(4-bromobenzyl)(4-bromophenyl)sulfane | 100398-19-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (4-bromobenzyl)(4-bromophenyl)sulfane
• 英文别名: 4-Bromobenzyl 4-bromophenyl sulfide；1-bromo-4-[(4-bromophenyl)methylsulfanyl]benzene
• CAS: 100398-19-4
• 化学式: C₁₃H₁₀Br₂S
• mdl: MFCD03863635
• 分子量: 358.096
• InChiKey: ONXXYZLRCZUDSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (4-bromobenzyl)(4-bromophenyl)sulfane 在 三氯化铝 、 butyltriphenylphosphonium dichromate 作用下， 以 乙腈 为溶剂， 反应 0.07h， 以96%的产率得到4-bromobenzyl 4-bromophenyl sulfone
  参考文献：
  名称：

  使用正丁基三苯基鏻重铬酸盐 (BunPPh3)2Cr2O7 在溶液中和微波照射下在氯化铝存在下选择性氧化硫化物为亚砜和砜

  摘要：

  使用正丁基三苯基重铬酸鏻 (BTPPDC) 在乙腈溶液中的氯化铝存在下并在微波辐射下，可以将多种硫化物有效氧化为相应的亚砜和砜，产率极好。此外，在碳-碳双键、酮、肟、醛、醚和缩醛等官能团存在下选择性氧化硫化物可被认为是该方法的显着优势。

  DOI：

  10.1080/104265090968091
• 作为产物：
  描述：

  4-bromobenzyl 4-bromophenyl sulfoxide 在 三氟甲磺酸酐 、 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 0.08h， 以96%的产率得到(4-bromobenzyl)(4-bromophenyl)sulfane
  参考文献：
  名称：

  三氟甲磺酸酐/碘化钾试剂系统温和高效地将亚砜脱氧成硫化物

  摘要：

  发现三氟甲磺酸酐/碘化钾的组合是亚砜脱氧的有效促进剂，并在室温下在乙腈中以优异的收率得到相应的硫化物。值得一提的是，该试剂体系具有化学选择性，可耐受多种官能团，如烯烃、酮、酯、醛、酸和肟。

  DOI：

  10.1055/s-2008-1067190

文献信息

• The search for exceptions in the highly enantioselective titanium catalysed oxidation of aryl benzyl sulfides
  作者：Maria Annunziata M. Capozzi、Giancarlo Terraneo、Gabriella Cavallo、Cosimo Cardellicchio

  DOI：10.1016/j.tet.2015.05.036

  日期：2015.7

  discovery of a few cases of lower enantioselectivity in the oxidation of aryl benzyl sulfides with hydroperoxides in the presence of a complex between titanium isopropoxide and (S, S)-hydrobenzoin, a screening of the oxidation of new substrates that are related to the structures that gave low ee values, was performed. From this screening, we confirmed that only a few sulfides remain as exceptions within

  在发现异丙醇钛和（S，S）-氢安息香之间存在络合物的情况下，用氢过氧化物氧化芳基苄基硫醚的对映选择性较低的几种情况之后，筛选了与H2O相关的新底物的氧化反应。给出了低ee值的结构。通过该筛选，我们确认了在氧化反应的极高立体选择性的框架内，仅残留了少量硫化物。而且，可以清楚地识别出这些例外，并且这些例外与芳基上存在的特定配位部分有关。
• 3-Carboxypyridinium chlorochromate – aluminium chloride — An efficient and inexpensive reagent system for the selective oxidation of sulfides to sulfoxides and sulfones in solution and under microwave irradiation
  作者：Iraj Mohammadpoor-Baltork、Hamid R Memarian、Kiumars Bahrami

  DOI：10.1139/v05-008

  日期：2005.2.1

  3-Carboxypyridinium chlorochromate (CPCC) in the presence of aluminium chloride is a very efficient reagent for the selective oxidation of sulfides to sulfoxide and sulfones in solution and under microwave irradiation. It is noteworthy that different functional groups including carbon–carbon double bonds, ketones, oximes, aldehydes, ethers, and acetals were tolerated under these reaction conditions.Key words: sulfoxides, sulfones, oxidation, chlorochromate, Lewis acid.

