N,N-diethyl-N'-pivaloylthiourea | 398995-31-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫脲类
• 英文名称: N,N-diethyl-N'-pivaloylthiourea
• 英文别名: N-(diethylcarbamothioyl)-2,2-dimethylpropanamide
• CAS: 398995-31-8
• 化学式: C₁₀H₂₀N₂OS
• mdl: MFCD08780708
• 分子量: 216.348
• InChiKey: WFGRAMXTAINIKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  64.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  copper(II) acetate monohydrate 、 N,N-diethyl-N'-pivaloylthiourea 以 甲醇 、 水 为溶剂， 生成 copper(II) N,N-diethyl-N'-pivaloylthioureate
  参考文献：
  名称：

  Thermochemical and structural studies of Cu(II) and Ni(II) complexes with N,N-diethyl-N′-pivaloylthiourea

  摘要：

  The standard (p(0) = 0.1 MPa) molar enthalpies of formation of crystalline bis(N,N-diethyl-N'-pivaloylthioureato)copper(II), Cu(PVET)(2), and bis(N,N-diethyl-N'-pivaloylthioureato)nickel(II), Ni(PVET)(2), were measured, at T = 298.15 K, by solution-reaction isoperibol calorimetry. The standard molar enthalpies of sublimation, at T = 298.15 K, of both complexes were obtained using a Knudsen effusion technique. These values were used to derive the standard molar enthalpy of formation of Cu(PVET)(2) and Ni(PVET)(2) in gaseous phase, and to evaluate the difference between the mean metal-ligand and the hydrogen-ligand bond dissociation enthalpies, in these compounds. The N-H homolytic bond dissociation enthalpy in N,N-diethyl-N'-pivaloylthiourea ligand (HPVET) was calculated by high-level density functional theory based calculations. The three-dimensional structures of Cu(PVET)(2) and Ni(PVET)(2) are presented and show a planar coordination around the metal in both molecules. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(03)00268-8
• 作为产物：
  描述：

  potassium thioacyanate 、 三甲基乙酰氯 、 二乙胺 以 丙酮 为溶剂， 生成 N,N-diethyl-N'-pivaloylthiourea
  参考文献：
  名称：

  Synthesis, characterization and thermochemical properties of N-acyl-N′,N′-diethylthioureas

  摘要：

  我们制备了三种 N-酰基-Nâ²,Nâ²-二乙基硫脲（RCONHCSNEt2，R = iPr、iBu、tBu），并对其进行了表征。在 T = 298.15 K 的温度下，三种结晶化合物在氧气中的标准摩尔燃烧焓（po = 0.1 MPa）是通过旋转炸弹燃烧量热法测量的，而化合物的标准摩尔升华焓则是通过微量热法测量的。这些数值分别用于推导化合物在晶体和气态下的标准摩尔形成焓。本文对得出的气态标准摩尔形成焓进行了比较讨论。在二氧六环和水的混合物中，用 pH 电位法测定了酸常数和一些复合物的稳定性。根据热化学结果，N,N-二乙基-Nâ²-异戊酰基硫脲的晶体结构显示，CS基团的Ï电子在碳â胺氮键（CSâNEt2）上分散，从而稳定了分子。

  DOI：

  10.1039/b104709b

文献信息

• Rare, hypodentate L-κ<i>S</i> coordination mode of <i>N</i>,<i>N</i>-dialkyl-<i>N</i>′-aroylthioureas leads to unprecedented mixed-ligand [Pt(phen)(L-κ<i>S</i>)₂] complexes
  作者：Izak A. Kotzé、Vincent J. Smith、Edmore F. Kangara、Klaus R. Koch

  DOI：10.1039/c7nj03178e

  日期：——

  hioureato, the [Pt(phen)(L1-κS)2] complex is the dominant product obtained in highest yield. Single-crystal X-ray diffraction analysis of [Pt(phen)(L1-κS)2] indicates significant intramolecular π–cation type stacking interactions that appear to stabilize these hypo-dentate (L-κS)− modes of coordination. Significantly, 1D-NOE NMR spectroscopy shows that for the [Pt(phen)(L1-κS)2] complex, the intra-molecular

