2-(carboxymethylsulfanyl)nicotinic acid | 325704-15-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(carboxymethylsulfanyl)nicotinic acid
• 英文别名: 2-carboxymethylsulfanyl nicotinic acid；2-carboxymethylsulfanylnicotinic acid；2-carboxymethylsulfanyl-nicotinic acid；2-H2CMSN；2-Carboxymethylmercapto-nicotinsaeure；2-[(Carboxymethyl)sulfanyl]nicotinic acid；2-(carboxymethylsulfanyl)pyridine-3-carboxylic acid
• CAS: 325704-15-2
• 化学式: C₈H₇NO₄S
• mdl: MFCD02250402
• 分子量: 213.214
• InChiKey: LWYLTYOUJNZLKD-UHFFFAOYSA-N

物化性质

• 熔点：
  216-218°C

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  2-(carboxymethylsulfanyl)nicotinic acid 在 重氮甲烷 、 乙醚 、 sodium methylate 作用下， 生成 3-methoxy-thieno[2,3-b]pyridine-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Tschitschibabin; Woroshtzow, Chemische Berichte, 1933, vol. 66, p. 364,368

  摘要：

  DOI：
• 作为产物：
  描述：

  2-巯基烟酸 在 水 、 sodium carbonate 、 氯乙酸 作用下， 生成 2-(carboxymethylsulfanyl)nicotinic acid
  参考文献：
  名称：

  Tschitschibabin; Woroshtzow, Chemische Berichte, 1933, vol. 66, p. 364,368

  摘要：

  DOI：

文献信息

• Syntheses, Structures, and Properties of Three Metal-Organic Complexes with Different Dimensionality Based on Dipyrido[3,2-d:2′3′-f]quinoxaline and Different Dicarboxylates
  作者：Xiu-Li Wang、Yun Qu、Guo-Cheng Liu、Jing-Jing Huang、Hong-Yan Lin

  DOI：10.1002/zaac.201300011

  日期：2013.6

  Three new metal-organic complexes [Ni2(dpq)2(L1)2(H2O)5]·H2O (1), [Pb2(dpq)2(L1)2]·H2O (2), and [Pb(dpq)(L2)] (3) (dpq = dipyrido[3,2-d:2′3′-f]quinoxaline, H2L1 = 1,1′-biphenyl-2, 2′-dicarboxylic acid, H2L2 = 2-carboxymethylsulfanyl nicotinic acid) were synthesized under hydrothermal conditions and structurally characterized by elemental analyses, IR, and single-crystal X-ray diffraction analyses.

  三种新的金属有机配合物 [Ni2(dpq)2(L1)2(H2O)5]·H2O (1)、[Pb2(dpq)2(L1)2]·H2O (2) 和 [Pb(dpq) (L2)] (3) (dpq = dipyrido[3,2-d:2'3'-f]quinoxaline, H2L1 = 1,1'-biphenyl-2, 2'-二羧酸, H2L2 = 2-carboxymethylsulfanyl nicotinic酸）在水热条件下合成，并通过元素分析、IR 和单晶 X 射线衍射分析进行结构表征。X 射线分析表明，配合物 1 具有半循环双核单元，通过氢键和 π-π 堆积相互作用扩展为 3D 超分子结构。复合物 2 是一种不寻常的双核单元和左/右手螺旋链的 0D + 1D 共晶，它们最终通过氢键相互作用打包成 3D 超分子结构。复合体 3 显示了由 L2 阴离子桥接的 2D 网络，最终通过 π-π 堆积相互作用扩展为
• Effect of Organic Dicarboxylates with Different Rigidity on the Construction of Cobalt(II) Complexes with a Semi-rigid Tripyridyl-bis-amide Ligand
  作者：Xiu-Li Wang、Nai-Li Chen、Guo-Cheng Liu、Jing-Jing Huang、Jian Luan、Yun Qu

  DOI：10.1002/zaac.201300299

  日期：2014.2

  bppdca ligand and the H2L1 act as the terminal groups to coordinate with the CoII ions. In coordination polymer 2, two bppdca ligands coordinate in anti configuration with two CoII ions to generate a 28-membered Co2(bppdca)2 loop, which is further extended into 1D ladder-like double chain by pairs of L2 ligands. In 3, the CoII ions are linked by bppdca ligands to generate 1D wave-like chain, which

  三种尺寸从0D到2D的配位化合物，即[Co(bppdca)2(HL1)2] (1) [Co(bppdca)(L2)(H2O)]·2H2O(2)和[Co(bppdca)( L3)]·3H2O (3) [bppdca = N,N'-bis(pyridine-3-yl)pyridine-2,6-二甲酰胺，H2L1 = 2,5-吡啶二甲酸，H2L2 = 4,4'-oxybisbenzoic acid , H2L3 = 2-羧甲基硫基烟酸] 水热合成和结构表征。单晶 X 射线衍射分析表明配合物 1 是离散的 0D 配合物，其中 bppdca 配体和 H2L1 作为端基与 CoII 离子配位。在配位聚合物 2 中，两个 bppdca 配体与两个 CoII 离子以反构型配位，生成一个 28 元的 Co2(bppdca)2 环，通过成对的 L2 配体进一步扩展为一维梯状双链。3、CoII 离子通过 bppdca
• A series of flexible bis(imidazole)-based coordination polymers tuned by central metal ions and dicarboxylates: Diverse structures and properties
  作者：Xiu-Li Wang、Yun Qu、Guo-Cheng Liu、Jian Luan、Hong-Yan Lin、Xiao-Min Kan

