3-(phenylseleno)propane-1,2-diol | 65349-59-9

• 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: 3-(phenylseleno)propane-1,2-diol
• 英文别名: 3-Phenylselanylpropane-1,2-diol
• CAS: 65349-59-9
• 化学式: C₉H₁₂O₂Se
• 分子量: 231.153
• InChiKey: WSKDWDWIFRMWQD-UHFFFAOYSA-N

物化性质

• 沸点：
  383.9±42.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.21
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(phenylseleno)propane-1,2-diol 在 碳酸氢钠 、 臭氧 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Synthesis of 4-methylene-1,3-dioxolan-2-one. A bifunctional cyclic carbonate

  摘要：

  DOI：

  10.1021/jo00167a044
• 作为产物：
  描述：

  二苯基二硒醚 在 sodium hydroxide 、 2-mercaptopyridine-1-oxide sodium salt 作用下， 反应 0.08h， 生成 3-(phenylseleno)propane-1,2-diol
  参考文献：
  名称：

  Cyclizations and intermolecular additions of alkoxycarbonyloxy radicals from N-hydroxypyridine-2-thione carbonates

  摘要：

  Alkoxycarbonyloxy radicals from allyl and homoallyl alcohols cyclize in an exo fashion to give, respectively, 3-substituted 1,2-diol carbonates and 4-substituted 1,3-diol carbonates whereas simple alkoxycarbonyloxy radicals add intermolecularly to ethyl vinyl ether to give, ultimately, carbonates of glycolaldehyde derivatives.

  DOI：

  10.1016/s0040-4039(00)71214-7

文献信息

• Polyselenonium salts: synthesis through sequential selenium-epoxy ‘click’ chemistry and Se-alkylation
  作者：Taejun Eom、Anzar Khan

  DOI：10.1039/d0cc06653b

  日期：——

  With the help of amphiphilic homopolymers, this work explores three new avenues in polymer chemistry: (i) the ‘click’ nature of the selenium-epoxy reaction, (ii) alkylation of the seleno-ethers as a means to prepare cationic polyelectrolytes, and (iii) the antibacterial activity of polyselenonium salts.

  借助两亲均聚物，这项工作探索了聚合物化学中的三个新途径：（i）硒-环氧反应的“点击”性质；（ii）硒醚的烷基化，作为制备阳离子聚电解质的一种方法；以及（iii）聚硒鎓盐的抗菌活性。
• Stereo- and Regioselective Zinc-Mediated Ring-Opening of Epoxides with Diselenides
  作者：Barahman Movassagh、Mojgan Shamsipoor

  DOI：10.1055/s-2005-865224

  日期：——

  Two convenient rapid, efficient, stereoselective and highly regioselective methods for the synthesis of β-hydroxy selenides by the direct opening of epoxides with diselenides in acetonitrile in the presence of either Zn/AlCl3 or zinc powder in aqueous sodium hydroxide solution are described. These methods appear to be competitive with the other methods previously reported.

  本研究介绍了两种方便快捷、高效、立体选择性和高区域选择性的方法，即在乙腈中，在锌/AlCl3 或氢氧化钠水溶液中的锌粉存在下，通过环氧化物与二硒化物的直接开路合成 δ-羟基硒化物。这些方法与之前报道的其他方法相比似乎具有竞争力。
• Activation of Sn-Se Bond: Regioselective Ring Opening Reaction of Epoxides with Tributylstannyl Phenylselenolate in the Presence of a Lewis Acid
  作者：Yutaka Nishiyama、Hironori Ohashi、Kazuyoshi Itoh、Noboru Sonoda

  DOI：10.1246/cl.1998.159

  日期：1998.2

  When tributylstannyl phenylselenolate (Bu3SnSePh) was allowed to react with epoxides in the presence of BF3·OEt2 as a Lewis acid, the ring opening reaction of epoxides proceeded with complete regioselectivity to afford the β-hydroxy phenylselenides in moderate to good yields.

  当苯硒酸三丁基甲锡酯 (Bu3SnSePh) 在 BF3·OEt2 作为路易斯酸存在下与环氧化物反应时，环氧化物的开环反应完全区域选择性地进行，以中等至良好的收率得到 β-羟基苯基硒化物。
• Synthesis of 4-methyl- and 4,4-dimethyl-1,3-dioxin-2(4H)-one and related enol carboxylates
  作者：John D. Buynak、Ramalakshmi Chandrasekaran、Anthony G. M. Barrett、Robin P. Attrill、M. J. Betts

  DOI：10.1021/jo00225a069

  日期：1985.12
• Formation of 3-(m-chlorobenzoyloxy)-2-(phenylseleno)propan-1-ol and 2-(m-chlorobenzoyloxy)-3-(phenylseleno)propan-1-ol from a reaction of allyl phenyl selenide withm-chloroperoxybenzoic acid
  作者：Takanori Hirose、Nobuhiro Morita、Mitsuhiro Asakura、Keisuke Kitahara、Shinji Toyota、Michinori O¯ki

  DOI：10.1016/s0040-4039(98)02020-6

  日期：1998.11

  Oxidation of allyl phenyl selenide with m-chloroperoxybenzoic acid unexpectedly afforded two compounds, the structures of which were determined as 3-(m-chlorobenzoyloxy)-2-(phenylseleno)propan-1-ol and 2-(m-chlorobenzoyloxy)3-(phenylseleno)propan-1-ol. Structure determination of the products is described and the possible mechanisms are discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.