sodium 2-thiophenecarboxylate | 25112-68-9

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物 - 羧酸酯及其衍生物的盐
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: sodium 2-thiophenecarboxylate
• 英文别名: sodium;thiophene-2-carboxylate
• CAS: 25112-68-9
• 化学式: C₅H₃O₂S*Na
• 分子量: 150.133
• InChiKey: LKYIPGJOXSVWPX-UHFFFAOYSA-M

物化性质

• 稳定性/保质期：

  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  -2.88
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  存放于阴凉干燥处。

反应信息

• 作为反应物：
  描述：

  三甲基氯化锡 、 sodium 2-thiophenecarboxylate 以 甲苯 为溶剂， 以78%的产率得到[Me₃Sn(C₅H₄O₂S)]
  参考文献：
  名称：

  Structural, enzyme inhibition, antibacterial and DNA protection studies of organotin(IV) derivatives of thiophene-2-carboxylic acid

  摘要：

  A series of five monomeric and polymeric complexes: [Bu3Sn(C5H4O2S)] (1), [Me3Sn(C5H4O2S)] (2), [Cy3Sn(C5H4O2S)] (3), [Bu2Sn(C5H4O2S)(2)] (4), [Oct(2)Sn(C5H4O2S)(2)] (5) of thiophene-2-carboxylic acid have been synthesized by the reaction of ligand acid with di- organotin compounds for the complexes 4, 5 and its sodium salt with tri-organotin compounds for the complexes 1, 2 and 3 respectively, in suitable stoichiometries. All complexes have been structurally characterized by vibrational and magnetic resonance (H-1, C-13 NMR) spectroscopies. The structures of complexes (2), (3) and (4) have also been elucidated by X-ray crystallography. Relative potential has been assessed for their anti-bacterial, DNA protection and inhibitory assay against acetyl cholinesterase and butyryl cholinesterase. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.11.033
• 作为产物：
  描述：

  2-噻吩甲酸 在 sodium hydroxide 作用下， 以 水 为溶剂， 生成 sodium 2-thiophenecarboxylate
  参考文献：
  名称：

  Seven Zn(II) and Cd(II) 1D coordination polymers based on azine donor linkers and decorated with 2-thiophenecarboxylate: Syntheses, structural parallels, Hirshfeld surface analysis, and spectroscopic and inclusion properties

  摘要：

  Seven mixed-ligand 1D coordination polymers [Zn-2(4-bphz)(2-tpc)(4)](n) (1), [Zn-2(4-bpmhz)(2-tpc)(4)](n) (2), [Cd (4-bphz)(2)(2-tpc)(2)](n) (3), [Zn(3-bphz)(2-tpc)(2)](n) (4), [Zn(3-bpmhz)(2-tpc)(2)](n) (5), [Cd(4-bpmhz)(2-tpc)(2)](n)center dot 0.5n (4-bpmhz) (6), [Cd(3-bpmhz)(2-tpc)(2)](n)center dot 0.5n(H2O) (7) (where 2-tpc = 2-thiophenecarboxylate, 4-bphz = 1,2-bis(pyridin-4-ylmethylene) hydrazine, 4-bpmhz = 1,2-bis(1-(pyridin-4-yl)ethylidene) hydrazine, 3-bphz = 1,2-bis(pyridin-3-ylmethylene)hydrazine, and 3-bpmhz = 1,2-bis(1-(pyridin-3-yl) ethylidene)hydrazine) were prepared and studied using spectroscopic (FTIR, UV-Vis) and X-ray diffraction methods of analysis. Similarly, four bidentate-bridging azine ligands provide the polymers' extension, while the different mononuclear/binuclear metal nodes demonstrate the variable metals' coordination capacities that influence the crystal packing motifs and inclusion properties. The guest-free arrays 1-5 pack in parallel stacking modes, while the inclusion compounds 6 and 7 reveal criss-cross packing arrangements with large channels where guest molecules (4-bpmhz/water) serve as structure directing templates in the formation of crystal structures. The distributions of different types of intermolecular interactions with respect to the percentage of stacking interactions in 1-7 were quantified by Hirshfeld surface and fingerprint plots analysis. The guest-exchange properties for 6 and the solid state emissive properties for 1-7 are reported. (c) 2020 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2020.114702

文献信息

• The Role of Aroyloxyl Radicals in the Formation of Solvent-derived Products in Photodecomposition of Diaroyl Peroxides. The Reactivity of Substituted Cyclohexadienyl Radicals and Intermediacy of ipso Intermediates
  作者：Shigeru Takahara、Toshiyuki Urano、Akihide Kitamura、Hirochika Sakuragi、Osamu Kikuchi、Masayuki Yoshida、Katsumi Tokumaru

  DOI：10.1246/bcsj.58.688

  日期：1985.2

  peroxide (TPO) in benzene and toluene afforded, among free-radical products, biphenyl and dimethylbiphenyls, respectively, which were solely derived from the aromatic solvents. The yields of biphenyls depended upon the rate with which the radical intermediates were generated from the peroxides in sufficiently high concentrations for their dimerization. Photolyses of TPO and dibenzoyl peroxide in 1,3

