Acetone methanesulfonylhydrazone | 98026-09-6

• 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: Acetone methanesulfonylhydrazone
• 英文别名: acetonemethanesulfonylhydrazone；methanesulfonic acid isopropylidenehydrazide；N-Isopropyliden-N'-methansulfonyl-hydrazin；Methansulfonsaeure-isopropylidenhydrazid；Aceton-methansulfonylhydrazon；N-(propan-2-ylideneamino)methanesulfonamide
• CAS: 98026-09-6
• 化学式: C₄H₁₀N₂O₂S
• 分子量: 150.202
• InChiKey: OUDVXLQTVWEUSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  66.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  五羰基溴铼(I) 、 Acetone methanesulfonylhydrazone 以 四氢呋喃 为溶剂， 以79%的产率得到[Re(CO)4Br(acetonemethanesulfonylhydrazone)]
  参考文献：
  名称：

  Synthesis and Characterization of Metal Carbonyl Complexes of M(CO)₆ (M = Cr, Mo, and W), Re(CO)₅Br, and Mn(CO)₃Cp with Acetonemethanesulfonylhydrazone (amsh) and Methanesulfonylhydrazone (msh)

  摘要：

  Ten new complexes, [M(CO)(5)(amsh)] [M = Cr; (1a), Mo; (2a), W; (3a)], [Re(CO)(4)Br(amsh)] (4a), and [Mn(CO)(2)(amsh)Cp] (5a) and [M(CO)(5) (msh)] [M = Cr; (1b); Mo, (2b); W, (3b)], [Re(CO)4Br(msh)], (4b), and [Mn(CO)(3)(msh)], (5b), have been synthesized by the photochemical reaction of the metal carbonyls [M(CO)(6)] (M = Cr, Mo, and W), [Re(CO)(5)Br], and [Mn(CO)(3)Cp] with acetonemethanesulfonylhydrazone (amsh) and methanesulfonyl hydrazine (msh). The complexes have been characterized by elemental analyses, mass spectrometry, FT-IR and H-1 NMR spectroscopy. The spectroscopic studies show that amsh and msh behave as a monodentate ligands coordinating via an imine N donor atom in (1a)-(5a) and a hydrazine N donor atom in (1b)-(5b).

  DOI：

  10.1081/sim-120037527
• 作为产物：
  描述：

  甲磺酰肼 、 丙酮 在 水 作用下， 生成 Acetone methanesulfonylhydrazone
  参考文献：
  名称：

  磺酰hydr盐的分解—Ⅰ：机理与立体化学

  摘要：

  Bamford-Stevens反应中的决定速率的阶段显示为磺酰a阴离子的单分子消除。显然，在所有情况下，这都会产生仲脂族重氮化合物，然后将其进行热分解。这样的重氮化合物可以在富含可用质子的溶剂中分解，例如Bamford和Stevens最初使用的溶剂，主要通过重氮阳离子分解，然后该反应退化为正常脱氨反应的一种形式。乙酰胺是一种方便的溶剂，可最大程度地减少这种影响，并提供更高产率的烃类产品。

  DOI：

  10.1016/s0040-4020(01)93200-4

文献信息

• A Stereospecific Palladium-Catalyzed Route to Monoalkyl Diazenes for Mild Allylic Reduction
  作者：Mohammad Movassaghi、Omar K. Ahmad

  DOI：10.1002/anie.200802921

  日期：2008.11.3
• Synthesis and Characterization of Metal Carbonyl Complexes of M(CO)₆ (M = Cr, Mo, and W), Re(CO)₅Br, and Mn(CO)₃Cp with Acetonemethanesulfonylhydrazone (amsh) and Methanesulfonylhydrazone (msh)
  作者：Ümmühan Özdemir、Nurcan Karacan、Ozan Sanlı Şentürk、Sema Sert、Fadime Uğur (Sarikahya)

  DOI：10.1081/sim-120037527

  日期：2004.7.1

  Ten new complexes, [M(CO)(5)(amsh)] [M = Cr; (1a), Mo; (2a), W; (3a)], [Re(CO)(4)Br(amsh)] (4a), and [Mn(CO)(2)(amsh)Cp] (5a) and [M(CO)(5) (msh)] [M = Cr; (1b); Mo, (2b); W, (3b)], [Re(CO)4Br(msh)], (4b), and [Mn(CO)(3)(msh)], (5b), have been synthesized by the photochemical reaction of the metal carbonyls [M(CO)(6)] (M = Cr, Mo, and W), [Re(CO)(5)Br], and [Mn(CO)(3)Cp] with acetonemethanesulfonylhydrazone (amsh) and methanesulfonyl hydrazine (msh). The complexes have been characterized by elemental analyses, mass spectrometry, FT-IR and H-1 NMR spectroscopy. The spectroscopic studies show that amsh and msh behave as a monodentate ligands coordinating via an imine N donor atom in (1a)-(5a) and a hydrazine N donor atom in (1b)-(5b).
• The decomposition of sulphonyl-hydrazone salts—I
  作者：J.W. Powell、M.C. Whiting

  DOI：10.1016/s0040-4020(01)93200-4

  日期：1959.1

  Bamford-Stevens reaction is shown to be a unimolecular elimination from the anion of the sulphonylhydrazone. This gives, apparently in all cases, a secondary aliphatic diazo-compound, which then undergoes thermal decomposition. Such diazo-compounds may decompose in solvents rich in available protons, such as were originally used by Bamford and Stevens, mainly via the diazonium cation, and the reaction

  Bamford-Stevens反应中的决定速率的阶段显示为磺酰a阴离子的单分子消除。显然，在所有情况下，这都会产生仲脂族重氮化合物，然后将其进行热分解。这样的重氮化合物可以在富含可用质子的溶剂中分解，例如Bamford和Stevens最初使用的溶剂，主要通过重氮阳离子分解，然后该反应退化为正常脱氨反应的一种形式。乙酰胺是一种方便的溶剂，可最大程度地减少这种影响，并提供更高产率的烃类产品。