5-(dichloromethyl)-3-methyl-1-phenyl-1H-pyrazole-4-carbonitrile | 698367-03-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(dichloromethyl)-3-methyl-1-phenyl-1H-pyrazole-4-carbonitrile
• 英文别名: 5-(dichloromethyl)-3-methyl-1-phenylpyrazole-4-carbonitrile
• CAS: 698367-03-2
• 化学式: C₁₂H₉Cl₂N₃
• 分子量: 266.13
• InChiKey: PHXFLCHHGXNXJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  41.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(dichloromethyl)-3-methyl-1-phenyl-1H-pyrazole-4-carbonitrile 在 N-bromosuccinamide 、 硫酸 、 三乙胺 作用下， 以 四氯化碳 为溶剂， 反应 17.5h， 生成 (+/-)-5-[(3aS,7aR)-1-(4-bromophenyl)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methano-indazol-3-yl]-3-methyl-1-phenyl-1H-pyrazole-4-carbonitrile
  参考文献：
  名称：

  Role of homogeneous solvents on photophysics of 3-pyrazolyl-2-pyrazoline derivative

  摘要：

  S-0 - S-1 and S-0 -> S-2 electronic transitions have been observed in UV-Visible absorption spectroscopy of 3-pyrazolyl-2-pyrazoline (PZ) in different homogeneous solvents. Radiative emissions and relaxation processes from S-1 and S-2 states of PZ have been resolved in water, ethylene glycol and glycerol whereas in polar aprotic and protic solvents the radiative transitions have been observed from S-1 state. The S-2-S-1 electronic energy spacing has been calculated from the absorption maxima of the S-0 -> S-2 transitions and fluorescence maxima of the S-1 -> S-0 transitions. Solute-solvent interactions have been established to rationalize the photophysical modification of PZ in H-bonding solvents. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.cplett.2007.04.031
• 作为产物：
  描述：

  苯肼,盐酸盐 、 (Z)-3-amino-2-(2,2-dichloroacetyl)-2-butenenitrile 在 sodium acetate 作用下， 以 水 为溶剂， 以74%的产率得到5-(dichloromethyl)-3-methyl-1-phenyl-1H-pyrazole-4-carbonitrile
  参考文献：
  名称：

  Chowdhury, S. K. Dutta; Sarkar, Mili; Mahalanabis, Kumar K., Journal of Chemical Research - Part S, 2003, # 11, p. 746 - 748

  摘要：

  DOI：

文献信息

• Spectroscopic investigation of 3-pyrazolyl 2-pyrazoline derivative in homogeneous solvents
  作者：Smritimoy Pramanik、Paltu Banerjee、Arindam Sarkar、Attreyee Mukherjee、Kumar K. Mahalanabis、Subhash Chandra Bhattacharya

  DOI：10.1016/j.saa.2008.04.011

  日期：2008.12

  How solvent conditions such as solvent polarity and hydrogen-bonding affect the fluorescence of a newly synthesized 3-pyrazolyl 2-pyrazoline derivative (Pyz) having pharmaceutical activity has been explored. The solvatochromic effect of Pyz is due to a change in dipole moment of the compound in the excited state. The relaxation of S1 state is perturbed in hydrogen-bonding solvents. The fluorescence

  已经探索了溶剂条件如溶剂极性和氢键如何影响新合成的具有药物活性的3-吡唑基2-吡唑啉衍生物（Pyz）的荧光。Pyz的溶剂化变色效应是由于处于激发态的化合物的偶极矩发生了变化。S1态的弛豫在氢键溶剂中受到干扰。系统的荧光特性强烈取决于介质的极性。介质极性的增加促进了非辐射弛豫过程。考虑到溶质与溶剂的相互作用，已经解释了Pyz在不同溶剂中的光物理响应。
• JP6052673
  申请人：——

  公开号：——

  公开（公告）日：——
• Preparation of 4-Cyano-3-methyl-1-phenyl-1H-pyrazole-5-(4-bromophenyl)nitrile Imine: Regio- and Stereoselective Synthesis of a New Class of Substituted 3-Pyrazolines and Pyrazoles
  作者：Kumar K. Mahalanabis、Attreyee Mukherjee

  DOI：10.3987/com-08-11531

  日期：——

  A regio and stereoselective preparation of a new class of substituted 3-pyrazolyl-2-pyrazolines and pyrazoles in good to excellent yields has been developed by reacting 4-cyanopyrazole-5-nitrile imine with dipolarophiles.
• Chowdhury, S. K. Dutta; Sarkar, Mili; Mahalanabis, Kumar K., Journal of Chemical Research - Part S, 2003, # 11, p. 746 - 748
  作者：Chowdhury, S. K. Dutta、Sarkar, Mili、Mahalanabis, Kumar K.

  DOI：——

  日期：——
• Role of homogeneous solvents on photophysics of 3-pyrazolyl-2-pyrazoline derivative
  作者：Sujan Chatterjee、Paltu Banerjee、Smritimoy Pramanik、Attreyee Mukherjee、Kumar K. Mahalanabis、Subhash Chandra Bhattacharya

  DOI：10.1016/j.cplett.2007.04.031

  日期：2007.6

  S-0 - S-1 and S-0 -> S-2 electronic transitions have been observed in UV-Visible absorption spectroscopy of 3-pyrazolyl-2-pyrazoline (PZ) in different homogeneous solvents. Radiative emissions and relaxation processes from S-1 and S-2 states of PZ have been resolved in water, ethylene glycol and glycerol whereas in polar aprotic and protic solvents the radiative transitions have been observed from S-1 state. The S-2-S-1 electronic energy spacing has been calculated from the absorption maxima of the S-0 -> S-2 transitions and fluorescence maxima of the S-1 -> S-0 transitions. Solute-solvent interactions have been established to rationalize the photophysical modification of PZ in H-bonding solvents. (c) 2007 Elsevier B.V. All rights reserved.