p-cyanobenzyl 9,10-dimethoxyanthracene-2-sulfonate | 137626-73-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: p-cyanobenzyl 9,10-dimethoxyanthracene-2-sulfonate
• 英文别名: (4-Cyanophenyl)methyl 9,10-dimethoxyanthracene-2-sulfonate；(4-cyanophenyl)methyl 9,10-dimethoxyanthracene-2-sulfonate
• CAS: 137626-73-4
• 化学式: C₂₄H₁₉NO₅S
• 分子量: 433.485
• InChiKey: CPNAWQWSCNVMPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  94
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  p-cyanobenzyl 9,10-dimethoxyanthracene-2-sulfonate 以 乙腈 为溶剂， 生成 2-(乙酰基氨基)-2-脱氧-4,6-二-O-硫代-D-半乳吡喃糖
  参考文献：
  名称：

  Photoinduced intramolecular electron transfer mechanism for photochemical dissociation of para-substituted benzyl 9,10-dimethoxyanthracene-2-sulfonates

  摘要：

  The photochemical behavior of para-substituted benzyl 9,10-dimethoxyanthracene-2-sulfonates with varying electron-withdrawing ability of substitutents has been investigated by both steady-state and laser flash photolysis techniques. p-Nitrobenzyl 9,10-dimethoxyanthracene-2-sulfonate is photochemically dissociated to give 9,10-dimethoxyanthracene-2-sulfonic acid, 9,10-dimethoxy-2-(p-nitrobenzyl)anthracene, and p,p'-dinitrobibenzyl which were assigned on the basis of mass spectroscopic data and H-1 NMR spectroscopy. Quantum yields for the photodissociation of p-nitrobenzyl 9,10-dimethoxyanthracene-2-sulfonate and for the formation of 9,10-dimethoxyanthracene-2-sulfonic acid with excitation at 436 nm in degassed acetonitrile solution are 0.12 +/- 0.03 and 0.10 +/- 0.03, respectively. Photodissociation of p-nitrobenzyl 9,10-dimethoxyanthracene-2-sulfonate is considered to proceed via an intramolecular electron transfer from the excited singlet state of 9,10-dimethoxyanthracene moiety to p-nitrobenzyl moiety followed by the heterolytic bond cleavage at oxygen-carbon bond of the sulfonyl ester from the fact that the transient absorptions at 310 and 425 nm due to 9,10-dimethoxyanthracene-2-sulfonate radical cation and around 340 nm due to p-nitrobenzyl radical anion are detected in laser spectroscopy. The rate constant for dissociation of p-nitrobenzyl 9,10-dimethoxyanthracene-2-sulfonate was determined to be (1.1 +/- 0.5) x 10(5) s-1 by kinetic analyses. Possible mechanisms for the photodissociation are discussed and it is concluded that the three factors which control the rate of photodissociation are intramolecular electron transfer, feasibility of oxygen-carbon bond scission, and stability of benzyl-type radical formed by the photodissociation.

  DOI：

  10.1021/j100180a046
• 作为产物：
  描述：

  4-(羟甲基)苯甲腈 、 9,10-dimethoxyanthracene-2-sulphonyl chloride 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以59.8%的产率得到p-cyanobenzyl 9,10-dimethoxyanthracene-2-sulfonate
  参考文献：
  名称：

  Photoinduced intramolecular electron transfer mechanism for photochemical dissociation of para-substituted benzyl 9,10-dimethoxyanthracene-2-sulfonates

  摘要：

  The photochemical behavior of para-substituted benzyl 9,10-dimethoxyanthracene-2-sulfonates with varying electron-withdrawing ability of substitutents has been investigated by both steady-state and laser flash photolysis techniques. p-Nitrobenzyl 9,10-dimethoxyanthracene-2-sulfonate is photochemically dissociated to give 9,10-dimethoxyanthracene-2-sulfonic acid, 9,10-dimethoxy-2-(p-nitrobenzyl)anthracene, and p,p'-dinitrobibenzyl which were assigned on the basis of mass spectroscopic data and H-1 NMR spectroscopy. Quantum yields for the photodissociation of p-nitrobenzyl 9,10-dimethoxyanthracene-2-sulfonate and for the formation of 9,10-dimethoxyanthracene-2-sulfonic acid with excitation at 436 nm in degassed acetonitrile solution are 0.12 +/- 0.03 and 0.10 +/- 0.03, respectively. Photodissociation of p-nitrobenzyl 9,10-dimethoxyanthracene-2-sulfonate is considered to proceed via an intramolecular electron transfer from the excited singlet state of 9,10-dimethoxyanthracene moiety to p-nitrobenzyl moiety followed by the heterolytic bond cleavage at oxygen-carbon bond of the sulfonyl ester from the fact that the transient absorptions at 310 and 425 nm due to 9,10-dimethoxyanthracene-2-sulfonate radical cation and around 340 nm due to p-nitrobenzyl radical anion are detected in laser spectroscopy. The rate constant for dissociation of p-nitrobenzyl 9,10-dimethoxyanthracene-2-sulfonate was determined to be (1.1 +/- 0.5) x 10(5) s-1 by kinetic analyses. Possible mechanisms for the photodissociation are discussed and it is concluded that the three factors which control the rate of photodissociation are intramolecular electron transfer, feasibility of oxygen-carbon bond scission, and stability of benzyl-type radical formed by the photodissociation.

