2,2-diphenylacetyl isothiocyanate | 573659-19-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2-diphenylacetyl isothiocyanate
• 英文别名: Diphenyl-acetyl-isothiocyanat
• CAS: 573659-19-5
• 化学式: C₁₅H₁₁NOS
• 分子量: 253.324
• InChiKey: QOHDFMXVMUVPNJ-UHFFFAOYSA-N

物化性质

• 沸点：
  394.3±31.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.45
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  29.43
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3,4-二甲氧基苯胺 、 2,2-diphenylacetyl isothiocyanate 以 丙酮 为溶剂， 以88 %的产率得到N-[(3,4-dimethoxyphenyl)carbamothioyl]-2,2-diphenylacetamide
  参考文献：
  名称：

  Highly sensitive AIEE active fluorescent probe for detection of deferasirox: extensive experimental and theoretical studies

  摘要：

  Representation of side effects by overdose of deferasirox (DFX) and sensing studies performed for DFX detection.

  DOI：

  10.1039/d4ra03548h
• 作为产物：
  描述：

  2,2-二苯基乙酸 在 氯化亚砜 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 12.0h， 生成 2,2-diphenylacetyl isothiocyanate
  参考文献：
  名称：

  Highly sensitive AIEE active fluorescent probe for detection of deferasirox: extensive experimental and theoretical studies

  摘要：

  Representation of side effects by overdose of deferasirox (DFX) and sensing studies performed for DFX detection.

  DOI：

  10.1039/d4ra03548h

文献信息

• Synthesis and Structure of Thia and Selena Heterocycles Containing Cycloamidine Substructures
  作者：Rainer Beckert、Jan Fleischhauer、Wolfgang Günther、Stefan Kluge、Stefan Zahn、Jennie Weston、Dorothea Berg、Helmar Görls

  DOI：10.1055/s-2007-983834

  日期：2007.9

  Cyclization of a bis-arylimidoyl chloride with an acylselenourea leads to the construction of a 1,3-selenazolidine with a heteroradialene structure. Another reaction of the bis-arylimidoyl chloride (hydrazinolysis) leads to the formation of Δ2-1,2-diazetines, which we have shown previously to be reactive precursors for ring transformation reactions that yield unusual heterocycles. We now demonstrate that the reaction of these Δ2-1,2-diazetines with various isothio- or isoselenocyanates affords an efficient entry to highly substituted 1,3,4-thia- or -selenadiazines. The structures of these novel derivatives were confirmed by NMR and mass spectroscopy, elemental analysis, and X-ray structural analysis. Detailed multidimensional 77Se NMR experiments as well as density functional theory (DFT) calculations show structural specifics of these compounds.

  双芳基咪唑氯化物与酰基硒脲的环化反应导致了具有异构二烯结构的1,3-硒杂唑烷的构建。双芳基咪唑氯化物的另一反应（肼水解）导致了Δ2-1,2-二氮烯的形成，我们之前已表明其是环转化反应的反应性前体，能够生成不寻常的杂环。我们现在证明这些Δ2-1,2-二氮烯与各种异硫氰酸酯或异硒氰酸酯的反应为高度取代的1,3,4-硫或硒二氮烯的合成提供了高效途径。这些新颖衍生物的结构通过NMR质谱、元素分析和X射线结构分析得到了确认。详尽的多维77Se NMR实验以及密度泛函理论（DFT）计算展示了这些化合物的结构特征。
• Direct and Facile Synthesis of Acyl Isothiocyanates from Carboxylic Acids Using Trichloroisocyanuric Acid/Triphenylphosphine System
  作者：Najmeh Entezari、Batool Akhlaghinia、Hamed Rouhi-Saadabad

  DOI：10.5562/cca2381

  日期：——

  A mild, efficient, and practical method for one-step synthesis of alkanoyl and aroyl isothiocyanates from carboxylic acids using a safe and inexpensive mixed reagent, trichloroisocyanuric acid/triphenyl- phosphine is described at room temperature. Availability of the reagents and easy workup of the reaction make this method attractive for organic chemists.

  在室温下描述了一种温和，有效和实用的方法，用于使用安全且廉价的混合试剂三氯异氰尿酸/三苯基膦从羧酸一步合成链烷酰基和芳酰基异硫氰酸酯。试剂的可获得性和反应的简便后处理使该方法对有机化学家具有吸引力。
• Synthesis and Characterization of<i>N</i>-(2,2-Diphenylacetyl)-<i>N</i>′-Substituted Thiourea Derivatives: The Crystal Structure of<i>N</i>-(2,2-Diphenylacetyl)-<i>N</i>′-(4-chloro phenyl)-thiourea
  作者：Demet Sezgin Mansuroğlu、Hakan Arslan、Don VanDerveer、Gün Binzet

  DOI：10.1080/10426500902979743

  日期：2009.11.24

  A series of new N-(2,2-diphenylacetyl)-N'-substituted thiourea derivatives (1-9) have been prepared and characterized by elemental analyses, IR and H-1 NMR spectroscopy. N-(2,2-diphenylacetyl)-N'-(4-chlorophenyl)-thiourea was also characterized by a single crystal X-ray diffraction study. The compound crystallizes in the monoclinic space group P2(1)/c with Z = 4 and a = 9.6551(19) angstrom, b = 20.060(4) angstrom, c = 9.894(2) angstrom, beta = 104.29(3)degrees. The molecular conformation of the compound is stabilized by an intramolecular (N1-H1 center dot center dot center dot O1) hydrogen bond that forms a pseudo-six-membered ring.