  新颖，不带电荷的混合配体[PT（1,10-菲咯啉）（L Ñ -κ小号）2 ]（Ñ = 1，2）的复合物已被分离，在其中两个通常螯合剂Ñ，Ñ -dibutyl- Ñ ' - 1-萘-thioureato（L 1）- ，或ñ，ñ二乙基ñ ' -苯甲酰基thioureato（L 2）-的阴离子配位的Pt（phen）的氯2以前所未有的κ小号-thio / amido的协调方式。这些先前未鉴定的化合物，是不希望的副产物在生物活性的混合配位体的合成[PT（二亚胺）（L-κ ø，小号）] + X -络合物盐，其中这种HL的证据充分的倾向ñ配体在二齿（L-κ坐标ø，小号协调的）模式被利用。在的情况下Ñ，Ñ -dibutyl- Ñ '-1-萘甲-thioureato时，[铂（苯）（L 1 -κ小号）2复合物是获得最高收率的主要产物。[PT（苯）（L的单晶X射线衍射分析1 -κ小号）2 ]表示的分子内显著π-
• Synthesis, characterization and thermochemical properties of N-acyl-N′,N′-diethylthioureas
  作者：Manuel A. V. Ribeiro da Silva、Maria D. M. C. Ribeiro da Silva、Luís C. M. da Silva、Frank Dietze、Eberhard Hoyer、Lothar Beyer、Bernd Schröder、Ana M. Damas、Joel F. Liebman

  DOI：10.1039/b104709b

  日期：2001.11.1

  Three N-acyl-N′,N′-diethylthioureas, RCONHCSNEt2, R = iPr, iBu, tBu, have been prepared and characterised. The standard (po = 0.1 MPa) molar enthalpies of combustion in oxygen of the three crystalline compounds, at T = 298.15 K, have been measured by rotating bomb-combustion calorimetry, and the standard molar enthalpies of sublimation of the compounds by microcalorimetry. These values were used to derive the standard molar enthalpies of formation of the compounds in their crystalline and gaseous phases, respectively. The derived standard molar enthalpies of formation in the gaseous state are discussed comparatively. Acid constants and some complex stabilities have been measured pH-potentiometrically in dioxane–water mixture. The crystal structure of N,N-diethyl-N′-isovaleroylthiourea is presented and shows a delocalization of the π electrons of the CS group over the carbon–amine nitrogen bond, CS–NEt2, stabilising the molecule, in accordance with the thermochemical results.

  我们制备了三种 N-酰基-Nâ²,Nâ²-二乙基硫脲（RCONHCSNEt2，R = iPr、iBu、tBu），并对其进行了表征。在 T = 298.15 K 的温度下，三种结晶化合物在氧气中的标准摩尔燃烧焓（po = 0.1 MPa）是通过旋转炸弹燃烧量热法测量的，而化合物的标准摩尔升华焓则是通过微量热法测量的。这些数值分别用于推导化合物在晶体和气态下的标准摩尔形成焓。本文对得出的气态标准摩尔形成焓进行了比较讨论。在二氧六环和水的混合物中，用 pH 电位法测定了酸常数和一些复合物的稳定性。根据热化学结果，N,N-二乙基-Nâ²-异戊酰基硫脲的晶体结构显示，CS基团的Ï电子在碳â胺氮键（CSâNEt2）上分散，从而稳定了分子。
• Thermochemical and structural studies of Cu(II) and Ni(II) complexes with N,N-diethyl-N′-pivaloylthiourea
  作者：Manuel A.V Ribeiro da Silva、Maria D.M.C Ribeiro da Silva、Luı́s C.M da Silva、José R.B Gomes、Ana M Damas、Frank Dietze、Eberhard Hoyer

  DOI：10.1016/s0020-1693(03)00268-8

  日期：2003.12

  The standard (p(0) = 0.1 MPa) molar enthalpies of formation of crystalline bis(N,N-diethyl-N'-pivaloylthioureato)copper(II), Cu(PVET)(2), and bis(N,N-diethyl-N'-pivaloylthioureato)nickel(II), Ni(PVET)(2), were measured, at T = 298.15 K, by solution-reaction isoperibol calorimetry. The standard molar enthalpies of sublimation, at T = 298.15 K, of both complexes were obtained using a Knudsen effusion technique. These values were used to derive the standard molar enthalpy of formation of Cu(PVET)(2) and Ni(PVET)(2) in gaseous phase, and to evaluate the difference between the mean metal-ligand and the hydrogen-ligand bond dissociation enthalpies, in these compounds. The N-H homolytic bond dissociation enthalpy in N,N-diethyl-N'-pivaloylthiourea ligand (HPVET) was calculated by high-level density functional theory based calculations. The three-dimensional structures of Cu(PVET)(2) and Ni(PVET)(2) are presented and show a planar coordination around the metal in both molecules. (C) 2003 Elsevier B.V. All rights reserved.