  DOI：

  10.1021/j100180a046

文献信息

• MICRO FLUID DEVICE
  申请人：Sekisui Chemical Co., Ltd.

  公开号：EP2256349A1

  公开（公告）日：2010-12-01

  The present invention provides a microfluidic device with a micro-pump system in which the production process is simplified and the device is further downsized. A microfluidic device 1 has a gas generation portion 3. The gas generation portion 3 has a substrate 10 and a gas generation layer 20. The substrate 10 has a first main surface 10a and a second main surface 10b. The substrate 10 has a micro-channel 14 with an opening at least on the first main surface 10a. The gas generation layer 20 is disposed on the first main surface 10a of the substrate 10 so as to cover an opening 14a. The gas generation layer 20 generates gas by receiving an external stimulus.

  本发明提供了一种带有微型泵系统的微流体装置，该装置简化了生产工艺并进一步缩小了尺寸。微流控装置 1 具有气体发生部分 3。气体发生部分 3 具有基底 10 和气体发生层 20。基底 10 具有第一主表面 10a 和第二主表面 10b。基板 10 至少在第一主表面 10a 上有一个开口的微通道 14。气体发生层 20 设置在基底 10 的第一主表面 10a 上，以覆盖开口 14a。气体发生层 20 通过接收外部刺激产生气体。
• PHOTORESPONSIVE GAS-GENERATING MATERIAL, MICROPUMP AND MICROFLUID DEVICE
  申请人：Sekisui Chemical Co., Ltd.

  公开号：EP2258951A1

  公开（公告）日：2010-12-08

  The present invention provides a photoresponsive gas-generating material that is to be used in a micropump of a microfluid device having fine channels formed therein, and is capable of effectively generating gases for transporting a microfluid in response to light irradiation and transporting the microfluid at an improved transport efficiency. The present invention also provides a micropump incorporating the photoresponsive gas-generating material. A photoresponsive gas-generating material 13 is to be used in a micropump having fine channels formed in a substrate, and comprises a photo-sensitive acid-generating agent and an acid-sensitive gas-generating agent, and a micropump 10 has the photoresponsive gas-generating material 13 housed therein.

  本发明提供了一种光致发光气体发生材料，该材料将用于微流控装置的微泵中，微泵中形成了细小的通道，能够在光照射下有效地产生用于传输微流控的气体，并以更高的传输效率传输微流控。本发明还提供了一种包含光致发光气体生成材料的微泵。 光致发光气体发生材料 13 将用于在基板上形成细小通道的微泵中，该材料包括光敏酸发生剂和酸敏气体发生剂，微泵 10 中装有光致发光气体发生材料 13。
• US8771612B2
  申请人：——

  公开号：US8771612B2

  公开（公告）日：2014-07-08
• Photoinduced intramolecular electron transfer mechanism for photochemical dissociation of para-substituted benzyl 9,10-dimethoxyanthracene-2-sulfonates
  作者：Kazuhiko Naitoh、Koh Yoneyama、Tsuguo Yamaoka

  DOI：10.1021/j100180a046

  日期：1992.1

  The photochemical behavior of para-substituted benzyl 9,10-dimethoxyanthracene-2-sulfonates with varying electron-withdrawing ability of substitutents has been investigated by both steady-state and laser flash photolysis techniques. p-Nitrobenzyl 9,10-dimethoxyanthracene-2-sulfonate is photochemically dissociated to give 9,10-dimethoxyanthracene-2-sulfonic acid, 9,10-dimethoxy-2-(p-nitrobenzyl)anthracene, and p,p'-dinitrobibenzyl which were assigned on the basis of mass spectroscopic data and H-1 NMR spectroscopy. Quantum yields for the photodissociation of p-nitrobenzyl 9,10-dimethoxyanthracene-2-sulfonate and for the formation of 9,10-dimethoxyanthracene-2-sulfonic acid with excitation at 436 nm in degassed acetonitrile solution are 0.12 +/- 0.03 and 0.10 +/- 0.03, respectively. Photodissociation of p-nitrobenzyl 9,10-dimethoxyanthracene-2-sulfonate is considered to proceed via an intramolecular electron transfer from the excited singlet state of 9,10-dimethoxyanthracene moiety to p-nitrobenzyl moiety followed by the heterolytic bond cleavage at oxygen-carbon bond of the sulfonyl ester from the fact that the transient absorptions at 310 and 425 nm due to 9,10-dimethoxyanthracene-2-sulfonate radical cation and around 340 nm due to p-nitrobenzyl radical anion are detected in laser spectroscopy. The rate constant for dissociation of p-nitrobenzyl 9,10-dimethoxyanthracene-2-sulfonate was determined to be (1.1 +/- 0.5) x 10(5) s-1 by kinetic analyses. Possible mechanisms for the photodissociation are discussed and it is concluded that the three factors which control the rate of photodissociation are intramolecular electron transfer, feasibility of oxygen-carbon bond scission, and stability of benzyl-type radical formed by the photodissociation.