4-氟二苯并[B,D]噻吩 | 909031-00-1

• 物质功能分类: 医药中间体 - 噻吩类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 中文名称: 4-氟二苯并[B,D]噻吩
• 英文名称: 4-fluorodibenzo[b,d]thiophene
• 英文别名: 4-Fluorodibenzothiophene
• CAS: 909031-00-1
• 化学式: C₁₂H₇FS
• 分子量: 202.252
• InChiKey: PPNCWFIPSODBKM-UHFFFAOYSA-N

物化性质

• 沸点：
  336.8±15.0 °C(Predicted)
• 密度：
  1.336±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-氟二苯并[B,D]噻吩 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 4-fluorodibenzothiophene S-oxide
  参考文献：
  名称：

  Photochemistry of Substituted Dibenzothiophene Oxides: The Effect of Trapping Groups¹

  摘要：

  Photolyses of dibenzothiophene sulfoxides (DBTOs) with intramolecular trapping functionalities attached in the 4-position show higher quantum yields of deoxygenation. Deoxygenation quantum yields are also less solvent dependent for the substituted DBTOs. Product analysis shows a detectable amount of intramolecular O-trapped products and suggests that solvent effects observed in previous studies of DBTO derive at least mainly from the reactivity between the oxidizing species that is released, presumably O(P-3), and the solvent, rather than from other macroscopic solvent parameters.

  DOI：

  10.1021/jo047995e
• 作为产物：
  描述：

  二苯并噻吩 在 正丁基锂 、 N-氟代双苯磺酰胺 作用下， 以 四氢呋喃 为溶剂， 反应 22.0h， 生成 4-氟二苯并[B,D]噻吩
  参考文献：
  名称：

  Photochemistry of Substituted Dibenzothiophene Oxides: The Effect of Trapping Groups¹

  摘要：

  Photolyses of dibenzothiophene sulfoxides (DBTOs) with intramolecular trapping functionalities attached in the 4-position show higher quantum yields of deoxygenation. Deoxygenation quantum yields are also less solvent dependent for the substituted DBTOs. Product analysis shows a detectable amount of intramolecular O-trapped products and suggests that solvent effects observed in previous studies of DBTO derive at least mainly from the reactivity between the oxidizing species that is released, presumably O(P-3), and the solvent, rather than from other macroscopic solvent parameters.

  DOI：

  10.1021/jo047995e

文献信息

• [EN] FLUORINATION OF ARYL COMPOUNDS<br/>[FR] FLUORATION DE COMPOSÉS ARYLES
  申请人：UNIV CALIFORNIA

  公开号：WO2014107379A1

  公开（公告）日：2014-07-10

  The invention provides compositions and methods of using the compositions in fluorinating aryl precursors containing a leaving group replaceable by a fluorine atom. The compositions include a metal ion source, a electrophilic fluorine source, a base, and a compound, which is an aryl precursor of the aryl fluoride, and which has a leaving group replaceable by the fluorine atom. Exemplary methods of the invention make use of such compositions and methods to prepare an aryl fluoride compound. In an exemplary embodiment, the electrophilic fluorine source is a source of 18F.

  这项发明提供了一种在含有可被氟原子取代的离去基团的芳基前体中进行氟化的组合物和使用这些组合物的方法。这些组合物包括金属离子源、亲电性氟源、碱和一种化合物，该化合物是芳基氟化物的芳基前体，并且具有可被氟原子取代的离去基团。该发明的示例方法利用这些组合物和方法来制备芳基氟化物。在一个示例实施方式中，亲电性氟源是18F的源。
• DERIVATIVES OF DIBENZOTHIOPHENE IMAGING OF alpha-7 NICOTINIC ACETYLCHOLINE RECEPTORS
  申请人：THE JOHNS HOPKINS UNIVERSITY

  公开号：US20160235869A1

  公开（公告）日：2016-08-18

  The presently disclosed subject matter provides non-invasive methods for imaging, quantifying α7 nicotinic cholinergic receptors, and diagnosing a disease or condition associated with α7-nAChRs. Methods for preparing radiolabeled derivatives of dibenzothiophene and compounds provided thereof also are provided.

  目前披露的主题提供了非侵入性的成像方法，量化α7烟碱性胆碱受体，并诊断与α7-nAChRs相关的疾病或病况。还提供了制备二苯并噻吩的放射性标记衍生物和所提供化合物的方法。
• Fluorinated aromatic compounds and the use of the same in liquid crystal mixtures
  申请人：——

  公开号：US20040124399A1

  公开（公告）日：2004-07-01

  The invention relates to fluorinated aromatics of the formula (I) 1 where X is CH 2 , C═O, CF 2 , O or S, Y is H or F, with the proviso that Y has to be F when X is CH 2 , and where the other parameters are as defined in claim 1, and also to their use in liquid-crystal mixtures, and also to liquid-crystal mixtures comprising these compounds and to liquid-crystal displays comprising these mixtures.

  本发明涉及式(I)的氟化芳香化合物1，其中X为CH2、C═O、CF2、O或S，Y为H或F，但当X为 时，Y必须为F。其他参数如权利要求1所定义，以及它们在液晶混合物中的使用，以及包含这些化合物的液晶混合物和包含这些混合物的液晶显示器。
• Catalyst-free, direct synthesis of dibenzothiophenes
  作者：Kim Christopher C. Aganda、Sangcheol Na、Anna Lee

  DOI：10.1016/j.tetlet.2022.154009

  日期：2022.8

  A catalyst-free method for the synthesis of dibenzothiophenes has been developed. The nucleophilic intramolecular cyclization of methylthiolated diazonium salts enables the direct synthesis of dibenzothiophenes under mild reaction conditions. The addition of TEMPO is beneficial for improving the reaction yield by suppressing the formation of by-products, which can be formed via a radical-mediated process

  已经开发了一种用于合成二苯并噻吩的无催化剂方法。甲基硫醇化重氮盐的亲核分子内环化能够在温和的反应条件下直接合成二苯并噻吩。添加 TEMPO 有利于通过抑制副产物的形成来提高反应产率，副产物可以通过自由基介导的过程形成。这种简单的方法为合成二苯并噻吩提供了一种替代方法，二苯并噻吩经常存在于有价值的化合物中。
• LIQUID-CRYSTALLINE MEDIUM AND LIQUID-CRYSTAL DISPLAY COMPRISING THE SAME
  申请人：Merck Patent GmbH

  公开号：EP3228681A1

  公开（公告）日：2017-10-11

  The invention relates to a liquid-crystalline medium, preferably having a nematic phase and dielectric anisotropy of 0.5 or more, which comprises one or more compounds of formula S in which denotes and the other parameters have the meanings given in the text, to the use thereof in an electro-optical display, particularly in an active-matrix display based on the IPS or FFS effect, to displays of this type which contain a liquid-crystalline medium of this type, and to the use of the compounds of formula S for the improvement of the transmission and/or response times of a liquid-crystalline medium which comprises one or more additional mesogenic compounds.

  本发明涉及一种液晶介质，该介质最好具有向列相，介电各向异性为 0.5 或更高，其中包含一种或多种式 S 的化合物。 其中 表示 和其他参数的含义如文中所述、 其在电子-光学显示器中的应用，特别是在基于 IPS 或 FFS 效应的有源矩阵显示器中的应用，在包含此类液晶介质的显示器中的应用，以及式 S 化合物在改善包含一种或多种额外介源化合物的液晶介质的透射率和/或响应时间中的应用。