[(3-Bromo-5-chloro-2-hydroxyphenyl)methylideneamino]thiourea | 1262308-73-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: [(3-Bromo-5-chloro-2-hydroxyphenyl)methylideneamino]thiourea
• 英文别名: [(3-bromo-5-chloro-2-hydroxyphenyl)methylideneamino]thiourea
• CAS: 1262308-73-5
• 化学式: C₈H₇BrClN₃OS
• 分子量: 308.586
• InChiKey: RYOZMFWXEBLXGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.98
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.64
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  [(3-Bromo-5-chloro-2-hydroxyphenyl)methylideneamino]thiourea 、 2-氯-1-(3-甲基-3-苯基环丁基)乙酮 在 碳酸氢钠 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 2-bromo-4-chloro-6-({2-[4-(3-methyl-3-phenylcyclobutyl)-1,3-thiazol-2-yl]hydrazin-1-ylidene}methyl)phenol
  参考文献：
  名称：

  Synthesis, molecular and crystal structure analysis of 2-bromo-4-chloro-6-{[4-(3-methyl-3-phenyl-cyclobutyl)-thiazol-2-yl]-hydrazonomethyl}-phenol by experimental methods and theoretical calculations

  摘要：

  A novel hydrazone derivative 2-bromo-4-chloro-6-{[4-(3-methyl-3-phenyl-cyclobutyl)-thiazol-2-yl]-hydrazonomethyl}-phenol was synthesized and characterized by IR, UV-Vis spectroscopy and X-ray single crystal diffraction. The compound crystallizes in monoclinic space group P2(1)/c with a = 8.0862(3) angstrom, b = 7.6168(1) angstrom, c = 37.3168(12) angstrom and beta = 91.186(1)degrees. In addition, the molecular geometry and vibrational frequencies of the title compound in ground state have been calculated by using density functional theory (DFT) at B3LYP level with 6-31G and 6-31G(d,p) basis sets. The geometrical parameters of the title compound obtained from XRD studies are in good agreement with the calculated values. The analysis of IR spectrum supported by OFF calculations was particularly devoted to the manifestations of hydrogen bonding in the nu(str)(N-H) and nu(str)(O-H) vibrations. To determine the conformational flexibility for a selected torsion angle tau(C6-C1-C7-N1) one-dimensional potential energy scan was performed using AM1 in the full range of 0-360 degrees increasing of 10 degrees. UV-Vis absorption spectrum of the compound has been compared to theoretical spectrum (vertical excitations) computed by time dependent density functional theory (TD-DFT). Besides frontier molecular orbitals and molecular electrostatic potential map analysis were investigated by theoretical calculations. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.05.002
• 作为产物：
  描述：

  3-溴-5-氯水杨醛 、 氨基硫脲 以 乙醇 为溶剂， 生成 [(3-Bromo-5-chloro-2-hydroxyphenyl)methylideneamino]thiourea
  参考文献：
  名称：

  Synthesis, molecular and crystal structure analysis of 2-bromo-4-chloro-6-{[4-(3-methyl-3-phenyl-cyclobutyl)-thiazol-2-yl]-hydrazonomethyl}-phenol by experimental methods and theoretical calculations

  摘要：

  A novel hydrazone derivative 2-bromo-4-chloro-6-{[4-(3-methyl-3-phenyl-cyclobutyl)-thiazol-2-yl]-hydrazonomethyl}-phenol was synthesized and characterized by IR, UV-Vis spectroscopy and X-ray single crystal diffraction. The compound crystallizes in monoclinic space group P2(1)/c with a = 8.0862(3) angstrom, b = 7.6168(1) angstrom, c = 37.3168(12) angstrom and beta = 91.186(1)degrees. In addition, the molecular geometry and vibrational frequencies of the title compound in ground state have been calculated by using density functional theory (DFT) at B3LYP level with 6-31G and 6-31G(d,p) basis sets. The geometrical parameters of the title compound obtained from XRD studies are in good agreement with the calculated values. The analysis of IR spectrum supported by OFF calculations was particularly devoted to the manifestations of hydrogen bonding in the nu(str)(N-H) and nu(str)(O-H) vibrations. To determine the conformational flexibility for a selected torsion angle tau(C6-C1-C7-N1) one-dimensional potential energy scan was performed using AM1 in the full range of 0-360 degrees increasing of 10 degrees. UV-Vis absorption spectrum of the compound has been compared to theoretical spectrum (vertical excitations) computed by time dependent density functional theory (TD-DFT). Besides frontier molecular orbitals and molecular electrostatic potential map analysis were investigated by theoretical calculations. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.05.002