N-[(3,5-二甲基-1H-吡唑-4-基)甲基]乙胺 | 306747-98-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N-[(3,5-二甲基-1H-吡唑-4-基)甲基]乙胺
• 中文别名: 5-{2-[(4-甲基苯基)磺酰]乙基}-1,3,4-噻二唑-2-胺
• 英文名称: 3,5-dimethyl-4-(ethylamino)methylpyrazole
• 英文别名: N-((3,5-Dimethyl-1H-pyrazol-4-yl)methyl)ethanamine；N-[(3,5-dimethyl-1H-pyrazol-4-yl)methyl]ethanamine
• CAS: 306747-98-8
• 化学式: C₈H₁₅N₃
• 分子量: 153.227
• InChiKey: GAMGFCGUDFOIOK-UHFFFAOYSA-N

物化性质

• 沸点：
  289.1±35.0 °C(Predicted)
• 密度：
  1.010±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  N-[(3,5-二甲基-1H-吡唑-4-基)甲基]乙胺 、 chloro(1,5-cyclooctadiene)rhodium(I) dimer 以 二氯甲烷 为溶剂， 以99%的产率得到[(1,5-cyclooctadiene)(3,5-Me2-4-(EtNH2CH2(Cl))pyrazolato)Rh]2
  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：

  乙胺 、 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N-[(3,5-二甲基-1H-吡唑-4-基)甲基]乙胺
  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

• Bis[μ-4-(ethylammoniomethyl)-3,5-dimethylpyrazolato-κ²<i>N</i>¹:<i>N</i>²]bis[(η⁴-1,5-cyclooctadiene)rhodium(I)] dichloride dichloromethane methanol solvate
  作者：Glòria Esquius、Josefina Pons、Ramón Yáñez、Josep Ros、Xavier Solans、Mercè Font-Bardia

  DOI：10.1107/s0108270101020017

  日期：2002.2.15

  In the title compound, [Rh-2(C8H15N3)(2)(C8H12)(2)]Cl-2.CH2Cl2 .CH3OH, the dinuclear Rh-I complex has C-2 symmetry and the two pyrazolato ligands act as mu-bridges. The coordination of each Rh-I cation is completed by one cyclooctadiene (COD) ligand. It is shown that the average Rh-C(COD) distance is linearly dependent on the Rh-N(pyrazole) distance in this type of compound, and this is ascribed to the steric hindrance produced by the packing.