Tetrabromotetrathiafulvalene | 99159-47-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫醇
• 英文名称: Tetrabromotetrathiafulvalene
• 英文别名: 4,5-Dibromo-2-(4,5-dibromo-1,3-dithiol-2-ylidene)-1,3-dithiole
• CAS: 99159-47-4
• 化学式: C₆Br₄S₄
• 分子量: 519.946
• InChiKey: KPRVHTQWGZNQRX-UHFFFAOYSA-N

物化性质

• 熔点：
  227-228 °C (decomp)
• 沸点：
  331.1±42.0 °C(Predicted)
• 密度：
  2.983±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  四硫富瓦烯 在 1,2-二溴四氯乙烷 、 苯基锂 作用下， 生成 Tetrabromotetrathiafulvalene
  参考文献：
  名称：

  Joergensen, M.; Bechgaard, K., Synthesis, 1989, # 3, p. 207 - 208

  摘要：

  DOI：

文献信息

• Preparation of mono- and 1,2-di-bromotetrathiafulvalenes (TTFBr and 1,2-TTFBr2)
  作者：James Y. Becker、Joel Bernstein、Shmuel Bittner、Leah Shahal、Sason S. Shaik

  DOI：10.1039/c39910000092

  日期：——

  The synthesis and characterization of mono- and 1,2-di-bromotetrathiafulvalenes, important precursors to more complex tetrathiafulvalene systems, is described; the X-ray crystal structure of the dibromo derivative is presented.

  描述了单-和1,2-二溴四硫富富瓦烯的合成和表征，它们是更复杂的四硫富富瓦烯体系的重要前体。给出了二溴衍生物的X射线晶体结构。
• Hal⋯Hal interactions in a series of three isostructural salts of halogenated tetrathiafulvalenes. Contribution of the halogen atoms to the HOMO–HOMO overlap interactions
  作者：Benoît Domercq、Thomas Devic、Marc Fourmigué、Pascale Auban­Senzier、Enric Canadell

  DOI：10.1039/b100103p

  日期：——

  The halogenated tetrathiafulvalenes, Br2-EDT-TTF and I2-EDT-TTF were prepared by the coupling route from the corresponding 4,5-dibromo- or 4,5-diiodo-1,3-dithiole-2-thione. In the isostructural series, (Br2-EDT-TTF)2IBr2, (Br2-EDT-TTF)2I3 and (I2-EDT-TTF)2I3, noted Br2/IBr2, Br2/I3 and I2/I3 respectively, short (3.42–3.60 Å) and directional Hal⋯Hal interactions are identified between donor molecules and with the anions, stabilising rare β′ phases. These interactions play not only a structural role but also contribute to the electronic dispersion thanks to sizeable coefficients on the halogen atoms in the HOMOs of Br2-EDT-TTF and I2-EDT-TTF. The three salts behave as Mott insulators as reflected by a high room temperature conductivity (0.5 S cm−1) with an activation energy which increases in the order Br2/IBr2 (730 K), Br2/I3 (1260 K), I2/I3 (1330 K) and a weak magnetic susceptibility, which decreases abruptly below 150 K with no sign of an antiferromagnetic ground state.

  卤化的四硫富瓦烯 Br2-EDT-TTF 和 I2-EDT-TTF 通过相应的 4,5-二溴或 4,5-二碘-1,3-二硫醇-2-酮的偶联途径制备。在同构系列中，(Br2-EDT-TTF)2IBr2、(Br2-EDT-TTF)2I3 和 (I2-EDT-TTF)2I3，分别记为 Br2/IBr2、Br2/I3 和 I2/I3，鉴定出短程（3.42–3.60 Å）且定向的卤-卤相互作用存在于供体分子与阴离子之间，从而稳定了稀有的 β′ 相。这些相互作用不仅发挥结构作用，还通过 Br2-EDT-TTF 和 I2-EDT-TTF 中 HOMOs 上卤素原子的显著系数对电子分散产生贡献。这三种盐表现出莫特绝缘体特性，其高室温电导率（0.5 S cm⁻¹）反映出其活化能按 Br2/IBr2 (730 K)、Br2/I3 (1260 K) 和 I2/I3 (1330 K) 的顺序增加，且具有较弱的磁化率，在 150 K 以下急剧下降，未出现反铁磁基态的迹象。
• MULTISENSOR ARRAY FOR DETECTION OF ANALYTES OR MIXTURES THEREOF IN GAS OR LIQUID PHASE
  申请人：Jeppesen Jan Oskar

