[[(2-Fluorophenyl)imino-lambda4-sulfanylidene]amino]-trimethylsilane | 207670-82-4

• 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: [[(2-Fluorophenyl)imino-lambda4-sulfanylidene]amino]-trimethylsilane
• 英文别名: [[(2-fluorophenyl)imino-λ4-sulfanylidene]amino]-trimethylsilane
• CAS: 207670-82-4
• 化学式: C₉H₁₃FN₂SSi
• 分子量: 228.366
• InChiKey: VJHDTPIAZCEIDJ-UHFFFAOYSA-N

物化性质

• 沸点：
  249.2±42.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.74
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  25.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [[(2-Fluorophenyl)imino-lambda4-sulfanylidene]amino]-trimethylsilane 在 cesium fluoride 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以23%的产率得到2,1,3-苯并噻二唑
  参考文献：
  名称：

  10.1002/1099-0682(200108)2001:8<2123::aid-ejic2123<3.0.co;2-g

  摘要：

  DOI：

  10.1002/1099-0682(200108)2001:8<2123::aid-ejic2123<3.0.co;2-g
• 作为产物：
  描述：

  N-sulphinyl-2-fluoro-aniline 、 lithium hexamethyldisilazane 在 三甲基氯硅烷 作用下， 以 正己烷 为溶剂， 反应 2.0h， 以85%的产率得到[[(2-Fluorophenyl)imino-lambda4-sulfanylidene]amino]-trimethylsilane
  参考文献：
  名称：

  Arylthiazylamides: Syntheses, Structures, and Bonding Properties

  摘要：

  Air-sensitive, thermally unstable tris(dimethylamino)sulfonium (TAS) salts (3) of the title anions [ArNSN](-) have been prepared from corresponding sulfurdiimides Ar-N=S=N-SiMe3 (2) by Si-N bond cleavage with [(Me2N)(3)S](+)[Me3SiF2](-)(TASF). They are characterized by low-temperature X-ray crystallography as Z isomers. Because of the very short terminal S-NI distance (144.2 (3h) - 147.9 (3i) pm) and the relatively long internal S-N distance (158.3 (3i) - 160.3 (3c) pm) the [ArNSN](-) ions should be regarded as thiazylamides 1b, rare species containing a SN triple bond. A bonding model is developed and the experimental results are compared with those of restricted Hartree-Fock (R drop HF), density functional theory (DFT), and Moller-Plesset second-order (MP2) calculations.

  DOI：

  10.1002/1521-3765(20010817)7:16<3504::aid-chem3504>3.0.co;2-e

文献信息

• Arylsulfurdiimides: a new class of sulfur–nitrogen anion
  作者：Andrey V. Zibarev、Andrey V. Zibarev、Enno Lork、Rüdiger Mews

  DOI：10.1039/a801262h

  日期：——

  N-Aryl-N′-trimethylsulfurdiimides (aryl = 2,6-F2C6H3, 2-FC6H4) react with TASF to give quantitatively the corresponding TAS salts with the ArNSN– anions (2a, 2b), isoelectronic with arylthionylimides 3; because of the short terminal SN bond the anions should be regarded as thiazylamide rather than sulfurdiimide anions.

  N-芳基-N′-三甲基硫双亚胺（芳基 = 2,6-F2C6H3, 2-FC6H4）与TASF反应，定量生成相应的TAS盐，含有ArNSN⁻阴离子（2a, 2b），这些阴离子与芳基硫酰亚胺3具有等电子性；由于短的端基SN键，这些阴离子应被视为噻唑酰胺而非硫双亚胺阴离子。
• 10.1002/1099-0682(200108)2001:8<2123::aid-ejic2123<3.0.co;2-g
  作者：Lork, Enno、Mews, Ruediger、Shakirov, Makhmut M.、Watson, Paul G.、Zibarev, Andrey V.

  DOI：10.1002/1099-0682(200108)2001:8<2123::aid-ejic2123<3.0.co;2-g

  日期：——
• Arylthiazylamides: Syntheses, Structures, and Bonding Properties
  作者：Tobias Borrmann、Enno Lork、Rüdiger Mews、Wolf-Dieter Stohrer、Paul G. Watson、Andrey V. Zibarev

  DOI：10.1002/1521-3765(20010817)7:16<3504::aid-chem3504>3.0.co;2-e

  日期：2001.8.17

  Air-sensitive, thermally unstable tris(dimethylamino)sulfonium (TAS) salts (3) of the title anions [ArNSN](-) have been prepared from corresponding sulfurdiimides Ar-N=S=N-SiMe3 (2) by Si-N bond cleavage with [(Me2N)(3)S](+)[Me3SiF2](-)(TASF). They are characterized by low-temperature X-ray crystallography as Z isomers. Because of the very short terminal S-NI distance (144.2 (3h) - 147.9 (3i) pm) and the relatively long internal S-N distance (158.3 (3i) - 160.3 (3c) pm) the [ArNSN](-) ions should be regarded as thiazylamides 1b, rare species containing a SN triple bond. A bonding model is developed and the experimental results are compared with those of restricted Hartree-Fock (R drop HF), density functional theory (DFT), and Moller-Plesset second-order (MP2) calculations.