  3-羧基吡啶氯铬酸铵（CPCC）在铝氯化物存在下是一种非常有效的试剂，可在溶液中并在微波辐射下选择性氧化硫化物为亚砜和砜。值得注意的是，在这些反应条件下，不同的官能团，包括碳-碳双键、酮、肟、醛、醚和缩醛都能耐受。关键词：亚砜、砜、氧化、氯铬酸铵、Lewis酸。
• Eco-compatible three component strategies for C-S bond formation in thioether and S-aryl-carbamodithioate compounds catalyzed by copper(II) nanoparticles supported on modified AlPO₄
  作者：Hashem Sharghi、Iman Ghaderi、Mohammad Mahdi Doroodmand

  DOI：10.1002/aoc.3869

  日期：2017.12

  One‐pot and three components C‐S bond formation reactions in thioethers and S‐aryl‐carbamodithioates have been catalyzed by a copper heterogeneous nano‐catalyst supported on modified AlPO4 under different reaction conditions. The above‐mentioned nano‐catalyst has been characterized by various techniques such as SEM, TEM, AFM, XRD, FT‐IR, UV–Vis, CV, BET, TGA, ICP and XPS spectrometry and its particle

  在不同的反应条件下，负载在改性AlPO 4上的铜多相纳米催化剂已经催化了硫醚和S-芳基-氨基甲二硫代酸酯中的一锅和三组分C-S键形成反应。上述纳米催化剂已通过多种技术进行了表征，例如SEM，TEM，AFM，XRD，FT-IR，UV-Vis，CV，BET，TGA，ICP和XPS光谱法，其粒径估计在60–110 nm。最后，在没有任何明显浸出的情况下，催化剂可重复使用多达十个循环是催化剂的杰出性能之一。
• A Novel Method for the Deoxygenation of Sulfoxides with the PPh₃/Br₂/CuBr System
  作者：Kiumars Bahrami、Mohammad Mehdi Khodaei、Mohammad Khedri

  DOI：10.1246/cl.2007.1324

  日期：2007.11.5

  It was found that the combination of PPh3/Br2/CuBr was an effective promoter for the deoxygenation of sulfoxides and gave the corresponding sulfides in excellent yield in acetonitrile under refluxing conditions. It is worth mentioning that this reagent system is chemoselective, tolerating various functional groups such as carbon–carbon double bond and ketone.

  研究发现，PPh3/Br2/CuBr的组合在去氧化亚硫酸酯方面是一个有效的促进剂，能够在回流条件下在醋腈中以优良的收率得到相应的硫化物。值得一提的是，该试剂体系具有化学选择性，耐受多种官能团，如碳-碳双键和酮。
• An Innovative Approach to Clinical Communication in Schizophrenia: The Approaches to Schizophrenia Communication Checklists
  作者：Sharon G. Dott、Peter Weiden、Penelope Hopwood、A. George Awad、Jonathan S.E. Hellewell、John Knesevich、Lili Kopala、Alexander Miller、Carl Salzman

  DOI：10.1017/s1092852900022045

  日期：2001.11

  Side effects from antipsychotic medications can have a profound effect on patients' lives and may adversely affect their willingness to comply with treatment. Identification of side effects through improved communication between psychiatrists, other members of the healthcare team, and their patients might increase treatment compliance. The Approaches to Schizophrenia Communication (ASC) Steering Group developed two simple, practical checklists for use in the busy clinical setting. The ASC–Self-Report (ASC-SR) checklist is completed by the patient and comprises a list of the more common or clinically important side effects of antipsychotic treatment. The ASC-Clinic (ASC-C) checklist is completed by both clinician and patient together, being used as the basis for a semi-structured interview. In a multicenter pilot study set up to evaluate the utility of checklists, 86% of patients responding considered the ASC-SR to be useful in communicating their problems to psychiatrists and other members of the healthcare team. All healthcare team respondents found both checklists to be helpful when discussing side effect problems with their patients. Moreover, 41% and 47% of healthcare team respondents reported that the ASC-SR and ASC-C, respectively, had assisted them in identifying side-effect problems not previously acknowledged. Preliminary evaluation of the ASC-SR and ASC-C in this multicenter pilot study suggests that both tools were user-friendly, encouraged communication between patients and healthcare professionals about antipsychotic drug side effects, and could readily integrated into everyday clinical practice.

  摘要抗精神病药物的副作用会对患者的生活产生深远的影响，并可能对他们遵从治疗的意愿产生不利影响。通过改善精神科医生、医疗团队其他成员和患者之间的沟通来识别副作用，可能会提高治疗依从性。精神分裂症沟通方法（ASC）指导小组开发了两份简单实用的核对表，可在繁忙的临床环境中使用。ASC-自我报告（ASC-SR）核对表由患者填写，包含一份抗精神病治疗中较为常见或临床上较为重要的副作用清单。ASC-临床（ASC-C）核对表由临床医生和患者共同完成，作为半结构化访谈的基础。在一项为评估核对表效用而设立的多中心试点研究中，86%的受访患者认为 ASC-SR 有助于向精神科医生和医疗团队的其他成员传达他们的问题。所有医疗团队的受访者都认为这两份核对表有助于他们与患者讨论副作用问题。此外，分别有 41% 和 47% 的医疗团队受访者表示，ASC-SR 和 ASC-C 有助于他们发现之前没有意识到的副作用问题。这项多中心试点研究对ASC-SR和ASC-C的初步评估表明，这两种工具对用户都很友好，能鼓励患者和医护人员就抗精神病药物的副作用进行交流，并能很容易地融入日常临床实践中。