  DOI：10.1016/j.ica.2013.12.024

  日期：2014.3

  Seven new coordination polymers, namely, [Ni(L)(1.5)(2-CMSN)(H2O)]center dot 2H(2)O 1, [Co-2(L)(2)(2-CMSN)(2)(H2O)]center dot H2O 2, [Cd(L)(2-CMSN)(H2O)] 3 [Zn(L)(2-CMSN)]center dot 2H(2)O 4, [Cd(ADTZ)(H2O)] 5, [Cd(L)(ADTZ)(H2O)] 6, and [Zn(L)(ADTZ)]center dot H2O 7 [where 2-H2CMSN = 2-carboxymethylsulfanyl nicotinic acid, H(2)ADTZ = 2,5(s-acetic acid) dimercapto-1,3,4-thiadiazole, L = 1,4-bis(imidazol-1-ylmethyl)benzene] have been synthesized under hydrothermal conditions. The complexes were structurally characterized by single crystal X- ray diffraction analyses, infrared spectroscopy (IR), elemental analyses, powder X- ray diffraction (PXRD) and thermogravimetric analyses (TGA). Complex 1 features a 1D ladder-like double chain. Complexes 2 and 3 exhibit the similar 2D networks based on six-nuclear metallic rings. Complex 4 is a 2D sheet. Complex 5 exhibits a 3D (4,6)-connected (4(3).5(3))(4(5).5(3).6(7)) topology. Complex 6 shows a 2D undulated network with the Schl fli symbol of (3.5(2))(3(2).5(3).6(4).7). Complex 7 is a 3D 4-fold interpenetrated dia network. Structural comparison of these polymers suggests that different central metals and dicarboxylates play important roles in the construction of 1-7. The luminescent properties of complexes 3, 4, 6, 7 and the electrochemical properties of complexes 1, 2 have been investigated. Furthermore, the complexes 2-4, 6 and 7 exhibit photocatalytic activities for dye methylene blue degradation under UV light and show good stability toward photocatalysis. (C) 2014 Elsevier B.V. All rights reserved.
• Two new Nickel(II) complexes constructed by 2-carboxymethylsulfanyl nicotinic acid with different N-containing auxiliary ligands
  作者：Xian-Rong Jiang、Xiao-Juan Wang、Yun-Long Feng

  DOI：10.1016/j.ica.2011.10.034

  日期：2012.3

  Two new Ni(II) complexes, [Ni-2(2-CMSN)(2)(bpp)(2)(H2O)(4)]center dot 1.5H(2)O (1), [Ni(2-CMSN)(4,4'-bipy)(1.5)(H2O)]center dot 0.75H(2)O (2) (2-H2CMSN = 2-carboxymethylsulfanyl nicotinic acid, bpp = 1,3-bi(4-pyridyl)propane, 4,4'-bipy = 4,4'-bipyridine), have been solvothermally synthesized and characterized by single-crystal X-ray diffraction, elemental analyses, IR spectra and TG analyses. Single-crystal X-ray diffraction analysis reveals that they present two different structures. Complex 1 is 2D structure and further linked by hydrogen bonds into the final 3D 5-connected topology network. Complex 2 can be considered as a uninodal 4-connected twofold interpenetrating dia topology network. Photoluminescence studies reveal that complexes exhibit fluorescence quenching in the solid state at room temperature. The cyclic voltammograms of the complexes reveal that the processes of the redox are both irreversible. (C) 2011 Elsevier B. V. All rights reserved.
• Effect of organic polycarboxylates on the architectures of cadmium(II) coordination polymers based on dipyrazino[2,3-f:2′3′-h]quino-xaline: Syntheses, crystal structures, and photoluminescence properties
  作者：Xiu-Li Wang、Yun Qu、Guo-Cheng Liu、Jian Luan、Hong-Yan Lin

  DOI：10.1016/j.ica.2013.01.007

  日期：2013.4

  Three new Cd-II coordination polymers tuned by the polycarboxylates, namely, [Cd(dpq)(L-1)(H2O)] (1), [Cd(dpq)(L-2)] (2) and [Cd-2(mu(3)-OH)(dpq)(2)(L-3)]center dot H2O (3) (dpq = dipyrido[3,2-d:2'3'-f]quinoxaline, H2L1 = 2-carboxymethylsulfanyl nicotinic acid, H2L2 = 2,5-(s-acetic acid) dimercapto-1,3,4-thiadiazole and H3L3 = 5-sulfoisophthalic acid), have been synthesized under hydrothermal conditions and structurally characterized by elemental analysis, IR, and single crystal X-ray diffraction analysis. X-ray analysis reveals that the Cd-II ions of complex 1 are bridged by L-1 anions to form a one-dimensional (1D) linear chain. In complex 2, bimetallic Cd-II subunits were bridged by L-2 anions to generate a 2D (4,4) network, which is stabilized by intra-molecular pi-pi stacking interactions. In complex 3, the Cd-II ions are connected by mu(3)-OH and carboxyl groups from L-3 anion to form tetra-nuclear Cd-II clusters, which are further linked by L-3 anions to generate a 2D (3,6)-connected binodal network with a (4(3))(2)(4(6).6(6).8(3)) topology. The different structures of complexes 1-3 illustrate the great influence of the polycarboxylate ligands on the self-assembly of polymeric coordination architectures. In addition, the thermal and fluorescent properties of complexes 1-3 have been investigated. (C) 2013 Elsevier B.V. All rights reserved.