N-tert-butyl-2,3-dimercaptobenzamide | 1403673-09-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-tert-butyl-2,3-dimercaptobenzamide
• 英文别名: N-tert-butyl-2,3-bis(sulfanyl)benzamide
• CAS: 1403673-09-5
• 化学式: C₁₁H₁₅NOS₂
• 分子量: 241.378
• InChiKey: MVXUKPBCFXOJPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  31.1
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-tert-butyl-2,3-dimercaptobenzamide 、 以 乙二醇二甲醚 、 乙醚 为溶剂， 反应 48.0h， 以32%的产率得到
  参考文献：
  名称：

  钼类似物中含有两个分子内NH⋯S氢键 的单氧钨（iv）和二氧钨（vi）苯二硫酸酯的显着差异†

  摘要：

  含有两个分子内NH⋯S氢键（NEt 4）2 [W IV O（1,2-S 2 -3- t -BuNHCOC 6 H 3）2 ]（1-W）的单氧钨（IV）苯二硫醇盐络合物，通过新的起始配合物（NEt 4）2 [W IV O（SC 6 F 5）4 ]与部分去质子化的二硫醇之间的配体交换反应合成了SnO。当在溶液中使用二硫醇时，将羰基配体质子化并除去，得到（NEt 4）2 [W IV（1,2-S 2 -3- t -BuNHCOC 6 H 3） 3 ]。的反式异构体，反式- 1-W ，结晶，并测定分子结构通过X射线衍射分析。反式- 1-W逐渐通过在溶液中加热异构化并且它最终达到约1：1种的混合物的反式/顺式48天后异构体。但是，反式量略有过量异构体仍然存在，因此异构化速率比钼类似物要慢得多。在NEt 4 BH 4存在下，在乙腈d 3中观察到NH质子的氘化。两者的氧化反式和-顺式- 1-W通过我3 N

  DOI：

  10.1039/c5dt03278d
• 作为产物：
  描述：

  2,3-dimercaptobenzoic acid 在 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 生成 N-tert-butyl-2,3-dimercaptobenzamide
  参考文献：
  名称：

  Selective and Effective Stabilization of Mo^VI═O Bonds by NH···S Hydrogen Bonds via Trans Influence

  摘要：

  A monooxomolybdenum(IV) complex containing two intramolecular NH center dot center dot center dot S hydrogen bonds, (NEt4)(2)[(MoO)-O-IV-(1,2-S-2-3-t-BuNHCOC6H3)(2)], was synthesized. The trans isomer was crystallized as the major product, and the molecular structure was determined by X-ray analysis. The trans isomer was isomerized by heating in solution to give a 1:1 mixture of trans and cis isomers. Oxidation of these isomers by Me3NO afforded (NEt4)(2)[(MoO2)-O-VI(1,2-S-2-3-t-BuNHCOC6H3)(2)]. H-1 NMR analysis revealed that the dioxomolybdenum(VI) complex existed as a single isomer where both oxo ligands were trans to each of the two hydrogen-bonded thiolate ligands. The Mo-VI=O bond was effectively stabilized by the NH center dot center dot center dot S hydrogen bond via trans influence, which was determined using resonance Raman spectroscopy. These results were supported by preliminary density functional theory calculations.

  DOI：

  10.1021/ic301597d

文献信息

• Selective and Effective Stabilization of Mo^VI═O Bonds by NH···S Hydrogen Bonds via <i>Trans</i> Influence
  作者：Taka-aki Okamura、Miki Tatsumi、Yui Omi、Hitoshi Yamamoto、Kiyotaka Onitsuka

  DOI：10.1021/ic301597d

  日期：2012.11.5

  A monooxomolybdenum(IV) complex containing two intramolecular NH center dot center dot center dot S hydrogen bonds, (NEt4)(2)[(MoO)-O-IV-(1,2-S-2-3-t-BuNHCOC6H3)(2)], was synthesized. The trans isomer was crystallized as the major product, and the molecular structure was determined by X-ray analysis. The trans isomer was isomerized by heating in solution to give a 1:1 mixture of trans and cis isomers. Oxidation of these isomers by Me3NO afforded (NEt4)(2)[(MoO2)-O-VI(1,2-S-2-3-t-BuNHCOC6H3)(2)]. H-1 NMR analysis revealed that the dioxomolybdenum(VI) complex existed as a single isomer where both oxo ligands were trans to each of the two hydrogen-bonded thiolate ligands. The Mo-VI=O bond was effectively stabilized by the NH center dot center dot center dot S hydrogen bond via trans influence, which was determined using resonance Raman spectroscopy. These results were supported by preliminary density functional theory calculations.
• Significant differences of monooxotungsten(<scp>iv</scp>) and dioxotungsten(<scp>vi</scp>) benzenedithiolates containing two intramolecular NH⋯S hydrogen bonds from molybdenum analogues
  作者：A. Taka-aki Okamura、Yui Omi、Manami Fujii、Miki Tatsumi、Kiyotaka Onitsuka

  DOI：10.1039/c5dt03278d

  日期：——

  trans isomer, trans-1-W, was crystallized, and the molecular structure was determined via X-ray analysis. Trans-1-W was gradually isomerized by heating it in solution and it eventually achieved an approximately 1 : 1 mixture of trans/cis isomers after 48 days. However, a slightly excess amount of trans isomer remained, so the isomerization rate was considerably slower than that of the molybdenum analogue

  含有两个分子内NH⋯S氢键（NEt 4）2 [W IV O（1,2-S 2 -3- t -BuNHCOC 6 H 3）2 ]（1-W）的单氧钨（IV）苯二硫醇盐络合物，通过新的起始配合物（NEt 4）2 [W IV O（SC 6 F 5）4 ]与部分去质子化的二硫醇之间的配体交换反应合成了SnO。当在溶液中使用二硫醇时，将羰基配体质子化并除去，得到（NEt 4）2 [W IV（1,2-S 2 -3- t -BuNHCOC 6 H 3） 3 ]。的反式异构体，反式- 1-W ，结晶，并测定分子结构通过X射线衍射分析。反式- 1-W逐渐通过在溶液中加热异构化并且它最终达到约1：1种的混合物的反式/顺式48天后异构体。但是，反式量略有过量异构体仍然存在，因此异构化速率比钼类似物要慢得多。在NEt 4 BH 4存在下，在乙腈d 3中观察到NH质子的氘化。两者的氧化反式和-顺式- 1-W通过我3 N