1-((4-ethylphenyl)ethynyl)-2-methoxybenzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-((4-ethylphenyl)ethynyl)-2-methoxybenzene
• 英文别名: 1-Ethyl-4-[2-(2-methoxyphenyl)ethynyl]benzene
• 化学式: C₁₇H₁₆O
• 分子量: 236.313
• InChiKey: SDXVOAWXQXWADC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  二苯基硅烷 、 1-((4-ethylphenyl)ethynyl)-2-methoxybenzene 在 三(五氟苯基)硼烷 作用下， 以 氯苯 为溶剂， 反应 24.0h， 以67%的产率得到(2-(4-ethylphenyl)benzofuran-3-yl)diphenylsilane
  参考文献：
  名称：

  B(C₆F₅)₃-Catalyzed cyclization of alkynes: direct synthesis of 3-silyl heterocyclic compounds

  摘要：

  通过B(C6F5)3催化的环加成反应，开发了一种高效的一锅法策略，可轻松获得3-硅烷杂环化合物，其中反应底物为o-(1-炔基)(硫)苯醚或o-(1-炔基)-N-甲基苯胺。

  DOI：

  10.1039/d0cc04314a
• 作为产物：
  描述：

  2-碘苯甲醚 、 4-乙基苯乙炔 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 作用下， 以 三乙胺 为溶剂， 生成 1-((4-ethylphenyl)ethynyl)-2-methoxybenzene
  参考文献：
  名称：

  B(C₆F₅)₃-Catalyzed cyclization of alkynes: direct synthesis of 3-silyl heterocyclic compounds

  摘要：

  通过B(C6F5)3催化的环加成反应，开发了一种高效的一锅法策略，可轻松获得3-硅烷杂环化合物，其中反应底物为o-(1-炔基)(硫)苯醚或o-(1-炔基)-N-甲基苯胺。

  DOI：

  10.1039/d0cc04314a

文献信息

• Synthesis, Characterizations, Crystal Structure, DFT, and Hirshfeld Surface Analysis of 4-Cyclohexyl-1-(thiophene-2-carbonyl)thiosemicarbazide
  作者：Shivendra Kumar Pandey、Seema Gupta、Shubham Jaiswal、M. K. Gond、M. K. Bharty、R. J. Butcher

  DOI：10.1007/s10870-022-00965-x

  日期：——

  The crystal structure of the thiosemicarbazide derivative 4-cyclohexyl-1-(thiophene-2-carbonyl)thiosemicarbazide (ChtcTSC), C12H17N3OS2, is reported here. The title compound ChtcTSC has been characterized by various physicochemical techniques viz UV–Vis., Infrared, and NMR. It crystallizes in the monoclinic system having space group P21/c. The dihedral angle between the thiophene and cyclohexyl rings is 60.7(4)°. The crystal packing is established by intermolecular N–H⋯O packing interactions involving a three-center donor hydrogen bond between the keto oxygen atom of the thiophene group and H atoms belonging to the hydrazine group which links the molecules into chains along the (011) plane of the unit cell. Hydrogen bonds between the hydrazine hydrogen atom and one of the thiophene groups and C–H⋯Cg π -ring interactions provide added stability to the crystal packing. The fingerprint plots associated with Hirshfeld surface analysis indicate that there are different types of weak interactions viz. O⋯H–C, O⋯H–N, and S⋯H–C. The geometry optimization has been performed using the DFT method, and geometrical parameters thus obtained for ChtcTSC correlate with the single-crystal X-ray data. The TD-DFT study showed a small HOMO and LUMO energy gap of 2.869 eV. The electronic transition from the ground state to the excited state due to a transfer of electrons from HOMO to LUMO levels is mainly associated with the n → π* transition. The crystal structure of 4-cyclohexyl-1-(thiophene-2-carbonyl)thiosemicarbazide (ChtcTSC) is reported here where the title compound ChtcTSC has been characterized by various physiochemical techniques including UV–Vis., Infrared, NMR, DFT and Hirshfeld surface analysis.

