1-(2-巯基乙基)-3,5-二甲基吡唑 | 18182-48-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-(2-巯基乙基)-3,5-二甲基吡唑
• 英文名称: 1-(2-mercaptoethyl)-3,5-dimethylpyrazole
• 英文别名: N-(2-mercaptoethyl)-3,5-dimethylpyrazole；2-(3,5-dimethyl-pyrazol-1-yl)-ethanethiol；β-(3,5-Dimethylpyrazolyl)-ethylmercaptan；2-(3,5-dimethylpyrazol-1-yl)ethanethiol
• CAS: 18182-48-4
• 化学式: C₇H₁₂N₂S
• 分子量: 156.252
• InChiKey: KTJUMXYXXDUCNU-UHFFFAOYSA-N

物化性质

• 沸点：
  82-85 °C(Press: 0.1-0.2 Torr)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  18.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-巯基乙基)-3,5-二甲基吡唑 、 3-氯-1-丙醇 在 sodium hydroxide 作用下， 反应 4.5h， 以60%的产率得到1-(3-thia-6-hydroxyhexyl)-3,5-dimethylpyrazole
  参考文献：
  名称：

  具有 NOS 供体组的三齿吡唑基配体的新型 NiII、PdII 和 PtII 配合物的合成、表征和 X 射线晶体结构

  摘要：

  用[PdCl2(CH3CN)2]处理配体1-(3-thia-5-羟基戊基)-3,5二甲基吡唑(thpd)和1-(3-thia-6-羟基己基)3,5-二甲基吡唑(thhd) , [PtCl2(CH3CN)2] 和 NiCl2·6H2O 生成复合物 [MCl2(L)] [M= Pd, L = thpd (1), thhd (2); M = Pt, L = thpd (3), thhd (4); M = Ni, L = thpd (5), thhd (6)]，已通过元素分析、电导率、IR、电子光谱和 NMR 光谱（如果可能）进行表征。通过单晶 X 射线衍射确定的 2、3 和 4 的晶体结构均由离散的 [MCl2(L)] 单元组成。每个 MII 原子都由来自配体的吡唑基氮和硫醚硫以及两个顺式氯离子以方形平面几何结构配位。[NiCl2(thpd)] 在非无水醇中结晶得到 [NiCl(H2O)2(thpd)]Cl

  DOI：

  10.1002/ejic.200300035

文献信息

• Coordination properties of N2S (1,5-bis(3,5-dimethyl-1-pyrazolyl)-3-thiapentane) or N2S2 (1,8-bis(3,5-dimethyl-1-pyrazolyl)-3,6-dithiaoctane or 1,2-bis[3-(3,5-dimethyl-1-pyrazolyl)-2-thiapropyl]benzene) donor ligands toward Rh(I)
  作者：Jordi Garcı́a-Antón、René Mathieu、Noël Lugan、Josefina Pons Picart、Josep Ros

  DOI：10.1016/j.jorganchem.2004.02.014

  日期：2004.5.1

  loses one molecule of carbon monoxide to give [3][BF4]. The latter is prone to react with carbon monoxide to partially regenerate [2][BF4]. The ligands 1,2-bis[3-(3,5-dimethyl-1-pyrazolyl)-2-thiapropyl]benzene (bddf) and 1,8-bis(3,5-dimethyl-1-pyrazolyl)-3,6-dithiaoctane (bddo) are seen to react with two equivalents of [Rh(COD)(THF)2][BF4] to give the dinuclear complexes [Rh2(bddf)(COD)2][BF4]2 ([4][BF4]2)

  1,5-双（3,5-二甲基-1-吡唑基）-3-硫杂戊烷配体（bdtp）与[Rh（COD）（THF）2 ] [BF 4 ]反应得到[Rh（COD）（bdtp）] [BF 4 ]（[ 1 ] [BF 4 ]），在NMR时间尺度上是溶液中的通量。用一氧化碳进行进一步处理会导致1,5-环辛二烯配体的置换，生成两种络合物的混合物，即[Rh（CO）2（bdtp）] [BF 4 ]（[ 2 ] [BF 4 ] ）和铑[Rh（CO）（BDTP -κ 3 ñ，ñ，小号）] [BF 4]（[ 3 ] [BF 4 ]）。在溶液中，[ 2 ] [BF 4 ]中存在作为两种异构体的混合物，的[Rh（CO）2（BDTP -κ 2 Ñ，Ñ）] +（[ 2A ] +）和铑[Rh（CO）2（BDTP -κ 3 ñ，ñ，小号）] +（[ 2B ] + ;主要异构体）在NMR时间规模迅速互变。在室温下，[ 2 ] [BF 4]容易失去一分子的一氧化碳而得到[
• Synthesis, X-ray crystal structure, and NMR characterisation of thiolate-bridged dinuclear Ni(II), Pd(II) and Pt(II) complexes of didentate ligands with NS-donor set
  作者：Jordi Garcı́a-Antón、Josefina Pons、Xavier Solans、Mercè Font-Bardia、Josep Ros

