(4-(bromomethyl)phenyl)(phenyl)sulfide | 851769-31-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (4-(bromomethyl)phenyl)(phenyl)sulfide
• 英文别名: 9,9-didecyl-9H-fluorene-2,7-dicarbaldehyde；9,9-Didecylfluorene-2,7-dicarbaldehyde；9,9-didecylfluorene-2,7-dicarbaldehyde
• CAS: 851769-31-8
• 化学式: C₃₅H₅₀O₂
• 分子量: 502.781
• InChiKey: VVHYPQONOMSHBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.1
• 重原子数：
  37
• 可旋转键数：
  20
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4-(bromomethyl)phenyl)(phenyl)sulfide 在 硫酸 、 硝酸 作用下， 以41%的产率得到9,9-didecyl-4,5-dinitro-9H-fluorene-2,7-dicarbaldehyde
  参考文献：
  名称：

  Donor−Acceptor−Donor Fluorene Derivatives for Two-Photon Fluorescence Lysosomal Imaging

  摘要：

  As part of a strategy to achieve large two-photon absorptivity in fluorene-based probes, a series of donor- acceptor-donor (D-A-D) type derivatives were synthesized and their two-photon absorption (2PA) properties investigated. The synthesis of D-A-D fluorophores was achieved by efficient preparation of key intermediates for the introduction of central electron acceptor groups. To accomplish the synthesis of two of the new derivatives, a high-yield method for a one-step direct dibromomethylation of phenyl sulfide was developed. The linear and nonlinear optical properties, including UV-vis absorption, fluorescence emission, fluorescence anisotropy, and two-photon absorption (2PA), of the new D-A-D compounds were measured and compared to their D-A or D-D counterparts. Fully conjugated acceptor moieties in the center of the D-A-D fluorophore led to the greatest increase in the 2PA cross section, while weakly conjugated central acceptors exhibited only a modest increase in the 2PA cross section relative to D-A diploar analogs. Encapsulation of the new probes in Pluronic F 108N F micelles, and subsequent incubation in HCT 116 cells, resulted in very high lysosomal colocalization (> 0.98 colocalization coefficient) relative to commercial Lysotracker Red, making the micelle-encapsulated dyes particularly attractive as fluorescent probes for two-photon fluorescence microscopy lysosomal imaging.

  DOI：

  10.1021/jo100554j

文献信息

• Characterization of novel sulfonium photoacid generators and their microwave-assisted synthesis
  作者：Ciceron O. Yanez、Carolina D. Andrade、Kevin D. Belfield

  DOI：10.1039/b815831b

  日期：——

  Microwave-assisted synthesis of triarylsulfonium salt photoacid generators (PAGs) afforded reaction times 90 to 420 times faster than conventional thermal conditions, with photoacid quantum yields of new sulfonium PAGs ranging from 0.01 to 0.4.

  微波辅助合成三芳基锍盐光酸发生器（PAGs）的反应时间比传统热条件快 90 至 420 倍，新型锍 PAGs 的光量子产率为 0.01 至 0.4。
• US8192590B1
  申请人：——

  公开号：US8192590B1

  公开（公告）日：2012-06-05