(3,5-dimethyl-1H-pyrazol-4-ylmethyl)isopropylamine | 306747-99-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (3,5-dimethyl-1H-pyrazol-4-ylmethyl)isopropylamine
• 英文别名: 3,5-dimethyl-4-(isopropylamino)methylpyrazole；N-[(3,5-dimethyl-1H-pyrazol-4-yl)methyl]propan-2-amine
• CAS: 306747-99-9
• 化学式: C₉H₁₇N₃
• 分子量: 167.254
• InChiKey: LALHAMNLESVFHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  40.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3,5-dimethyl-1H-pyrazol-4-ylmethyl)isopropylamine 、 chloro(1,5-cyclooctadiene)rhodium(I) dimer 在 NaOMe 作用下， 以 甲苯 为溶剂， 以90%的产率得到[(1,5-cyclooctadiene)(3,5-Me2-4-(i-PrNHCH2)pyrazolato)Rh]2*0.5CHCl3
  参考文献：
  名称：

  Synthesis and reactivity of 3,5-dimethyl-4-aminomethylpyrazole ligands. An entry to new water-soluble pyrazolate rhodium(I) complexes

  摘要：

  The new pyrazoles 3,5-dimethyl-4-(ethylamino)methylpyrazol (HL1) and 3,5-dimethyl-4-(isopropylamino)methylpyraxole(HL2), both containing aminoalkyl groups at position 4 have been prepared by aminoalkylation of 3,5-dimethylpyrazole and by the reaction between 1-chloromethyl-3,5-dimethylpyrazolium chloride and NH2R amines. The reaction between HL1, HL2 and [RhCl(COD)](2) resulted in complexes of formula [Rh-2(HL1)(2)(COD)(2)]Cl-2 (1) and [Rh-2(HL2)(2)(COD)(2)]Cl-2 (2), which contained the pyrazole ligands in the 'zwitterionic' pyrazolate-ammonium forms. The X-ray structure analysis of 2 confirmed the neutral nature of bridging-pyrazolate ligands and revealed that 1 and 2 belonged to the [Rh-2(Pz)(2)L-2] family of compounds. The same reaction with two equivalents of NaOMe resulted in neutral pyrazolate complexes [Rh-2(L-1)(2)(COD)(2)] (5) and [Rh-2(L-2)(2)(COD)(2)] (6). The reaction between both cationic and neutral pyrazolate complexes and a 1:1 CO-H-2 mixture (20 atm) led to the dinuclear pyrazolate-bridged tetracarbonyl compounds 3, 4, 7 and 8 in good yields. Tetracarbonyl complexes 3 and 4 were not isolated in pure state. All the complexes synthesized are soluble in polar solvents such as water. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00317-x
• 作为产物：
  描述：

  异丙胺 、 1-chloromethyl-3,5-dimethyl-1H-pyrazole hydrochloride 在 氢氧化钾 作用下， 以 水 为溶剂， 反应 15.0h， 以90%的产率得到(3,5-dimethyl-1H-pyrazol-4-ylmethyl)isopropylamine
  参考文献：
  名称：

  Synthesis and reactivity of 3,5-dimethyl-4-aminomethylpyrazole ligands. An entry to new water-soluble pyrazolate rhodium(I) complexes

  摘要：

  The new pyrazoles 3,5-dimethyl-4-(ethylamino)methylpyrazol (HL1) and 3,5-dimethyl-4-(isopropylamino)methylpyraxole(HL2), both containing aminoalkyl groups at position 4 have been prepared by aminoalkylation of 3,5-dimethylpyrazole and by the reaction between 1-chloromethyl-3,5-dimethylpyrazolium chloride and NH2R amines. The reaction between HL1, HL2 and [RhCl(COD)](2) resulted in complexes of formula [Rh-2(HL1)(2)(COD)(2)]Cl-2 (1) and [Rh-2(HL2)(2)(COD)(2)]Cl-2 (2), which contained the pyrazole ligands in the 'zwitterionic' pyrazolate-ammonium forms. The X-ray structure analysis of 2 confirmed the neutral nature of bridging-pyrazolate ligands and revealed that 1 and 2 belonged to the [Rh-2(Pz)(2)L-2] family of compounds. The same reaction with two equivalents of NaOMe resulted in neutral pyrazolate complexes [Rh-2(L-1)(2)(COD)(2)] (5) and [Rh-2(L-2)(2)(COD)(2)] (6). The reaction between both cationic and neutral pyrazolate complexes and a 1:1 CO-H-2 mixture (20 atm) led to the dinuclear pyrazolate-bridged tetracarbonyl compounds 3, 4, 7 and 8 in good yields. Tetracarbonyl complexes 3 and 4 were not isolated in pure state. All the complexes synthesized are soluble in polar solvents such as water. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00317-x

文献信息

• Constructor graph description of hydrogen bonding in a supramolecular assembly of (3,5-dimethyl-1<i>H</i>-pyrazol-4-ylmethyl)isopropylammonium chloride monohydrate
  作者：Ilia A. Guzei、Frankline K. Keter、Lara C. Spencer、James Darkwa

  DOI：10.1107/s0108270107031952

  日期：2007.8.15

  Five distinct strong hydrogen- bonding interactions of four kinds ( N - H center dot center dot center dot Cl, N - H center dot center dot center dot O, O - H center dot center dot center dot N, and O - H center dot center dot center dot Cl) connect molecules of the title compound, C9H18N3+ center dot Cl- center dot H2O, in the crystal structure into corrugated sheets stacked along the a axis. The intermolecular interactions are efficiently described in terms of the first-through fifth- level graph sets. A two- dimensional constructor graph helps visualize the supramolecular assembly.