lead benzoate

• 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: lead benzoate
• 英文别名: lead(II) benzoate；{Pb(benzoate)2}；lead dibenzoate；Lead(2+);benzoate
• 化学式: 2C₇H₅O₂*Pb
• 分子量: 449.431
• InChiKey: RFAWJSCYJCFFMJ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.33
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  苯甲酸 、 lead benzoate 在 吡啶 作用下， 以 乙腈 为溶剂， 生成 Pb(OC(O)Ph)4
  参考文献：
  名称：

  Mechanistic Aspects of the Electrocatalytic Oxidative Cleavage of 1,2-Diols by Electrogenerated Pb(IV)

  摘要：

  The electrochemical oxidation of Pb(II) to Pb(IV) in acetonitrile solution containing benzoic acid and pyridine is possible at a basal-plane pyrolytic-graphite electrode and associated with a rapid ligand exchange at the metal center. The Pb(IV) species generated under these conditions is shown to react with diols such as 1,2:5,6-di-O-isopropylidene-D-mannitol, 1,2-ethanediol, cis- and trans-1,2-cyclopentanediol, which undergo a two-electron oxidation associated with carbon-carbon bond cleavage. Voltametric data obtained by both channel flow cell and rotating disk electrode experiments are analyzed by numerical simulation. Consistent results for a second-order EC' (electrocatalytic) reaction pathway were obtained. Voltammetric data obtained by systematically varying the concentration of pyridine and benzoic acid reveal a complex mechanism with a distinct trend in reaction rate for each diol expressed in terms of apparent fractional reaction orders when analyzed in terms of a chemically oversimplified EC' mechanism. This behavior is given mechanistic significance by analysis of the data using numerical simulation employing the following "branched" ECrevCrevCirrev' reaction scheme, which allows all the experimental results to be rationalized (benz = benzoic acid, py = pyridine): Pb(II)reversible arrow Pb(IV) + 2e(-); Pb(IV)(benz)(h)(py)(i) + diol reversible arrow Pb(IV)(benz)(h)(diol)(py)(i) with rate constants k(1) and k(-1) for the forward and reverse reactions, respectively; Pb(IV)(benz)(h+j)(diol)(py)(i-k) + k(py) reversible arrow Pb(IV)(benz)(h)(diol)(py)(i) + j(benz) with rate constants k(2) and k(-2) for the forward and reverse reactions, respectively; Pb(IV)(benz)(h)(diol)(py)(i) --> Pb(II) + products with rate constant k(i). Here, the chemical processes are associated with appropriate rate constants, k(n), and the equilibrium constant of a process is given by K-n = k(n)/k(-n) (n = 1, 2). The "true" second-order rate constants K(j)k(i) obtained for the electrocatalytic cleavage of 1,2:5,6-di-O-isopropylidene-D-mannitol (k =j = 1), K(1)k(f) = (36 +/- 7) x 10(3) M-1 s(-1), 1,2-ethanediol (k = 1; j = 2), K(1)k(f) = (70 +/- 14) x 10(3) M-1 s(-1), trans-1,2-cyclopentanediol (k = 1; j = 0), K(1)k(f) = (180 +/- 36) X 10(3) M-1 s(-1), and cis-1,2-cyclopentanediol (k = j = 0), K(1)k(f) = (280 +/- 56) x 10(3) M-1 s(-1) are similar to within 1 order of magnitude. The effect of the diffusion of coexisting species coupled via fast preequilibria to the irreversible chemical process is discussed in respect to the physical meaning of the rate constants determined by applying a simplified mechanistic scheme.

  DOI：

  10.1021/jp980215j
• 作为产物：
  描述：

  cis-1,2-cyclopentanediol 、 Pb(OC(O)Ph)4 在 吡啶 作用下， 以 乙腈 为溶剂， 生成 lead benzoate
  参考文献：
  名称：

  Mechanistic Aspects of the Electrocatalytic Oxidative Cleavage of 1,2-Diols by Electrogenerated Pb(IV)

