diethyl (2-bromo-4-carbethoxybenzene)phosphonate | 147962-82-1

• 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: diethyl (2-bromo-4-carbethoxybenzene)phosphonate
• 英文别名: Ethyl 3-bromo-4-[(diethoxyphosphoryl)methyl]benzoate；ethyl 3-bromo-4-(diethoxyphosphorylmethyl)benzoate
• CAS: 147962-82-1
• 化学式: C₁₄H₂₀BrO₅P
• 分子量: 379.188
• InChiKey: DULOCEHSROCPTJ-UHFFFAOYSA-N

物化性质

• 沸点：
  453.5±40.0 °C(Predicted)
• 密度：
  1.357±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-萘甲醛 、 diethyl (2-bromo-4-carbethoxybenzene)phosphonate 在 (羧甲基)三甲基氯化铵甲酯 、 sodium hydride 作用下， 生成 ethyl 3-bromo-4-(trans-2-(2-naphthyl)ethenyl)benzoate
  参考文献：
  名称：

  Synthesis and properties of an optically active helical bis-cobaltocenium ion

  摘要：

  The optically active helical bis-cobaltocenium salt 6 is synthesized, as are two related monocobaltocenium salts, 29 and 30. The structure of 6 is analyzed by X-ray diffraction, which shows that the metals are separated by 8.49 angstrom. Reducing 6 either electrochemically or with K(Hg) produces species that absorb near 920 nm, but the absorption is not an intervalence transition. It originates instead from isolated Co(II) centers. This is demonstrated by the reduction product of 29, which has only one cobalt, also absorbing at a similar wavelength (lambda(max) = 957 nm). The optical and ESR spectra imply that the unpaired electron in monoreduced 6 is largely localized on cobalt and that direduced 6 is essentially a Co(II)Co(II) diradical. The difference between two Co(III)/Co(II) reduction potentials of 6, 130 mV, is shown to be appropriate for a conjugated dimetallocene with metals so distant. Crystal data for 6: M = 1275.02; orthorhombic, space group P2(1)2(1)2(1); Z = 4; a = 11.560(4), b = 12.244(3), and c = 41.349(17) angstrom; V = 5852.5 angstrom3; R = 0.1137 for 4653 reflections having F(o) greater-than-or-equal-to nsigma(F(o)) (n = 7.5).

  DOI：

  10.1021/ja00061a019
• 作为产物：
  描述：

  4-甲基-3-硝基苯甲酸 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 、 氢溴酸 、 tin(ll) chloride 、 copper(I) bromide 、 sodium nitrite 作用下， 以 四氯化碳 、 乙醇 、 苯 为溶剂， 反应 81.58h， 生成 diethyl (2-bromo-4-carbethoxybenzene)phosphonate
  参考文献：
  名称：

  Synthesis and properties of an optically active helical bis-cobaltocenium ion

  摘要：

  The optically active helical bis-cobaltocenium salt 6 is synthesized, as are two related monocobaltocenium salts, 29 and 30. The structure of 6 is analyzed by X-ray diffraction, which shows that the metals are separated by 8.49 angstrom. Reducing 6 either electrochemically or with K(Hg) produces species that absorb near 920 nm, but the absorption is not an intervalence transition. It originates instead from isolated Co(II) centers. This is demonstrated by the reduction product of 29, which has only one cobalt, also absorbing at a similar wavelength (lambda(max) = 957 nm). The optical and ESR spectra imply that the unpaired electron in monoreduced 6 is largely localized on cobalt and that direduced 6 is essentially a Co(II)Co(II) diradical. The difference between two Co(III)/Co(II) reduction potentials of 6, 130 mV, is shown to be appropriate for a conjugated dimetallocene with metals so distant. Crystal data for 6: M = 1275.02; orthorhombic, space group P2(1)2(1)2(1); Z = 4; a = 11.560(4), b = 12.244(3), and c = 41.349(17) angstrom; V = 5852.5 angstrom3; R = 0.1137 for 4653 reflections having F(o) greater-than-or-equal-to nsigma(F(o)) (n = 7.5).

  DOI：

  10.1021/ja00061a019

文献信息

• Gilbert Adam M., Katz Thomas J., Geiger William E., Robben Matthew P., Rh+, J. Amer. Chem. Soc., 115 (1993) N 8, S 3199-3211
  作者：Gilbert Adam M., Katz Thomas J., Geiger William E., Robben Matthew P., Rh+

  DOI：——

  日期：——
• Synthesis and properties of an optically active helical bis-cobaltocenium ion
  作者：Adam M. Gilbert、Thomas J. Katz、William E. Geiger、Matthew P. Robben、Arnold L. Rheingold

  DOI：10.1021/ja00061a019

  日期：1993.4

  The optically active helical bis-cobaltocenium salt 6 is synthesized, as are two related monocobaltocenium salts, 29 and 30. The structure of 6 is analyzed by X-ray diffraction, which shows that the metals are separated by 8.49 angstrom. Reducing 6 either electrochemically or with K(Hg) produces species that absorb near 920 nm, but the absorption is not an intervalence transition. It originates instead from isolated Co(II) centers. This is demonstrated by the reduction product of 29, which has only one cobalt, also absorbing at a similar wavelength (lambda(max) = 957 nm). The optical and ESR spectra imply that the unpaired electron in monoreduced 6 is largely localized on cobalt and that direduced 6 is essentially a Co(II)Co(II) diradical. The difference between two Co(III)/Co(II) reduction potentials of 6, 130 mV, is shown to be appropriate for a conjugated dimetallocene with metals so distant. Crystal data for 6: M = 1275.02; orthorhombic, space group P2(1)2(1)2(1); Z = 4; a = 11.560(4), b = 12.244(3), and c = 41.349(17) angstrom; V = 5852.5 angstrom3; R = 0.1137 for 4653 reflections having F(o) greater-than-or-equal-to nsigma(F(o)) (n = 7.5).