  公开号：US20130096030A1

  公开（公告）日：2013-04-18

  The present invention relates to a multisensor array for detection of analytes in the gas phase or in the liquid phase, comprising at least two different chemo-selective compounds represented by the general formula (I) wherein the hetero atoms X 1 -X 4 and the substituents R 1 -R 4 are defined in the specification and the dashed bonds represent independently of each other either a single bond or a double bond. Said chemo-selective compounds are capable of individually changing physicochemical properties when exposed to analytes or analyte mixtures and these changes can be detected by a transducer or an array of transducers. The present invention does also relate to the use of at least two different chemo-selective compounds in a sensor array, a method for preparation of such sensor arrays and the use of said sensor arrays. Furthermore the present invention relates to methods for detecting and identifying analytes or mixtures thereof in the gas phase or in the liquid phase.

  本发明涉及一种多传感器阵列，用于检测气相或液相中的分析物，包括至少两种不同的化学选择性化合物，由一般式（I）表示，其中杂原子X1-X4和取代基R1-R4在说明书中定义，虚线键独立地表示单键或双键。所述化学选择性化合物在暴露于分析物或分析物混合物时能够单独改变物理化学性质，这些变化可以被传感器或传感器阵列检测到。本发明还涉及在传感器阵列中使用至少两种不同的化学选择性化合物，制备这种传感器阵列的方法以及使用该传感器阵列的方法。此外，本发明还涉及检测和鉴定气相或液相中的分析物或混合物的方法。
• Syntheses, Structure and Conducting Properties of Halogenated Ethylenedioxytetrathiafulvalenes
  作者：Masahiko Iyoda、Yoshiyuki Kuwatani、Eiji Ogura、Kenji Hara、Hironori Suzuki、Takahiro Takano、Koji Takeda、Jun-ichi Takano、Kohei Ugawa、Masato Yoshida、Haruo Matsuyama、Hiroyuki Nishikawa、Isao Ikemoto、Takehiro Kato、Naoki Yoneyama、Jun-ichi Nishijo、Akira Miyazaki、Toshiaki Enoki

  DOI：10.3987/com-00-s(i)79

  日期：——

  4,5-Diiodo-, 4,5-dibromo-, and 4,5-dichloro-4',5'-ethylenedioxytetra-thiafulvalenes (EDO-TTFI2, EDO-TTFBr2, and EDO-TTFCl2) were synthesized in moderate to good yields by the two routes. The first route contains the reaction of EDO-TTF with LDA, followed by quenching with halogenated reagents, and the second route consists of the P(OR)(3)-mediated cross-coupling of 4,5-dihalogenated 1,3-dithiole-2-ones with 4,5-ethylenedioxy-1,3-dithiole-2-thione. The structures of EDO-TTFI2 and EDO-TTFCl2 were determined by X-Ray analysis. The radical-cation salts derived from EDO-TTFI2, EDO-TTFBr2, and EDO-TTFCl2 show high conductivities, although these compounds contain electron-withdrawing halogens as the substituent.
• JZHUSTORGENSEN, M.;VESNGAARD, K., SYNTHESIS (BRD),(1989) N, C. 207-208
  作者：JZHUSTORGENSEN, M.、VESNGAARD, K.

  DOI：——

  日期：——