1-Bromo-2-ethylselanyl-cyclohexene | 149758-29-2

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: 1-Bromo-2-ethylselanyl-cyclohexene
• 英文别名: InChI=1/C8H13BrSe/c1-2-10-8-6-4-3-5-7(8)9/h2-6H2,1H；1-bromo-2-ethylselanylcyclohexene
• CAS: 149758-29-2
• 化学式: C₈H₁₃BrSe
• 分子量: 268.055
• InChiKey: QIGUWYUDAISKBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-Bromo-2-ethylselanyl-cyclohexene 以 氯仿 为溶剂， 反应 3.0h， 生成 6-Bromo-1-ethylselanyl-cyclohexene
  参考文献：
  名称：

  Photochemical Rearrangement of 2-Bromovinyl Selenides

  摘要：

  UV irradiation of 2-bromocyclohexenyl alkyl selenides leads to rearrangement via a 1,3-hydrogen shift, and exclusive formation of the 6-bromo derivative, as evidenced in particular by multinuclear NMR spectroscopic data; analogous cyclooctenyl compounds do not undergo this process.

  DOI：

  10.1055/s-1997-1187
• 作为产物：
  描述：

  bis(2-bromocyclohexenyl)diselenide 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 1-Bromo-2-ethylselanyl-cyclohexene
  参考文献：
  名称：

  Synthesis and characterisation of new 2-bromovinyl selenides and their platinum group metal complexes

  摘要：

  The synthesis of the 2-bromocyclooctenyl selenides, C8H12(Br)SeR (3a: R = Me; 3b: R = Et; 3c: R = CH2Ph), and the 2-bromocyclohexenyl selenides, C6H8(Br)SeR (4a: R = Me; 4b: R = Et; 4c: R = CH2Ph), is described. Compounds 3a-c and 4a, b react with K2PtCl4 to yield square planar platinum(II) complexes of the form trans-PtL2Cl2.(5a: L = 3a; 5b: L = 3b; 5c: L = 3c; 6a: L = 4a; 6b: L = 4b). The analogous palladium(II) complex trans-PdL2Cl2 (7c: L = 4c) has been prepared from Pd(C6H5CN)2Cl2. All new compounds have been characterised by NMR, infrared and mass spectroscopy and microanalysis. Complexes 5a-c, 6a, b and 7c exist as a racemic mixture of two diastereoisomers related by inversion at selenium. NMR spectroscopy shows that interconversion between these two isomers is slow for 5a-c, but faster for 6a, b and 7c.

  DOI：

  10.1016/0022-328x(93)80145-2

文献信息

• Photochemical Rearrangement of 2-Bromovinyl Selenides
  作者：Christopher P. Morley

  DOI：10.1055/s-1997-1187

  日期：1997.3

  UV irradiation of 2-bromocyclohexenyl alkyl selenides leads to rearrangement via a 1,3-hydrogen shift, and exclusive formation of the 6-bromo derivative, as evidenced in particular by multinuclear NMR spectroscopic data; analogous cyclooctenyl compounds do not undergo this process.
• Synthesis and characterisation of new 2-bromovinyl selenides and their platinum group metal complexes
  作者：Pawan K. Khanna、Christopher P. Morley

  DOI：10.1016/0022-328x(93)80145-2

  日期：1993.5

  The synthesis of the 2-bromocyclooctenyl selenides, C8H12(Br)SeR (3a: R = Me; 3b: R = Et; 3c: R = CH2Ph), and the 2-bromocyclohexenyl selenides, C6H8(Br)SeR (4a: R = Me; 4b: R = Et; 4c: R = CH2Ph), is described. Compounds 3a-c and 4a, b react with K2PtCl4 to yield square planar platinum(II) complexes of the form trans-PtL2Cl2.(5a: L = 3a; 5b: L = 3b; 5c: L = 3c; 6a: L = 4a; 6b: L = 4b). The analogous palladium(II) complex trans-PdL2Cl2 (7c: L = 4c) has been prepared from Pd(C6H5CN)2Cl2. All new compounds have been characterised by NMR, infrared and mass spectroscopy and microanalysis. Complexes 5a-c, 6a, b and 7c exist as a racemic mixture of two diastereoisomers related by inversion at selenium. NMR spectroscopy shows that interconversion between these two isomers is slow for 5a-c, but faster for 6a, b and 7c.

表征谱图