1,3,5-tris(trifluoromethylsulfonyl)-1,3,5-triazinane | 66183-94-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 1,3,5-tris(trifluoromethylsulfonyl)-1,3,5-triazinane
• 英文别名: 1,3,5-tris(trifluoromethylsulfonyl)hexahydro-1,3,5-triazine
• CAS: 66183-94-6
• 化学式: C₆H₆F₉N₃O₆S₃
• 分子量: 483.314
• InChiKey: FJBRDKBNVBEUEV-UHFFFAOYSA-N

物化性质

• 熔点：
  217-218 °C(Solv: isopropanol (67-63-0); hexane (110-54-3))
• 沸点：
  387.2±52.0 °C(Predicted)
• 密度：
  2.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  137
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 三氟甲磺酰胺 在 硫酸 作用下， 反应 1.0h， 以27%的产率得到1,3,5-tris(trifluoromethylsulfonyl)-1,3,5-triazinane
  参考文献：
  名称：

  Stereodynamics of 1,3,5-tris(trifluoromethylsulfonyl)-1,3,5-triazinane: experimental and theoretical analysis

  摘要：

  Dynamic NMR of 1,3,5-tris(trifluoromethylsulfonyl)-1,3,5-triazinane reveals two dynamic processes: ring inversion leading to equilibrium between two degenerate rotamers of C-s symmetry (Delta G(not equal) = 13.5 kcal/mol), and rotation about the S-N bond leading to equilibrium between the C-s (more stable) and C-3v (2.12 kcal/mol less stable) rotamers (Delta G(not equal) = 13.0 kcal/mol). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.068

文献信息

• Cascade Transformations of Trifluoromethanesulfonamide in Reaction with Formaldehyde
  作者：V. I. Meshcheryakov、A. I. Albanov、B. A. Shainyan

  DOI：10.1007/s11178-005-0351-3

  日期：2005.9

  Trifluoromethanesulfonamide reacts with paraformaldehyde in acid medium to give both open-chain and cyclic condensation products: bis(trifluoromethylsulfonylamino)methane, N, N-bis(trifluoromethylsulfonylaminomethyl)trifluoromethanesulfonamide, 5-(trifluoromethylsulfonyl)dihydro-1,3,5-dioxazine, 3,5-bis(trifluoromethylsulfonyl)tetrahydro-1,3,5-oxadiazine, 1,3,5-tris(trifluoromethylsulfonyl)hexahydro-1,3,5-triazine, 5,7-bis(trifluoromethylsulfonyl)-1,3,5,7-dioxadiazocane, and 5,7,9-tris(trifluoromethylsulfonyl)-1,3,5,7,9-dioxatriazecane. Amidoalkylation of acetonitrile in the system trifluoromethanesulfonamide-paraformaldehyde-phosphoric acid leads to formation of N-(trifluoromethylsulfonylaminomethyl)acetamide.

  三氟甲磺酰胺在酸性介质中与多聚甲醛反应，生成开链和环状缩合产物：双(三氟甲磺酰氨基)甲烷、N, N-双(三氟甲磺酰氨基甲基)三氟甲烷磺酰胺、5-(三氟甲磺酰基)二氢-1,3,5-二恶嗪、3,5-双(三氟甲磺酰基)四氢-1、1,3,5-三(三氟甲基磺酰基)六氢-1,3,5-三嗪、5,7-双(三氟甲基磺酰基)-1,3,5,7-二噁二唑烷和 5,7,9-三(三氟甲基磺酰基)-1,3,5,7,9-二噁三嗪。乙腈在三氟甲磺酰胺-甲醛-磷酸体系中进行氨基烷基化反应，可生成 N-(三氟甲基磺酰氨基甲基)乙酰胺。
• Reactions of trifluoromethanesulfonamide with amides and paraformaldehyde
  作者：V. I. Meshcheryakov、Yu. S. Danilevich、M. Yu. Moskalik、N. Yu. Stetsyura、V. E. Zavodnik、V. K. Bel’skii、B. A. Shainyan

  DOI：10.1134/s1070428007060012

  日期：2007.6

  Two- and three-component condensations of paraformaldehyde with trifluoromethanesulfonamide, acetamide, trifluoroacetamide, 1H-benzotriazole, methanesulfonamide, and malonamide were studied. N-Hydroxymethyl derivatives of trifluoroacetamide and 1H-benzotriazole reacted with trifluoromethanesulfonamide to give N-(trifluoroacetylaminomethyl)- and N-(1H-benzotriazol-1-ylmethyl)-substituted derivatives of tri-fluoromethanesulfonamide, as well as N,N'-methylenebis(trifluoromethylsulfonamide) and N-(trifluoromethyl-sulfonylaminomethyl)trifluoroacetamide as transamination products. Three-component condensation of trifluoromethanesulfonamide with paraformaldehyde and methanesulfonamide led to the formation of 1-methylsulfonyl-3,5-bis(trifluoromethylsulfonyl)hexahydro-1,3,5-triazine, and the reaction of trifluoromethanesulfonamide with paraformaldehyde and malonamide gave 4,10-bis(trifluoromethylsulfonyl)-2,4,8,10-tetraazaspiro-[5.5]undecane-1,7-dione whose structure was proved by X-ray analysis.
• ROESKY H. W.; ARAMAKI M.; SCHOENFELDER L., ANGEW. CHEM., 1978, 90, NO 5, 382 2=#5#
  作者：ROESKY H. W.、 ARAMAKI M.、 SCHOENFELDER L.

  DOI：——

  日期：——