1-Bromo-4-(dodecane-1-sulfonyl)-benzene | 179925-09-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-Bromo-4-(dodecane-1-sulfonyl)-benzene
• 英文别名: 1-bromo-4-(dodecylsulfonyl)benzene
• CAS: 179925-09-8
• 化学式: C₁₈H₂₉BrO₂S
• 分子量: 389.397
• InChiKey: ARRMRHFFLVAPCX-UHFFFAOYSA-N

物化性质

• 沸点：
  476.5±37.0 °C(Predicted)
• 密度：
  1.183±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.14
• 重原子数：
  22.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-Bromo-4-(dodecane-1-sulfonyl)-benzene 在 四(三苯基膦)钯 甲醇 、 copper(l) iodide 、 sodium fluoride 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 4-{4-[4-(Dodecane-1-sulfonyl)-phenylethynyl]-phenyl}-butyric acid ethyl ester
  参考文献：
  名称：

  Enhanced Aggregation of Derivatized Tolan Surfactants through Donor−Acceptor Interactions at the Air−Water Interface and in Langmuir−Blodgett Films

  摘要：

  Control of aggregation behavior of derivatized surfactants by moderately polar functional groups as well as the role of charge-transfer interactions governing photophysical phenomena was studied using surfactants incorporating the diphenylacetylene (tolan) chromophore (TFAs) modified with either a sulfone or an ether group (sTA or oTA, respectively). H aggregation is prevalent in these systems as monitored by the spectral shifts of absorption and emission. Packing of surfactants and aggregation were found to be strongly influenced by the presence of bivalent metal cations, Cd2+, in the subphase, as demonstrated by molecular area and chain orientation measurements. The nature of the aggregates formed from sTA surfactants is directly affected by complexation of the acid headgroup; in contrast, the associated oTA chromophore aggregation is unaffected by subphase modifications, despite the altered packing of surfactant chains. The photophysical behavior of aggregated TFAs in monolayer systems was followed at the air-water interface as well as with supported films on quartz, and conclusions can be made of the surfactant arrangements' stability. A unique mixed aggregate was formed when both the ether- and sulfone-derivatized TFAs were incorporated into a single phosphatidylcholine molecule (mixed PC) and deposited as an LB film. This monolayer exhibits additional enhancement in aggregation properties attributed to donor-acceptor interactions between the tolan chromophores that are distinct from a statistically mixed LB sample prepared from a mixture of TFAs. The current results are viewed in terms of general principles governing aggregation for a family of chromophore-derivatized surfactants in LB film.

  DOI：

  10.1021/jp960579g
• 作为产物：
  描述：

  1-bromo-4-(dodecylsulfanyl)benzene 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 以88%的产率得到1-Bromo-4-(dodecane-1-sulfonyl)-benzene
  参考文献：
  名称：

  Soluble dipolar dendrimers with peripheral sulfone groups

  摘要：

  A dipolar dendron based on meta and para linked poly(phenyl acetylene)s with eight electron donor-acceptor pairs in direct conjugations is synthesized through a convergent approach. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)01902-0

文献信息

• Hydrosulfonylation of Unactivated Alkenes by Visible Light Photoredox Catalysis
  作者：Juan-Juan Wang、Wei Yu

  DOI：10.1021/acs.orglett.9b03636

  日期：2019.11.15

  hydrosulfonylation of unactivated alkenes with sodium sulfinates was realized via [Ir(dF(CF3)ppy)2(dtbbpy)]PF6-mediated visible light photoredox catalysis. The presence of an acid such as acetic acid is essential for the reaction to take place. A variety of unactivated alkenes can be transformed into sulfones with good yield and high regioselectivity using this reaction, which is proposed to proceed by a radical

  通过[Ir（dF（CF3）ppy）2（dtbbpy）] PF6介导的可见光光氧化还原催化作用，实现了未活化烯烃与亚磺酸钠的抗马氏复合羰基化反应。酸例如乙酸的存在对于反应的发生是必不可少的。使用该反应，可以将多种未活化的烯烃以良好的产率和高的区域选择性转化为砜，这被认为是通过自由基机理进行的。