di-sec-butyl-selane | 56592-94-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: di-sec-butyl-selane
• 英文别名: Di-(1-methyl-propyl)-selenid；Di-1-methylpropylselenid；2-Butan-2-ylselanylbutane
• CAS: 56592-94-0
• 化学式: C₈H₁₈Se
• 分子量: 193.191
• InChiKey: DNZBYFPZPZGEQI-UHFFFAOYSA-N

物化性质

• 沸点：
  191.0±9.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-丁烯 生成 di-sec-butyl-selane
  参考文献：
  名称：

  通过氢化反应从烯烃制备二烷基硒化物的新途径

  摘要：

  研究了由烯烃通过硼氢化反应制备的三烷基硼烷与二氧化硒的反应。在二氧化硒水溶液中，三烷基硼烷生成二烷基硒化物和二烷基二硒化物的混合物，而在二氧化硒在四氢呋喃中的悬浮液中，三烷基硼烷在控制反应时间和二氧化硒量的条件下选择性生成二烷基硒化物。

  DOI：

  10.1246/cl.1975.419

文献信息

• Conditions-Driven Selective Synthesis of Selenides and Selenols from Elemental Selenium
  作者：Alain Krief、Mahmoud Trabelsi、Willy Dumont、Michel Derock

  DOI：10.1055/s-2004-829554

  日期：——

  Sodium borohydride in DMF is able to reduce elemental selenium in the presence of ethanol. Alkylation of the species resulting from the reaction of 2:1 molar equivalents of NaBH4/Se allows the selective synthesis, under very mild conditions, of symmetrical dialkyl selenides. Addition of formic acid, prior to that of the electrophile, permits the synthesis of the corresponding selenols.

  在DMF中，硼氢化钠能够在乙醇存在下还原元素硒。将2:1摩尔比的NaBH4/Se反应生成的物质进行烷基化，可以在非常温和的条件下选择性合成对称的二烷基硒化物。在加入亲电试剂之前添加甲酸，可以合成相应的硒醇。
• 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：——
• A NEW ROUTE TO DIALKYL SELENIDE FROM OLEFIN VIA HYDROBORATION
  作者：Akira Arase、Yuzuru Masuda

  DOI：10.1246/cl.1975.419

  日期：1975.5.5

  The reaction of trialkylboranes, prepared from olefin via hydroboration, with selenium dioxide was studied. In the aqueous selenium dioxide solution, trialkylboranes give the mixtures of dialkyl selenide and dialkyl diselenide, whereas in the suspension of selenium dioxide in tetrahydrofuran, trialkylboranes give dialkyl selenides selectively under the condition where the reaction time and the amount

  研究了由烯烃通过硼氢化反应制备的三烷基硼烷与二氧化硒的反应。在二氧化硒水溶液中，三烷基硼烷生成二烷基硒化物和二烷基二硒化物的混合物，而在二氧化硒在四氢呋喃中的悬浮液中，三烷基硼烷在控制反应时间和二氧化硒量的条件下选择性生成二烷基硒化物。