2-methyl-3-furoyl isothiocyanate | 856906-97-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 2-methyl-3-furoyl isothiocyanate
• 英文别名: 2-Methylfuran-3-carbonyl isothiocyanate
• CAS: 856906-97-3
• 化学式: C₇H₅NO₂S
• 分子量: 167.188
• InChiKey: LBQJNQFSKLTMRP-UHFFFAOYSA-N

物化性质

• 沸点：
  251.9±28.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  74.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methyl-3-furoyl isothiocyanate 、 对三氟甲氧基苯胺 以 乙醚 、 环己烷 为溶剂， 反应 5.0h， 以76%的产率得到1-(2-methylfuran-3-carbonyl)-3-[4-(trifluoromethoxy)phenyl]-thiourea
  参考文献：
  名称：

  Furan derivatives of substituted phenylthiourea: spectral studies, semi-empirical quantum-chemical calculations and X-ray structure analyses

  摘要：

  Fifty new derivatives of 1-(furan-2-carbonyl)- and 1-(furan-3-carbonyl)-3-phenyl substituted thiourea have been synthesised and identified. Intramolecular hydrogen bonds were investigated in detail, using IR spectroscopy. The three-level Fermi resonance effect in the IR spectra was analysed after deconvolution and band separation. Semi-empirical quantum-chemical calculations (AMI and PM3) support the results of the IR spectroscopic studies. X-ray single crystal diffraction analyses of four selected compounds, namely 1-(furan-3-carbonyl)-3(2-trifluoromethyl-phenyl)-thiourea (le), 1-(2-methyl-furan-3-carbonyl)-3-(2-trifluoromethyl-phenyl)-thiourea (2e), 1-(2,6-dichlorophenyl)-3-(2-methyl-furan-3-carbonyl)-thiourea (2n) and 1-(4-methoxyphenyl)-3-(3-methyl-2-furan-carbonyl)-thiourea (3e), corroborated the molecular and crystal structure of these compounds. Relatively strong intramolecular hydrogen bonds of the N-H...O=C type as well as intermolecular two-centred and bifurcated three-centred hydrogen bonds were observed, confirming the results of the IR spectral study and the semi-empirical quantum-chemical calculations. A variety of intermolecular interactions, yielding the supramolecular architectures in the four crystalline compounds, are discussed in detail. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2005.02.014
• 作为产物：
  描述：

  2-甲基-3-呋喃甲酰氯 、 potassium thioacyanate 以 丙酮 为溶剂， 反应 0.5h， 以75%的产率得到2-methyl-3-furoyl isothiocyanate
  参考文献：
  名称：

  Furan derivatives of substituted phenylthiourea: spectral studies, semi-empirical quantum-chemical calculations and X-ray structure analyses

  摘要：

  Fifty new derivatives of 1-(furan-2-carbonyl)- and 1-(furan-3-carbonyl)-3-phenyl substituted thiourea have been synthesised and identified. Intramolecular hydrogen bonds were investigated in detail, using IR spectroscopy. The three-level Fermi resonance effect in the IR spectra was analysed after deconvolution and band separation. Semi-empirical quantum-chemical calculations (AMI and PM3) support the results of the IR spectroscopic studies. X-ray single crystal diffraction analyses of four selected compounds, namely 1-(furan-3-carbonyl)-3(2-trifluoromethyl-phenyl)-thiourea (le), 1-(2-methyl-furan-3-carbonyl)-3-(2-trifluoromethyl-phenyl)-thiourea (2e), 1-(2,6-dichlorophenyl)-3-(2-methyl-furan-3-carbonyl)-thiourea (2n) and 1-(4-methoxyphenyl)-3-(3-methyl-2-furan-carbonyl)-thiourea (3e), corroborated the molecular and crystal structure of these compounds. Relatively strong intramolecular hydrogen bonds of the N-H...O=C type as well as intermolecular two-centred and bifurcated three-centred hydrogen bonds were observed, confirming the results of the IR spectral study and the semi-empirical quantum-chemical calculations. A variety of intermolecular interactions, yielding the supramolecular architectures in the four crystalline compounds, are discussed in detail. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2005.02.014

文献信息

• Furan derivatives of substituted phenylthiourea: spectral studies, semi-empirical quantum-chemical calculations and X-ray structure analyses
  作者：Ol'ga Hritzová、Juraj Černák、Peter Šafař、Zdenka Frőhlichová、Ingeborg Csőregh

  DOI：10.1016/j.molstruc.2005.02.014

  日期：2005.5

  Fifty new derivatives of 1-(furan-2-carbonyl)- and 1-(furan-3-carbonyl)-3-phenyl substituted thiourea have been synthesised and identified. Intramolecular hydrogen bonds were investigated in detail, using IR spectroscopy. The three-level Fermi resonance effect in the IR spectra was analysed after deconvolution and band separation. Semi-empirical quantum-chemical calculations (AMI and PM3) support the results of the IR spectroscopic studies. X-ray single crystal diffraction analyses of four selected compounds, namely 1-(furan-3-carbonyl)-3(2-trifluoromethyl-phenyl)-thiourea (le), 1-(2-methyl-furan-3-carbonyl)-3-(2-trifluoromethyl-phenyl)-thiourea (2e), 1-(2,6-dichlorophenyl)-3-(2-methyl-furan-3-carbonyl)-thiourea (2n) and 1-(4-methoxyphenyl)-3-(3-methyl-2-furan-carbonyl)-thiourea (3e), corroborated the molecular and crystal structure of these compounds. Relatively strong intramolecular hydrogen bonds of the N-H...O=C type as well as intermolecular two-centred and bifurcated three-centred hydrogen bonds were observed, confirming the results of the IR spectral study and the semi-empirical quantum-chemical calculations. A variety of intermolecular interactions, yielding the supramolecular architectures in the four crystalline compounds, are discussed in detail. (c) 2005 Elsevier B.V. All rights reserved.