N-(trimethylstannyl)-2,2,2-trifluoroacetamide | 152071-56-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(trimethylstannyl)-2,2,2-trifluoroacetamide
• 英文别名: 2,2,2-trifluoro-N-trimethylstannylacetamide
• CAS: 152071-56-2
• 化学式: C₅H₁₀F₃NOSn
• 分子量: 275.846
• InChiKey: RECMHKYNPFNMQV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11.0
• 可旋转键数：
  1.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  2,2,2-三氟乙酰胺 、 三甲基氯化锡 在 triethylamine 作用下， 以 三乙胺 为溶剂， 以66.2%的产率得到N-(trimethylstannyl)-2,2,2-trifluoroacetamide
  参考文献：
  名称：

  Synthesis and Structural Features of N-Mono- and N,N-Bis(trimethylstannyl)acetamide Derivatives

  摘要：

  The synthesis of CF3C(O)NH(SnMe(3)) (1), CH3C(O)NR(SnMe(3)) (2, R = H; 3, R = Me; 4, R = Ph) and CH3C(O)N(SnMe(3))(2) (5) are reported. The IR and NMR (H-1, C-13, Sn-119) spectra are consistent with strong dominance of the planar amidate (rather than an imidate) tautomer. The Sn-119 NMR spectra of 1-5 are temperature invariant. The structures of 3 and 5, determined by X-ray means, revealed the presence of an intramolecular Sn- - -O interaction in which the SnMe(3) group is cis to the carbonyl, and an intermolecular O- - -Sn interaction which is stronger. Comparison of the solution and solid state Sn-119 NMR chemical shifts of 3 and 5 indicates that both types of Sn- - -O interactions are more robust in the solid state, Crystallographic data for 3: space group P2(1)/n, a = 9.866 (3) Angstrom, b = 9.574 (4) Angstrom, c = 9.881 (3) Angstrom, alpha = 90 degrees, beta = 98.90 (1)degrees, gamma = 90.0 degrees, V = 922.1 (6) Angstrom(3); R = 0.0284. Crystallographic data for 5: space group P2(1)/n, a = 6.898(1) Angstrom, b = 16.884(1) Angstrom, c = 11.222(3) Angstrom, alpha = 90.0 degrees, beta = 94.54(1)degrees, gamma = 90.0 degrees, V = 1302.9(4) Angstrom(3), R = 0.025.

  DOI：

  10.1021/ic00128a029