Se-Benzyl octadecaneselenoate | 134031-15-5

• 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: Se-Benzyl octadecaneselenoate
• CAS: 134031-15-5
• 化学式: C₂₅H₄₂OSe
• 分子量: 437.568
• InChiKey: UURGBZAPEINQSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.68
• 重原子数：
  27
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  selenobenzamide 在 sodium hydroxide 、 四丁基溴化铵 作用下， 以 苯 为溶剂， 反应 5.0h， 生成 Se-Benzyl octadecaneselenoate
  参考文献：
  名称：

  A Novel Synthesis of Selenides and Selenol Esters Using Liquid-Liquid Phase-Transfer Catalysis

  摘要：

  This article describes the first attempt to synthesize selenides and selenol esters prepared from the reaction of 1-benzyl or 1-acylselenophenylmethaniminium halides and organic halides under liquid-liquid phase-transfer conditions. This method also can be applied to the synthesis of diseleno tweezers-like molecules as metalloreceptors.

  DOI：

  10.1080/10426500307940

文献信息

• Synthesis utilizing reducing ability of carbon monoxide: a new method for selective synthesis of diorgano selenides and diselenides using selenium-carbon monoxide-water reaction system
  作者：Yutaka Nishiyama、Akio Katsuura、Atsuhito Negoro、Sawako Hamanaka、Noritaka Miyoshi、Yoshihiro Yamana、Akiya Ogawa、Noboru Sonoda

  DOI：10.1021/jo00012a006

  日期：1991.6

  A new approach to the synthesis of diorganyl selenides and diselenides is described. Selective generation of tertiary amine salts of hydrogen selenide ([HSe-].[R3NH+]) and hydrogen diselenide ([HSe2-].[R3NH+]) has been achieved by controlling the reaction conditions for the reduction of elemental selenium with carbon monoxide and water in the presence of tertiary amine. Subsequent alkylation provided a wide variety of symmetrical dialkyl selenides (R2Se) and diselenides (R2Se2) with a high degree of selectivity. Acylation of the amine salt of hydrogen selenide by equimolar amounts of acid chlorides led to the formation of tertiary amine salt of selenocarboxylates [R3NH+].[RCOSe-] in excellent yields. Further acylation and alkylation of this salt yielded bis(acyl) selenides [(RCO)2Se] and Se-alkyl selenocarboxylates (RCOSeR'), respectively. Moreover, oxidation of the amine salt of selenocarboxylates gave rise to bis(acyl) diselenides [(RCO)2Se2].
• NISHIYAMA, YUTAKA;KATSUURA, AKIO;NEGORO, ATSUHITO;HAMANAKA, SAWAKO, J. ORG. CHEM., 56,(1991) N2, C. 3776-3780
  作者：NISHIYAMA, YUTAKA、KATSUURA, AKIO、NEGORO, ATSUHITO、HAMANAKA, SAWAKO

  DOI：——

  日期：——