  双（2-噻吩羰基）过氧化物（TPO）在苯和甲苯中的光解分别产生了自由基产物中的联苯和二甲基联苯，它们完全来自芳香族溶剂。联苯的产率取决于从足够高浓度的过氧化物生成自由基中间体以进行二聚的速率。TPO 和过氧化二苯甲酰在 1,3,5-三甲基苯中的光解也提供了溶剂衍生产物，2,3',4,5',6-五甲基二苯基甲烷。它的形成为在甲基取代的同碳原子上带有芳酰氧基的环己二烯基参与提供了明确的证据。
• Iridium-Catalyzed Aryl C–H Sulfonamidation and Amide Formation Using a Bifunctional Nitrogen Source
  作者：Meng Yu、Tao Zhang、Hitesh B. Jalani、Xunqing Dong、Hongjian Lu、Guigen Li

  DOI：10.1021/acs.orglett.8b01977

  日期：2018.8.17

  A new strategy for the sequential formation of aryl and amidyl C–N bonds is reported. Using trichloroethoxysulfonyl azide as a bifunctional nitrogen source, Ir-catalyzed aryl C–H sulfonamidation and subsequent desulfonative amide formation proceed effectively without any need of oxidants or coupling reagents. This protocol is suitable for readily available benzamides and stable carboxylates including

  报道了一种依次形成芳基和aryl基C–N键的新策略。使用三氯乙氧基磺酰基叠氮化物作为双功能氮源，可以有效地进行Ir催化的芳基CHH磺酰胺化以及随后的脱磺酰胺的形成，而无需使用任何氧化剂或偶联剂。该方案适用于容易获得的苯甲酰胺和稳定的羧酸盐，包括伯，仲和叔烷基，烯基和苯基羧酸盐，从而为合成生物学和化学上有用的N-芳基酰胺提供了直接有效的方法。
• Highly Efficient Copper- and Palladium-Free One-Pot Coupling of Alkynes with Sodium Carboxylate Salts Using Cyanuric and Magnesium Chlorides
  作者：Mohammad Soltani Rad、Somayeh Behrouz

  DOI：10.1055/s-0030-1260336

  日期：2011.10

  A facile and highly efficient copper- and palladium-free procedure for the one-pot synthesis of ynones via coupling of sodium carboxylate salts with alkynes is described. In this method, cross-coupling of terminal alkynes with a mixture of structurally diverse sodium carboxylate salts, cyanuric chloride and triethylamine in the presence of magnesium chloride furnishes the corresponding ynones in good

  描述了一种通过羧酸钠盐与炔烃的一锅法合成炔酮的简便高效的无铜和钯方法。在这种方法中，末端炔烃与结构多样的羧酸钠盐，氰尿酰氯和三乙胺的混合物在氯化镁的存在下交叉偶联，在室温下以良好或优异的收率提供了相应的炔酮。 一锅合成-炔烃-氰尿酰氯-羧酸钠盐-ynone
• 一种手性烯丙酯类化合物及其制备方法
  申请人：同济大学

  公开号：CN104402718B

  公开（公告）日：2017-04-05

  本发明涉及一种手性烯丙酯类化合物及其制备方法，所述的手性烯丙酯类化合物的结构式如下：所述的制备方法是在有机溶剂中，以羧酸盐、烯丙基卤化物为原料，加入以铱络合物与配体作用生成的铱催化剂，并加入添加剂，控制反应温度为0～120℃，反应1～36h，分离后制备而成。与现有技术相比，本发明克服了活泼的烯丙基卤化物作底物时，反应产率低、对映选择性差等问题，具有反应产率高、区域选择性好、对映选择性高等特点，在有机合成方法学及天然产物合成中均有广泛的应用。
• Tetranuclear and Pentanuclear Vanadium(IV/V) Carboxylate Complexes:  [V₄O₈(NO₃)(O₂CR)₄]^2- and [V₅O₉X(O₂CR)₄]^2- (X = Cl^-, Br^-) Salts
  作者：Gail B. Karet、Ziming Sun、Dwight D. Heinrich、James K. McCusker、Kirsten Folting、William E. Streib、John C. Huffman、David N. Hendrickson、George Christou

  DOI：10.1021/ic9605938

  日期：1996.1.1

  The syntheses and properties of tetra- and pentanuclear vanadium(IV,V) carboxylate complexes are reported. Reaction of (NBzEt(3))(2)[VOCl(4)] (1a) with NaO(2)CPh and atmospheric H(2)O/O(2) in MeCN leads to formation of (NBzEt(3))(2)[V(5)O(9)Cl(O(2)CPh)(4)] 4a; a similar reaction employing (NEt(4))(2)[VOCl(4)] (1b) gives (NEt(4))(2)[V(5)O(9)Cl(O(2)CPh)(4)] (4b). Complex 4a.MeCN crystallizes in space

  报道了四核和五核钒（IV，V）羧酸盐配合物的合成和性质。（NBzEt（3））（2）[VOCl（4）]（1a）与NaO（2）CPh和MeCN中的大气H（2）O / O（2）的反应导致形成（NBzEt（3）） （2）[V（5）O（9）Cl（O（2）CPh）（4）] 4a；使用（NEt（4））（2）[VOCl（4）]（1b）的类似反应得到（NEt（4））（2）[V（5）O（9）Cl（O（2）CPh）（ 4）]（4b）。配合物4a.MeCN在-148摄氏度下以以下晶胞尺寸在空间群P2（1）2（1）2（1）中结晶：a = 13.863（13）Å，b = 34.009（43）Å，c = 12.773（11）Å，Z =4。在类似条件下，（NEt（4））（2）[VOBr（4）]（2a）和NaO（2）CPh之间的反应得到（NEt（4））（2 ）[V（5）O（9）Br（O（2）CPh）（4）]（6a），并且使