N-(N,N-dimethylthiocarbamoyldithioyl)piperidine | 66232-66-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-(N,N-dimethylthiocarbamoyldithioyl)piperidine
• 英文别名: 1-piperidinyl dimethylcarbamodithioate；1-dimethylthiocarbamoylsulfanyl-piperidine；1-Dimethylthiocarbamoylsulfanyl-piperidin；Piperidine, 1-[[(dimethylamino)thioxomethyl]thio]-；piperidin-1-yl N,N-dimethylcarbamodithioate
• CAS: 66232-66-4
• 化学式: C₈H₁₆N₂S₂
• 分子量: 204.36
• InChiKey: OFNBNACTGIOOKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  63.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(N,N-dimethylthiocarbamoyldithioyl)piperidine 在 硫化氢 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以60%的产率得到橡胶促进剂 PPD
  参考文献：
  名称：

  含胺化合物的硫代氨基甲酰化

  摘要：

  研究了脂肪胺与四甲基秋兰姆二硫化物 (TMTD) 的硫代氨基甲酰化反应。建立反应以根据两阶段机制进行。在第一阶段，形成S-(硫代氨基甲酰基)硫代羟胺和二硫代氨基甲酸二甲酯。后者与二甲基二硫代氨基甲酸平衡存在，可分解生成二甲胺和二硫化碳。在第二阶段，这些中间体发生了几种竞争性转化为最终产物，即，（1）CS2 与伯胺在加热（70-110°C）下的反应产生混合且对称的硫脲，以及 CS2 与伯胺的反应仲胺产生对称的二硫代氨基甲酸酯，并且（2）将 CS2 插入 S-（硫代氨基甲酰基）硫代羟基胺中得到二硫化秋兰姆。

  DOI：

  10.1007/bf02494685
• 作为产物：
  描述：

  哌啶 、 N,N-二甲基二硫代氨基甲酸 在 碘 作用下， 生成 N-(N,N-dimethylthiocarbamoyldithioyl)piperidine
  参考文献：
  名称：

  Molecular complexes of cobalt(II) and Zinc(II) chlorides and bromides with 1-piperidinyl dimethylcarbamodithioate (L): Crystal structures of L and [ZnLBr2]

  摘要：

  Complexes of MX2(M = Co, Zn; X = Cl, Br) with 1-piperidinyl dimethylcarbamodithioate (L) of composition [MLX2] have been synthesized. The compounds have been studied by elemental analysis; X-ray diffraction; thermogravimetry; conductometry; magnetochemistry; and IR, H-1 NMR, and electronic absorption spectroscopy. The ligand molecule is coordinated to the metal atoms in a bidentate chelating mode through the thione sulfur atom and the sulfenamide nitrogen atom to form a five-membered chelate ring. The structures of L and [ZnLBr2] have been determined by X-ray crystallography.

  DOI：

  10.1134/s0036023611020252

文献信息

• Thiocarbamyolation of amine-containing compounds
  作者：Luu Van Boi

  DOI：10.1007/bf02498275

  日期：1999.12

  secondary aliphatic amines with tetramethylthiuram disulfide in various solvents at different temperatures was studied. At 110°C, the reactions with primary amines afforded mixed,N,N-dimethyl-N′-alkyl(cycloalkyl)thioureas and symmetricalN,N′-dialkyl(cycloalkyl)thioureas as the final products, while the reactions with secondary amines gave mixtures of dithiocarbamate salts with “symmetrical” derivatives

  研究了脂肪族伯胺和仲胺与二硫化四甲基秋兰姆在不同温度下在各种溶剂中的硫代氨基甲酰化反应。在 110°C，与伯胺反应得到混合的 N,N-二甲基-N'-烷基（环烷基）硫脲和对称的 N,N'-二烷基（环烷基）硫脲作为最终产物，而与仲胺反应得到以“对称”衍生物为主的二硫代氨基甲酸盐混合物。
• THIOCARBAMYLSULFENAMIDES¹
  作者：GEORGE E. P. SMITH、GLEN ALLIGER、EDWARD L. CARR、KENNETH C. YOUNG

  DOI：10.1021/jo01158a002

  日期：1949.11
• Thiocarbamoylation of amine-containing compounds
  作者：Luu Van Boi

  DOI：10.1007/bf02494685

  日期：2000.2

  into the final products occur,viz., (1) the reactions of CS2 with primary amines on heating (70–110 °C) yield mixed and symmetrical thioureas and the reactions of CS2 with secondary amines give symmetrical dithiocarbamates, and (2) insertion of CS2 intoS-(thiocarbamoyl)thiohydroxylamines affords thiuram disulfides. Thiuram disulfides formed from primary amines decompose to give isothiocyanates, which

  研究了脂肪胺与四甲基秋兰姆二硫化物 (TMTD) 的硫代氨基甲酰化反应。建立反应以根据两阶段机制进行。在第一阶段，形成S-(硫代氨基甲酰基)硫代羟胺和二硫代氨基甲酸二甲酯。后者与二甲基二硫代氨基甲酸平衡存在，可分解生成二甲胺和二硫化碳。在第二阶段，这些中间体发生了几种竞争性转化为最终产物，即，（1）CS2 与伯胺在加热（70-110°C）下的反应产生混合且对称的硫脲，以及 CS2 与伯胺的反应仲胺产生对称的二硫代氨基甲酸酯，并且（2）将 CS2 插入 S-（硫代氨基甲酰基）硫代羟基胺中得到二硫化秋兰姆。
• Molecular complexes of cobalt(II) and Zinc(II) chlorides and bromides with 1-piperidinyl dimethylcarbamodithioate (L): Crystal structures of L and [ZnLBr2]
  作者：I. I. Seifullina、G. N. Khitrich、A. V. Vologzhanina

  DOI：10.1134/s0036023611020252

  日期：2011.2

  Complexes of MX2(M = Co, Zn; X = Cl, Br) with 1-piperidinyl dimethylcarbamodithioate (L) of composition [MLX2] have been synthesized. The compounds have been studied by elemental analysis; X-ray diffraction; thermogravimetry; conductometry; magnetochemistry; and IR, H-1 NMR, and electronic absorption spectroscopy. The ligand molecule is coordinated to the metal atoms in a bidentate chelating mode through the thione sulfur atom and the sulfenamide nitrogen atom to form a five-membered chelate ring. The structures of L and [ZnLBr2] have been determined by X-ray crystallography.