软脂酸铅 | 7717-47-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 软脂酸铅
• 英文名称: lead hexadecanoate
• 英文别名: lead(II) palmitate；lead palmitate；Pb(hexadecanoate)2；palmitic acid ; lead (II)-palmitate；Palmitinsaeure; Blei(II)-palmitat；Palmitinsaeure; Bleipalmitat；Lead dipalmitate；hexadecanoate;lead(2+)
• CAS: 7717-47-7；15773-56-5；19528-55-3
• 化学式: 2C₁₆H₃₁O₂*Pb
• 分子量: 718.042
• InChiKey: YEDZIBZRFOPUBW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.84
• 重原子数：
  19
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  lead(II) acetate trihydrate 、 棕榈酸 以 水 为溶剂， 以69%的产率得到软脂酸铅
  参考文献：
  名称：

  The characterisation of lead fatty acid soaps in ‘protrusions’ in aged traditional oil paint

  摘要：

  Lead(II) carboxylate soaps of two fatty acids, palmitic (C15H31COOH) and stearic acids (C17H35COOH), and a dicarboxylic acid, azelaic acid (HOOCC7H14COOH), have been synthesised and characterised by FTIR spectroscopy. These acids are all encountered in aged traditional oil paint, the azelaic acid resulting from the oxidative degradation of unsaturated fatty acids in the oil. Lead(II) azelate synthesised by hydrothermal methods was characterised by single crystal structure determination. This has a 3D polymeric structure with lead(II) ions linked by carboxylate bridges to form an infinite stack of (PbO4)(n) units. These layers are connected to adjacent layers by an infinite number of parallel C(CH2)(7)C chains arranged perpendicularly to the stacks. The lead(II) ions display an unusual 7-fold coordination. The first direct evidence that the 'protrusions' encountered in aged traditional lead-containing oil paints contain lead soaps is reported. Their mechanism of formation is discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0277-5387(03)00461-3

文献信息

• Coordination geometry of lead carboxylates – spectroscopic and crystallographic evidence
  作者：Jaclyn Catalano、Anna Murphy、Yao Yao、Glenn P. A. Yap、Nicholas Zumbulyadis、Silvia A. Centeno、Cecil Dybowski

  DOI：10.1039/c4dt03075c

  日期：——

  Spectroscopic and crystallographic data show lead carboxylate coordination is chain length dependent, shorter-chains (C6–C8) are hemidirected and longer-chains (C9–C18) are holodirected.

  光谱学和晶体学数据显示，铅羧酸盐配位取决于链长，较短的链（C6-C8）是半定向的，而较长的链（C9-C18）是全定向的。
• Characterisation of metal carboxylates by Raman and infrared spectroscopy in works of art
  作者：Vanessa Otero、Diogo Sanches、Cristina Montagner、Márcia Vilarigues、Leslie Carlyle、João A. Lopes、Maria J. Melo

  DOI：10.1002/jrs.4520

  日期：2014.11

  paintings were used, including lead, zinc, calcium, cadmium, copper and manganese. The fatty acids selected were the saturated acids palmitic (C16 : 0) and stearic (C18 : 0) and the polyunsaturated oleic acid (C18 : 1). Azelaic acid (C9 diacid), a product resulting from autoxidation of polyunsaturated acids, was also included. Metal carboxylates were characterised by Raman and IR spectroscopy, and their

