Se-phenyl 4-bromo-2,3,5,6-tetramethylbenzenecarboselenoate | 1340482-58-7

• 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-phenyl 4-bromo-2,3,5,6-tetramethylbenzenecarboselenoate
• CAS: 1340482-58-7
• 化学式: C₁₇H₁₇BrOSe
• 分子量: 396.185
• InChiKey: FOBPKJRKYCDFDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 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：

  3,6-二溴四甲苯 在 氯化亚砜 、 叔丁基锂 作用下， 以 乙醚 为溶剂， 反应 14.17h， 生成 Se-phenyl 4-bromo-2,3,5,6-tetramethylbenzenecarboselenoate
  参考文献：
  名称：

  Aryl(trimethylsilyl)selenides as Reagents for the Synthesis of Mono- and Diselenoesters

  摘要：

  Silylated organoselenium reagents react under mild conditions with acid chlorides to provide a high yield route to aromatic selenoesters. The synthesis, structures, and spectroscopic properties of the selenoesters C6H5SeC(O)R (R = CH2CH3, 1; p-CH3C6H4, 2; p-C6Me4Br, 3; p-C6Me4C-(O)SeC6H5, 4) and RC(O)SeFcSeC(O)R (Fc = Fe(C5H4)(2); R = CH2CH3, 5; p-CH3C6H4, 6; p-BrC6Me4, 7) and RC(O)Se(C6H4) SeC(O)R (n = 1, R = CH2CH3, 8a; n = 2, R= CH2CH3, 8b; n = 1, R = p-CH3C6H4, 9a; n = 2, R = p-CH3C6H4, 9b; n = 1, R =p-C6Me4Br, 10a; n = 2, R = p-C6Me4Br, 10b) and C6H5SeC(O)CH2CH2C(O)SeC6H5 11 are discussed. Although 11 can be prepared in high yield from the reaction of C6H5SeSiMe3 and ClC(O)CH2CH2C(O)Cl in tetrahydrofuran solvent, similar reactions in the absence of solvent led to the competitive formation of both 11 and (C6H5Se)(3)CCH2CH2C(O)OSiMe3 12. The new selenoesters have been characterized by multinuclear NMR (H-1, C-13, Se-77), IR, and UV-vis spectroscopies, electrospray mass spectrometry, and, for complexes 2, 4, 7, 10b, and 12, single-crystal X-ray diffraction.

  DOI：

  10.1021/om200768m

文献信息

• Aryl(trimethylsilyl)selenides as Reagents for the Synthesis of Mono- and Diselenoesters
  作者：Deeb Taher、John F. Corrigan

  DOI：10.1021/om200768m

  日期：2011.11.14

  Silylated organoselenium reagents react under mild conditions with acid chlorides to provide a high yield route to aromatic selenoesters. The synthesis, structures, and spectroscopic properties of the selenoesters C6H5SeC(O)R (R = CH2CH3, 1; p-CH3C6H4, 2; p-C6Me4Br, 3; p-C6Me4C-(O)SeC6H5, 4) and RC(O)SeFcSeC(O)R (Fc = Fe(C5H4)(2); R = CH2CH3, 5; p-CH3C6H4, 6; p-BrC6Me4, 7) and RC(O)Se(C6H4) SeC(O)R (n = 1, R = CH2CH3, 8a; n = 2, R= CH2CH3, 8b; n = 1, R = p-CH3C6H4, 9a; n = 2, R = p-CH3C6H4, 9b; n = 1, R =p-C6Me4Br, 10a; n = 2, R = p-C6Me4Br, 10b) and C6H5SeC(O)CH2CH2C(O)SeC6H5 11 are discussed. Although 11 can be prepared in high yield from the reaction of C6H5SeSiMe3 and ClC(O)CH2CH2C(O)Cl in tetrahydrofuran solvent, similar reactions in the absence of solvent led to the competitive formation of both 11 and (C6H5Se)(3)CCH2CH2C(O)OSiMe3 12. The new selenoesters have been characterized by multinuclear NMR (H-1, C-13, Se-77), IR, and UV-vis spectroscopies, electrospray mass spectrometry, and, for complexes 2, 4, 7, 10b, and 12, single-crystal X-ray diffraction.