thioformaldehyde S-methylide | 197161-24-3

• 分子结构分类: 有机化合物 - 有机硫化合物
• 英文名称: thioformaldehyde S-methylide
• 英文别名: carbon disulfide；thiirane；Bismethylenesulfide；dimethylidene-λ4-sulfane
• CAS: 197161-24-3；53283-20-8；119052-11-8
• 化学式: C₂H₄S
• 分子量: 60.1198
• InChiKey: BEKRQRZVOLTLCY-UHFFFAOYSA-N

物化性质

• 沸点：
  66.8±23.0 °C(Predicted)
• 密度：
  0.78±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  3
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  thioformaldehyde S-methylide 、 丁炔二酸二甲酯 生成 dimethyl 2,5-dihydrothiophene-3,4-dicarboxylate
  参考文献：
  名称：

  利用双（亚甲基）丁二酸酯的狄尔斯-阿尔德反应合成[60]富勒烯的二羧酸衍生物

  摘要：

  对C 60的[4 + 2]环加成反应应用有效生成双（亚甲基）丁二酸酯的3-环-3,4-二羧酸酯，得到全环己烯二羧酸酯，其中叔丁基酯水解为二羧酸衍生物，用于进一步转化为其酸酐和半酯。

  DOI：

  10.1016/s0040-4039(00)00122-2
• 作为产物：
  描述：

  bis(trimethylsilylmethyl)sulfoxide 以 六甲基磷酰三胺 为溶剂， 生成 thioformaldehyde S-methylide 、
  参考文献：
  名称：

  从双（三甲基甲硅烷基甲基）亚砜中释放出二硅氧烷，生成硫代羰基烷基化物

  摘要：

  已经发现了通过从双（三甲基甲硅烷基甲基）亚砜（1）中释放二硅氧烷来产生硫代羰基内酯的新颖且通用的方法。还证明了该方法用于产生脂族和芳族硫醛S-甲基化物。

  DOI：

  10.1016/s0040-4039(00)84905-9

文献信息

• Synthesis of fusidic acid bioisosteres as antiplasmodial agents and molecular docking studies in the binding site of elongation factor-G
  作者：Gurminder Kaur、Kawaljit Singh、Elumalai Pavadai、Mathew Njoroge、Marlene Espinoza-Moraga、Carmen De Kock、Peter J. Smith、Sergio Wittlin、Kelly Chibale

  DOI：10.1039/c5md00343a

  日期：——

  Structural modifications through bioisosteric approach yielded fusidic acid analogues with 2–35 folds increase in antiplasmodial activity as compared to fusidic acid.

  通过生物等构替方法进行的结构修饰产生了富司酸类似物，其抗疟活性比富司酸提高了2-35倍。
• A pyridine adduct of bis(di-iso-butyldithiocarbamato-S,S′)cadmium(II): Multinuclear (13C, 15N, 113Cd) CP/MAS NMR spectroscopy, crystal and molecular structure, and thermal behaviour
  作者：Tatyana A. Rodina、Alexander V. Ivanov、Andrey V. Gerasimenko、Maxim A. Ivanov、Anna S. Zaeva、Tatyana S. Philippova、Oleg N. Antzutkin

  DOI：10.1016/j.ica.2011.01.006

  日期：2011.3

  Crystalline bis(N, N-di-iso-butyldithiocarbamato-S,S')(pyridine)cadmium(II) - adduct 1 was prepared and studied by means of multinuclear C-13, N-15, Cd-113 CP/MAS NMR spectroscopy, single-crystal X-ray diffraction and simultaneous thermal analysis (STA). In molecular structure 1, the cadmium atom coordinates with four sulphur atoms and one nitrogen atom of pyridine, forming a coordination polyhedron [CdS4N], whose geometry is an almost ideal tetragonal pyramidal (C-4v). The coordinated py molecule is in the apical position, while two structurally non-equivalent di-iso-butyldithiocarbamate ligands, playing the same terminal S,S'-chelating function, define the basal plane. To characterise additionally the structural state of the cadmium atom in this fivefold coordination, Cd-113 chemical shift anisotropy (CSA) parameters, delta(aniso) and eta, were calculated from experimental MAS NMR spectra that revealed an almost axially symmetric Cd-113 chemical shift tensor. From a combination of TG and DSC measurements taken under an argon atmosphere, we found that the mass of adduct 1 is lost in two steps involving initial desorption of coordinated py molecules with subsequent thermal destruction of liberated cadmium(II) di-iso-butyldithiocarbamate, with yellow-orange, fine-powdered solid CdS as the final product. (C) 2011 Elsevier B.V. All rights reserved.
• Synthesis of dicarboxylic acid derivatives of [60]fullerene using Diels–Alder reaction with bis(methylene)butanedioates
  作者：Hiroshi Ishida、Hirotaka Asaji、Toshiki Hida、Kenji Itoh、Masatomi Ohno

  DOI：10.1016/s0040-4039(00)00122-2

  日期：2000.3

  3-Sulfolene-3,4-dicarboxylates effective for generation of bis(methylene)butanedioates were applied to [4+2] cycloaddition reaction of C60 to give fullerocyclohexenedicarboxylates, among which a t-butyl ester was hydrolyzed to a dicarboxylic acid derivative, useful for further conversion into its anhydride and half-esters.

  对C 60的[4 + 2]环加成反应应用有效生成双（亚甲基）丁二酸酯的3-环-3,4-二羧酸酯，得到全环己烯二羧酸酯，其中叔丁基酯水解为二羧酸衍生物，用于进一步转化为其酸酐和半酯。
• Generation of thiocarbonyl ylides with release of disiloxane from bis(trimethylsilylmethyl) sulfoxides
  作者：Masahiro Aono、Chiaki Hyodo、Yoshiyasu Terao、Kazuo Achiwa

  DOI：10.1016/s0040-4039(00)84905-9

  日期：1986.1

  A novel and general method for generation of thiocarbonyl ylide by release of disiloxane from bis(trimethylsilylmethyl) sulfoxide (1) has been found. This method was also demonstrated for generation of aliphatic and aromatic thioaldehyde S-methylide.

  已经发现了通过从双（三甲基甲硅烷基甲基）亚砜（1）中释放二硅氧烷来产生硫代羰基内酯的新颖且通用的方法。还证明了该方法用于产生脂族和芳族硫醛S-甲基化物。