  DOI：10.1016/s0020-1693(03)00333-5

  日期：2003.11

  Each Pd(II) atom is coordinated by a pyrazolic nitrogen, one chlorine and two bridging sulfur atoms. When the synthesis of complex 1 was carried out in acetonitrile and in the presence of oxygen, [NiCl3(Hdeds)] (4) was formed (deds=1,1′-(dithiodiethylene)bis(3,5-dimethylpyrazole)). The crystal structure of this complex was also determined by single-crystal X-ray diffraction method. The structure consists

  与N-（2-巯基乙基）-3,5-二甲基吡唑（Hmed），[MCl（med）] 2（M = Ni（1），Pd（2），Pt（3））已合成，并通过元素分析，电导率，IR，电子光谱和NMR光谱进行了表征。通过单晶X射线衍射法确定2的晶体结构。该结构由硫醇盐桥连的双核单元组成。每个Pd（II）原子由吡唑氮，一个氯和两个桥联硫原子配位。当在乙腈中在氧气存在下进行配合物1的合成时，[NiCl 3（Hdeds）]（4）形成（deds ＝ 1，1'-（二硫代二亚乙基）双（3，5-二甲基吡唑））。该配合物的晶体结构也通过单晶X射线衍射法测定。该结构由三个氯离子和一个吡唑氮原子配位的镍（II）离子组成。配体形成是N-（2-巯基乙基）-3,5-二甲基吡唑（Hmed）氧化的结果。
• Synthesis of New Pd ^II Complexes Containing a Thioether‐Pyrazole Hemilabile Ligand − Structural Analysis by ¹ H, ¹³ C NMR Spectroscopy and Crystal Structure of [PdCl(bdtp)]BF ₄ [bdtp = 1,5‐Bis(3,5‐dimethyl‐1‐pyrazolyl)‐3‐thiapentane]
  作者：Jordi García‐Antón、Josefina Pons、Xavier Solans、Mercè Font‐Bardia、Josep Ros

  DOI：10.1002/ejic.200300235

  日期：2003.11

  AbstractTreatment of the ligand 1,5‐bis(3,5‐dimethyl‐1‐pyrazolyl)‐3‐thiapentane (bdtp) with [PdCl2(CH3CN)2] led to a [PdCl2(bdtp)] complex. Subsequent treatment of this complex with AgBF4 gave [PdCl(bdtp)](BF4). These PdII complexes were characterised by elemental analysis, conductivity measurements, IR spectroscopy, and 1H and 13C NMR spectroscopy. Complex [PdCl2(bdtp)] was again obtained when the complex [PdCl(bdtp)](BF4) was heated under reflux in a solution of NEt4Cl in CH2Cl2/MeOH (1:1). Ligand bdtp in complexes 1 and 2 exhibited a hemilabile character. The X‐ray structure of the complex [PdCl(bdtp)](BF4) was determined. The metal atom is tricoordinated by the two azine nitrogen atoms and one thioether sulfur atom of the thioether‐pyrazole ligand, its coordination (distorted square planar) being completed with one chloride ion. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• Reactivity of [PdCl(μ-med)]2 with monodentate or bidentate ligands. Structure of the dinuclear complexes [Pd(μ-med)(PPh3)]2(BF4)2 and [Pd(μ-med)(bpy)]2(BF4)2. [Hmed=N-(2-mercaptoethyl)-3,5-dimethylpyrazole]
  作者：Jordi Garcı́a-Antón、Josefina Pons、Xavier Solans、Mercè Font-Bardia、Josep Ros

  DOI：10.1016/j.ica.2003.08.013

  日期：2004.1

  Treatment of the ligand N-(2-mercaptoethyl)-3,5-dimethylpyrazole with [Pd(CH3COO)(2)](3) and reaction of [PdCl(mu-med)](2) with pyridine (py) or triphenylphosphine (PPh3) in the presence of AgBF4 produced the following complexes: [Pd(CH3COO)(mu-med)](2), [Pd(mu-med)(py)](2)(BF4)(2) and [Pd(mu-med)(PPh3)](2)(BF4)(2). Similar reactions carried out with 2,2'-bipyridine (bpy) or 1,3-bis(diphenylphosphino)propane (dppp) produced [Pd(mu-med)(bpy)](x)(BF4)(x) (x = 1 or 2) and [Pd(mu-med)(dppp)](x)(BF4)(x) (x = 1 or 2). Treatment of [Pd(mu-med)(bpy)](x)(BF4)(x) with [PdCl2(CH3CN)(2)] produced [Pd3Cl2(mu-med)(2)(bpy)(2)](BF4)(2). Treatment of [Pd (mu-med)(dppp)](x)(BF4)(x) with [PdCl2(CH3CN)(2)] produced a mixture of [Pd(mu-Cl)(dppp)](2)(BF4)(2) and [Pd(mu-med)(2)(dppp)](2+). X-ray crystal structures of [Pd(mu-med)(PPh3)](2)(BF4)(2) . 2CH(3)CN and [Pd(mu-med)(bpy)](2)(BF4)(2) . 0.5CH(3)OH are presented. (C) 2003 Elsevier B.V. All rights reserved.