1-(4'-methoxyphenyl)-2-{5-[(2-(4-methoxyphenyl)-2-oxoethyl)sulfanyl]-2-thioxo-1,3-dithiol-4-ylsulfanyl}ethanone | 177544-75-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4'-methoxyphenyl)-2-{5-[(2-(4-methoxyphenyl)-2-oxoethyl)sulfanyl]-2-thioxo-1,3-dithiol-4-ylsulfanyl}ethanone
• 英文别名: 1-(4-methoxyphenyl)-2-[[5-[2-(4-methoxyphenyl)-2-oxoethyl]sulfanyl-2-sulfanylidene-1,3-dithiol-4-yl]sulfanyl]ethanone
• CAS: 177544-75-1
• 化学式: C₂₁H₁₈O₄S₅
• 分子量: 494.702
• InChiKey: LOXAKIXDYYHVDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  186
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1-(4'-methoxyphenyl)-2-{5-[(2-(4-methoxyphenyl)-2-oxoethyl)sulfanyl]-2-thioxo-1,3-dithiol-4-ylsulfanyl}ethanone 在 劳森试剂 、 mercury(II) diacetate 、 溶剂黄146 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 1.0h， 生成 6-(4'-methoxyphenyl)thieno[2,3-d][1,3]dithiol-2-one
  参考文献：
  名称：

  由1,8-二酮形成新的四硫富瓦烯衍生物的深入研究

  摘要：

  五硫化二磷和Lawesson与一系列的4,5-双（RCOCH试剂的反应的详细的研究2 S）-1,3-二硫杂环-2-硫酮（R =苯基，4- MeOC 6 ħ 4，4- Br C 6 H 4，Me）已经进行。这些反应导致不饱和的1，4-二硫辛环或噻吩与二硫醇融合；前者的收率较高，而后者是与劳森试剂反应的重要产物。以及少量次要产品。详细讨论了这些产品的机械合理性。新的稠合二硫醇已被转化为新颖的稠合TTF衍生物系列。

  DOI：

  10.1016/j.tet.2003.08.042
• 作为产物：
  描述：

  4,5-dimercapto-1,3-dithiole-2-thione, sodium salt 、 alpha-溴-4-甲氧基苯乙酮 以 四氢呋喃 为溶剂， 以70%的产率得到1-(4'-methoxyphenyl)-2-{5-[(2-(4-methoxyphenyl)-2-oxoethyl)sulfanyl]-2-thioxo-1,3-dithiol-4-ylsulfanyl}ethanone
  参考文献：
  名称：

  由1,8-二酮形成新的四硫富瓦烯衍生物的深入研究

  摘要：

  五硫化二磷和Lawesson与一系列的4,5-双（RCOCH试剂的反应的详细的研究2 S）-1,3-二硫杂环-2-硫酮（R =苯基，4- MeOC 6 ħ 4，4- Br C 6 H 4，Me）已经进行。这些反应导致不饱和的1，4-二硫辛环或噻吩与二硫醇融合；前者的收率较高，而后者是与劳森试剂反应的重要产物。以及少量次要产品。详细讨论了这些产品的机械合理性。新的稠合二硫醇已被转化为新颖的稠合TTF衍生物系列。

  DOI：

  10.1016/j.tet.2003.08.042

文献信息

• An unusual reaction of Lawesson's reagent with 1,8-diketones: A synthesis of fused 1,4-dithiins and thiophenes
  作者：Turan Ozturk

  DOI：10.1016/0040-4039(96)00396-6

  日期：1996.4

  Reaction of 1,8-diketones 3 with Lawesson's reagent 8 resulted in the formation of five and six-membered rings 5–7, 18, depending on the nature of the substituents. Product 6 is converted in two steps to the unsymmetric ‘ET’ analogue 20, containing an extra double bond.

  的1,8-二酮类反应3中用Lawesson试剂8导致的5和形成六元环5-7，18，这取决于取代基的性质。产品6分两步转化为不对称的“ ET”类似物20，其中包含一个额外的双键。
• 6-(4-Methoxyphenyl)thieno[2,3-d][1,3]dithiole-2-thione at 150K
  作者：T. Ozturk、J. D. Wallis

  DOI：10.1107/s0108270196005264

  日期：1996.10.15

  The structure determination at 150 K of 6-(4-methoxyphenyl)thieno[2,3-d][1,3]dithiole-2-thione, C12H8OS4, which was obtained from a novel rearrangement reaction, is the first measurement of this heterocyclic system. The bond lengths in the thiophene ring are not perturbed significantly by the fusion of the second ring; however, there is a degree of asymmetry in the bond lengths of the dithiole ring.
• [EN] THE SYNTHESIS OF EXTENDED BIS(ETHYLENEDITHIO)TETRATHIAFULVALENE DERIVATIVES AND THEIR DIHYDROXYL ANALOGUES<br/>[FR] SYNTHESE DE DERIVES DE BIS(ETHYLENEDITHIO)TETRATHIAFULVALENE ALLONGES ET LEURS ANALOGUES DIHYDROXYLES
  申请人：TUBITAK MARMARA RES CT

  公开号：WO2001032645A1

  公开（公告）日：2001-05-10

  The present invention describes the synthesis of six novel derivatives of bis(ethylenedithio)tetrathiafulvalene (BEDT-TTF), utilising the recently developed reaction of 1,8-diketones with Lawesson's reagent. These new BEDT-TTF derivatives (1)-(6) have potential to delocalise the positive charges formed during change-transfer salts to the peripheral. In addition to their positive charge delocalisation feature, the compounds (1)-(3) have the potential of being introduced hydrogen bonding groups and the compound (4)-(6) already have hydrogen bonding hydroxyl groups. All the new BEDT-TTF (7) derivatives described in this invention have shown comparative CV measurements with the BEDT-TTF. Each of these bis(ethylenedithio)tetrathiafulvalene derivatives of the present invention has a unique and novel structure which can not be found in the prior art and is useful for the development of new organic charge-transfer complexes.
• An in depth study of the formation of new tetrathiafulvalene derivatives from 1,8-diketones
  作者：Figen Turksoy、John D Wallis、Umit Tunca、Turan Ozturk

  DOI：10.1016/j.tet.2003.08.042

  日期：2003.10

  of the reactions of phosphorus pentasulfide and Lawesson's reagent with a series of 4,5-bis(RCOCH2S)-1,3-dithiole-2-thiones (R=Ph, 4-MeOC6H4, 4-Br C6H4, Me) has been carried out. These reactions lead to fusion of either an unsaturated 1,4-dithiin ring or a thiophene to the dithiole; the former in higher yield, while the latter is a significant product in the reactions with Lawesson's reagent; as well

  五硫化二磷和Lawesson与一系列的4,5-双（RCOCH试剂的反应的详细的研究2 S）-1,3-二硫杂环-2-硫酮（R =苯基，4- MeOC 6 ħ 4，4- Br C 6 H 4，Me）已经进行。这些反应导致不饱和的1，4-二硫辛环或噻吩与二硫醇融合；前者的收率较高，而后者是与劳森试剂反应的重要产物。以及少量次要产品。详细讨论了这些产品的机械合理性。新的稠合二硫醇已被转化为新颖的稠合TTF衍生物系列。