(η(6)-1,2-bis(methylcarboxy)benzene)Cr(CO)3 | 53203-97-7

• 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: (η(6)-1,2-bis(methylcarboxy)benzene)Cr(CO)3
• 英文别名: o-C6H45(COOMe)2(CO)3Cr；Carbon monoxide;chromium;dimethyl benzene-1,2-dicarboxylate
• CAS: 53203-97-7
• 化学式: C₁₃H₁₀CrO₇
• 分子量: 330.214
• InChiKey: AOWKJWZPAZVJEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.14
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  55.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (η(6)-1,2-bis(methylcarboxy)benzene)Cr(CO)3 、 水 在 盐酸 、 氢氧化钾 作用下， 以 甲醇 为溶剂， 以81%的产率得到(η(6)-1,2-dicarboxybenzene)Cr(CO)3
  参考文献：
  名称：

  IR-Active Organometallic pH Probes

  摘要：

  Tricarbonylmetal pi-complexes of unsaturated organic ligands containing CO2H, OH, and NH2 substituents are used as FTIR-readable molecular probes of solution pH. Wavenumber shifts in the nu(sym)(CO) and nu(asym)(CO) bands in the FTIR spectra of the complexes [(eta(4)-CH3-CH=CHCH=CHC O2H)Fe(CO)(3)], [(eta(4)-CH3CH=CHCH=CHCO2H)Fe(CO)(2)(PPh(3))], [(eta(6)-(CH5)-H-6-CO2H)Cr(CO)(3)], [(eta(6)-o-C6H4(CO2H)(2))Cr(CO)(3)], [(eta(6)-C6H5NH2)Cr(CO)(3)], [(eta(6)-p-CH3C6H4OH)-Cr(CO)(3)], and [(eta(6)-p-CH3O2CC6H4OH)Cr(CO)(3)], resulting from deprotonation or protonation of the complexes, can be correlated with the pH of the solution, enabling straightforward spectroscopic readout of pH. It is shown that, by appropriate choice of pH-sensitive functional group, a complex can be selected to respond over a particular pH range and that the pH response can be fine-tuned by the presence of other substituents on the organic unit. The narrow bandwidths of the nu(CO) vibrational modes allow the simultaneous use of more than one such complex in a solution. This approach, which we term the use of ''dual-sensor'' systems, has several advantages over single sensors, and its potential in the analysis of multianalyte systems is described.

  DOI：

  10.1021/om950589o
• 作为产物：
  描述：

  邻苯二甲酸二甲酯 、 六羰基铬 以 四氢呋喃 为溶剂， 以29%的产率得到(η(6)-1,2-bis(methylcarboxy)benzene)Cr(CO)3
  参考文献：
  名称：

  Photochemical synthesis of arenetricarbonylchromium(0) complexes: scope and limitations

  摘要：

  DOI：

  10.1016/0022-328x(89)87116-5

文献信息

• KOSTERMANS, G. B. M.;BOBELDIJK, M.;KWAKMAN, P. J.;WOLF, W. H. DE;BICKELHA+, J. ORGANOMET. CHEM., 363,(1989) N, C. 291-296
  作者：KOSTERMANS, G. B. M.、BOBELDIJK, M.、KWAKMAN, P. J.、WOLF, W. H. DE、BICKELHA+

  DOI：——

  日期：——
• Photochemical synthesis of arenetricarbonylchromium(0) complexes: scope and limitations
  作者：G.B.M. Kostermans、M. Bobeldijk、P.J. Kwakman、W.H. de Wolf、F. Bickelhaupt

  DOI：10.1016/0022-328x(89)87116-5

  日期：1989.3
• IR-Active Organometallic pH Probes
  作者：Christopher E. Anson、Tina J. Baldwin、Colin S. Creaser、Mark A. Fey、G. Richard Stephenson

  DOI：10.1021/om950589o

  日期：1996.3.5

  Tricarbonylmetal pi-complexes of unsaturated organic ligands containing CO2H, OH, and NH2 substituents are used as FTIR-readable molecular probes of solution pH. Wavenumber shifts in the nu(sym)(CO) and nu(asym)(CO) bands in the FTIR spectra of the complexes [(eta(4)-CH3-CH=CHCH=CHC O2H)Fe(CO)(3)], [(eta(4)-CH3CH=CHCH=CHCO2H)Fe(CO)(2)(PPh(3))], [(eta(6)-(CH5)-H-6-CO2H)Cr(CO)(3)], [(eta(6)-o-C6H4(CO2H)(2))Cr(CO)(3)], [(eta(6)-C6H5NH2)Cr(CO)(3)], [(eta(6)-p-CH3C6H4OH)-Cr(CO)(3)], and [(eta(6)-p-CH3O2CC6H4OH)Cr(CO)(3)], resulting from deprotonation or protonation of the complexes, can be correlated with the pH of the solution, enabling straightforward spectroscopic readout of pH. It is shown that, by appropriate choice of pH-sensitive functional group, a complex can be selected to respond over a particular pH range and that the pH response can be fine-tuned by the presence of other substituents on the organic unit. The narrow bandwidths of the nu(CO) vibrational modes allow the simultaneous use of more than one such complex in a solution. This approach, which we term the use of ''dual-sensor'' systems, has several advantages over single sensors, and its potential in the analysis of multianalyte systems is described.