：10.1002/hlca.19950780722

  日期：1995.11.1

  The synthesis of spiropyrans 11 and 12 and spirooxazines 13–17 containing a thiophene moiety is described. Two different synthetic approaches were used. The spectrokinetic properties of these new compounds are reported.

  描述了含有噻吩部分的螺吡喃11和12以及螺恶嗪13-17的合成。使用了两种不同的合成方法。报道了这些新化合物的光谱动力学性质。
• New Spiropyrans and Spirooxazines Compounds With one or two Thiophene Nuclei. Applications to Anticopying Protection Materials
  作者：Corinne Moustrou、Mylène Campredon、André Samat、Robert Guglielmettl、Francis Garnier、Jean Robillard

  DOI：10.1080/10587259408037782

  日期：1994.5

  The strategy of synthesis of new thiophene-substituted spiroheterocyclic photochromic structures, in spiropyran or spirooxazine series is described, The polymerization of thiophene entity give interesting semi-conductor systems. Such molecular materials prevent the reproduction of documents and could be useful in other applications such as fast optical switches.