  摘要：

  The electrochemical oxidation of Pb(II) to Pb(IV) in acetonitrile solution containing benzoic acid and pyridine is possible at a basal-plane pyrolytic-graphite electrode and associated with a rapid ligand exchange at the metal center. The Pb(IV) species generated under these conditions is shown to react with diols such as 1,2:5,6-di-O-isopropylidene-D-mannitol, 1,2-ethanediol, cis- and trans-1,2-cyclopentanediol, which undergo a two-electron oxidation associated with carbon-carbon bond cleavage. Voltametric data obtained by both channel flow cell and rotating disk electrode experiments are analyzed by numerical simulation. Consistent results for a second-order EC' (electrocatalytic) reaction pathway were obtained. Voltammetric data obtained by systematically varying the concentration of pyridine and benzoic acid reveal a complex mechanism with a distinct trend in reaction rate for each diol expressed in terms of apparent fractional reaction orders when analyzed in terms of a chemically oversimplified EC' mechanism. This behavior is given mechanistic significance by analysis of the data using numerical simulation employing the following "branched" ECrevCrevCirrev' reaction scheme, which allows all the experimental results to be rationalized (benz = benzoic acid, py = pyridine): Pb(II)reversible arrow Pb(IV) + 2e(-); Pb(IV)(benz)(h)(py)(i) + diol reversible arrow Pb(IV)(benz)(h)(diol)(py)(i) with rate constants k(1) and k(-1) for the forward and reverse reactions, respectively; Pb(IV)(benz)(h+j)(diol)(py)(i-k) + k(py) reversible arrow Pb(IV)(benz)(h)(diol)(py)(i) + j(benz) with rate constants k(2) and k(-2) for the forward and reverse reactions, respectively; Pb(IV)(benz)(h)(diol)(py)(i) --> Pb(II) + products with rate constant k(i). Here, the chemical processes are associated with appropriate rate constants, k(n), and the equilibrium constant of a process is given by K-n = k(n)/k(-n) (n = 1, 2). The "true" second-order rate constants K(j)k(i) obtained for the electrocatalytic cleavage of 1,2:5,6-di-O-isopropylidene-D-mannitol (k =j = 1), K(1)k(f) = (36 +/- 7) x 10(3) M-1 s(-1), 1,2-ethanediol (k = 1; j = 2), K(1)k(f) = (70 +/- 14) x 10(3) M-1 s(-1), trans-1,2-cyclopentanediol (k = 1; j = 0), K(1)k(f) = (180 +/- 36) X 10(3) M-1 s(-1), and cis-1,2-cyclopentanediol (k = j = 0), K(1)k(f) = (280 +/- 56) x 10(3) M-1 s(-1) are similar to within 1 order of magnitude. The effect of the diffusion of coexisting species coupled via fast preequilibria to the irreversible chemical process is discussed in respect to the physical meaning of the rate constants determined by applying a simplified mechanistic scheme.

  DOI：

  10.1021/jp980215j
• 作为试剂：
  描述：

  1-(2-hydroxy-5-methylphenyl)-3-phenyl-1-propanone 在 高氯酸 、 乙醚 、 乙酸酐 、 lead benzoate 、 苯 作用下， 生成 3-benzyl-6-methyl-2,4-diphenyl-chromenylium; perchlorate
  参考文献：
  名称：

  Ziegler; Luettringhaus, Justus Liebigs Annalen der Chemie, 1933, vol. 504, p. 189,204

  摘要：

  DOI：

文献信息

• Suzuki; Nonoyama; Tomaru, Russian Journal of Organic Chemistry, 1996, vol. 32, # 2, p. 248 - 251
  作者：Suzuki、Nonoyama、Tomaru、Mori

  DOI：——

  日期：——
• Ghandour, Mahmoud A.; Mansour, Hesham; Abu El-Wafa, Moustafa H. M., Journal of the Indian Chemical Society, 1988, vol. 65, p. 713 - 716
  作者：Ghandour, Mahmoud A.、Mansour, Hesham、Abu El-Wafa, Moustafa H. M.、Khodary, Mahmoud

  DOI：——

  日期：——
• A Mesoporous Lead-Doped Titanium Oxide Compound with High Performance and Recyclability in I₂ Uptake and Photocatalysis
  作者：Amir Said、Chang Gao、Caiyun Liu、Huihui Niu、Dexin Wang、Yanshu Liu、Lin Du、Chen-Ho Tung、Yifeng Wang

  DOI：10.1021/acs.inorgchem.1c03263

  日期：2022.1.10