2-(Methylseleno)cyclohexanone | 76436-39-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(Methylseleno)cyclohexanone
• 英文别名: 2-methylselenocyclohexanone；2-(Methylselanyl)cyclohexan-1-one；2-methylselanylcyclohexan-1-one
• CAS: 76436-39-0
• 化学式: C₇H₁₂OSe
• 分子量: 191.132
• InChiKey: HQCAYEXPODDCEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 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：

  二甲基二硒醚 、 环己酮 在 potassium phosphate 作用下， 以 二甲基亚砜 为溶剂， 反应 72.0h， 以37%的产率得到2-(Methylseleno)cyclohexanone
  参考文献：
  名称：

  α-Organylchalcogenation of aldehydes and ketones with diorganyl dichalcogenides promoted by K3PO4

  摘要：

  A new catalytic method for direct alpha-organylchalcogenation of aldehydes and ketones has been developed. When various aldehydes and ketones were allowed to react with diorganyl dichalcogenides in the presence of K3PO4, under mild reaction conditions, the corresponding alpha-organylseleno and alpha-arylthio aldehydes and ketones were obtained in good to high yields.

  DOI：

  10.1007/s00706-014-1188-7

文献信息

• Reactions involving selenium metal as an electrophile. The enolate - selenolate transformation
  作者：Dennis Liotta、George Zima、Christopher Barnum、Manohar Saindane

  DOI：10.1016/s0040-4039(00)78733-8

  日期：1980.1

  When enolate ions are allowed to react with selenium metal, followed by methyl iodide, the corresponding α-methylselenenyl derivatives are produced in high yield.

  当使烯醇盐离子与硒金属反应，然后与碘甲烷反应时，可以高产率生产相应的α-甲基硒烯衍生物。
• Axial/equatorial proportions for 2-substituted cyclohexanones
  作者：Ernani A. Basso、Carlos Kaiser、Roberto Rittner、Joseph B. Lambert

  DOI：10.1021/jo00079a035

  日期：1993.12

  Axial-equatorial conformational proportions have been measured for 2-substituted cyclohexanones in chloroform by the Eliel method for F, Cl, Br, I, MeO, MeS, Me2N, MeSe, and Me. For the first seven of these, at least five experimentally independent measurables were used and the resulting conformational preferences appear to be accurate to within 10%. Systematic errors degraded the results for MeSe and Me. For Me2N, the conformational preference also was measured for the first time at slow exchange in the low-temperature C-13 spectrum in several solvents. In chloroform, steric and polar effects contribute to the conformational preferences, with steric effects dominant for large groups such as I and MeS.
• LIOTTA D.; ZIMA G.; BARNUM C.; SAINDANE M., TETRAHEDRON LETT., 1980, 21, NO 38, 3643-3646
  作者：LIOTTA D.、 ZIMA G.、 BARNUM C.、 SAINDANE M.

  DOI：——

  日期：——
• SWISS, KEVIN;CHOI, WOO-BAEG;MOHAN, JULIE;BARNUM, CHRISTOPHER;SAINDANE, MA+, HETEROATOM CHEM., 1,(1990) N, C. 141-149
  作者：SWISS, KEVIN、CHOI, WOO-BAEG、MOHAN, JULIE、BARNUM, CHRISTOPHER、SAINDANE, MA+

  DOI：——

  日期：——
• α-Organylchalcogenation of aldehydes and ketones with diorganyl dichalcogenides promoted by K3PO4
  作者：Barahman Movassagh、Ali Yousefi

  DOI：10.1007/s00706-014-1188-7

  日期：2014.7

  A new catalytic method for direct alpha-organylchalcogenation of aldehydes and ketones has been developed. When various aldehydes and ketones were allowed to react with diorganyl dichalcogenides in the presence of K3PO4, under mild reaction conditions, the corresponding alpha-organylseleno and alpha-arylthio aldehydes and ketones were obtained in good to high yields.