  这项工作介绍了 μ-拉曼和 μ-傅立叶变换红外 (IR) 光谱的互补用途，用于检测特定碳链和阳离子，以识别油漆微量样品中的金属羧酸盐。当游离脂肪酸与金属阳离子反应时，金属羧酸盐（金属皂）自然形成，也可能作为添加剂或降解产物被发现。合成了 22 种金属羧酸盐，并将它们的光谱组装在参考数据库中。使用了油画中常见的阳离子金属盐，包括铅、锌、钙、镉、铜和锰。所选择的脂肪酸是饱和酸棕榈酸 (C16:0) 和硬脂酸 (C18:0) 以及多不饱和油酸 (C18:1)。壬二酸（C9 二酸），多不饱和酸自氧化产生的产物，也包括在内。通过拉曼光谱和红外光谱对金属羧酸盐进行表征，并通过 X 射线衍射证实了它们的结构。事实证明，拉曼光谱和红外光谱是全面鉴定复杂老化涂料中金属羧酸盐的互补技术。拉曼能够区分 C-C 拉伸区域（1120-1040 cm-1）中的碳链长度，IR 区分 COO-拉伸吸收区域（1650-1380
• Lead(<scp>ii</scp>) soaps: crystal structures, polymorphism, and solid and liquid mesophases
  作者：F. J. Martínez-Casado、M. Ramos-Riesco、J. A. Rodríguez-Cheda、M. I. Redondo-Yélamos、L. Garrido、A. Fernández-Martínez、J. García-Barriocanal、I. da Silva、M. Durán-Olivencia、A. Poulain

  DOI：10.1039/c7cp02351k

  日期：——

  phases and mesophases. The crystal structures at room temperature of all of the members of the series are now solved, showing the existence of two polymorphic forms in the room temperature crystal phase, different to short and long-chain members. Only nonanoate and decanoate present both forms, and this polymorphism is proven to be monotropic. At higher temperature, these compounds present a solid mesophase

  链烷酸铅（II）系列或肥皂的长链成员，从辛酸酯到十八烷酸酯，已通过XRD，PDF分析，DSC，FTIR，ssNMR和其他技术在所有阶段和中间阶段进行了全面表征。现在解决了该系列所有成员在室温下的晶体结构，表明在室温晶体相中存在两种多晶型，不同于短链和长链成员。只有壬酸和癸酸两种形式都存在，并且该多态性被证明是单向的。在更高的温度下，这些化合物呈现出固态中间相（定义为旋转体），液晶相和液相，所有这些均具有相似的局部排列。由于一些铅（二）肥皂在油画中作为降解化合物出现，解决的铅（II）肥皂晶体结构现在可以用作指纹图谱，以进行X射线衍射检测。这些化合物的对分布函数分析在不同成员的相同相和中间相中非常相似，显示了相同的短程顺序。该观察结果表明，该技术还可以用于检测无序相或绘画形成初期的这些化合物。
• Preparation of Metal Carboxylates and Their Stabilizing Performance under Intense High-Pressure Shear Treatment
  作者：R. M. Akhmetkhanov、S. V. Kolesov、R. G. Kadyrov、A. Yu. Karmilov、G. E. Zaikov

  DOI：10.1023/b:rjac.0000038827.10443.63

  日期：2004.5

  Solid-phase synthesis of certain metal carboxylates and their effect on stabilization of polyvinyl chloride under intense high-pressure shear treatment were studied.
• The characterisation of lead fatty acid soaps in ‘protrusions’ in aged traditional oil paint
  作者：M.John Plater、Ben De Silva、Thomas Gelbrich、Michael B Hursthouse、Catherine L Higgitt、David R Saunders

  DOI：10.1016/s0277-5387(03)00461-3

  日期：2003.11

  Lead(II) carboxylate soaps of two fatty acids, palmitic (C15H31COOH) and stearic acids (C17H35COOH), and a dicarboxylic acid, azelaic acid (HOOCC7H14COOH), have been synthesised and characterised by FTIR spectroscopy. These acids are all encountered in aged traditional oil paint, the azelaic acid resulting from the oxidative degradation of unsaturated fatty acids in the oil. Lead(II) azelate synthesised by hydrothermal methods was characterised by single crystal structure determination. This has a 3D polymeric structure with lead(II) ions linked by carboxylate bridges to form an infinite stack of (PbO4)(n) units. These layers are connected to adjacent layers by an infinite number of parallel C(CH2)(7)C chains arranged perpendicularly to the stacks. The lead(II) ions display an unusual 7-fold coordination. The first direct evidence that the 'protrusions' encountered in aged traditional lead-containing oil paints contain lead soaps is reported. Their mechanism of formation is discussed. (C) 2003 Elsevier Ltd. All rights reserved.