  本文报告了硫代氨基脲衍生物 4-环己基-1-(噻吩-2-羰基)硫代氨基脲（ChtcTSC）（C12H17N3OS2）的晶体结构。标题化合物 ChtcTSC 已通过紫外可见光、红外线和核磁共振等各种理化技术进行了表征。它在单斜体系中结晶，空间群为 P21/c。噻吩环和环己基环之间的二面角为 60.7(4)°。晶体的堆积是由分子间的 N-H⋯O 堆积相互作用形成的，其中涉及噻吩基团的酮氧原子和属于肼基团的 H 原子之间的三中心供体氢键，该氢键将分子沿单胞的 (011) 平面连接成链。肼氢原子和其中一个噻吩基团之间的氢键以及 C-H⋯Cg π - 环相互作用增加了晶体堆积的稳定性。与 Hirshfeld 表面分析相关的指纹图表明，存在不同类型的弱相互作用，即 O⋯H-C、O⋯H-N 和 S⋯H-C。使用 DFT 方法对 ChtcTSC 进行了几何优化，由此获得的几何参数与单晶 X 射线数据相关。TD-DFT 研究表明，该化合物的 HOMO 和 LUMO 能隙较小，分别为 2.869 eV 。由于电子从 HOMO 水平转移到 LUMO 水平，从基态到激发态的电子转变主要与 n → π* 转变有关。本文报告了 4-环己基-1-(噻吩-2-羰基)硫代氨基甲酰肼（ChtcTSC）的晶体结构，并通过紫外可见光、红外、核磁共振、DFT 和 Hirshfeld 表面分析等多种理化技术对标题化合物 ChtcTSC 进行了表征。
• Direct Electrooxidative Selenylation/Cyclization of Alkynes: Access to Functionalized Benzo[b]furans
  作者：Balati Hasimujiang、Shengsheng Lin、Chengwei Zheng、Yong Zeng、Zhixiong Ruan

  DOI：10.3390/molecules27196314

  日期：——

  A mild, practical, metal and oxidant-free methodology for the synthesis of various C-3 selenylated benzo[b]furan derivatives was developed through the intramolecular cyclization of alkynes promoted with diselenides via electrooxidation. A wide range of selenium-substituted benzo[b]furan derivatives were obtained in good to excellent yields with high regioselectivity under constant current in an undivided

  通过用二硒化物通过电氧化促进炔烃的分子内环化，开发了一种温和、实用、无金属和无氧化剂的方法，用于合成各种 C-3 硒化苯并[ b ]呋喃衍生物。在分别配备碳和铂板作为阳极和阴极的未分隔电池中，在恒定电流下以良好至优异的产率获得了范围广泛的硒取代的苯并[ b ]呋喃衍生物，具有高区域选择性。此外，收敛方法表现出良好的官能团耐受性，并且可以很容易地以良好的效率进行放大，从而从简单、容易获得的起始材料中快速获得各种硒化苯并[ b ]呋喃衍生物。
• Tf₂O‐Catalyzed Tandem Cyclization/Trifluoromethylselenolation of Alkynes for Synthesis of CF₃Se‐Containing Heterocycles
  作者：Shangbiao Zhang、Yan Gao、Rui Xiao、Yang Li、Yanan Wang、Zheliang Yuan

  DOI：10.1002/chem.202301283

  日期：2023.7.20

  practical Tf2O-catalyzed tandem cyclization/trifluoromethylselenolation of alkynes with EtOH as the green solvent was developed. Various CF3Se-containing heterocyclic compounds, including indoles, benzofurans, benzothiophenes, isoquinolines and chromenes have been synthesized with trifluoromethyl selenoxides as CF3Se source.

  开发了一种温和实用的Tf 2 O催化的以EtOH为绿色溶剂的炔烃串联环化/三氟甲基硒化反应。以三氟甲基硒氧化物为CF 3 Se源，合成了多种含CF 3 Se杂环化合物，包括吲哚、苯并呋喃、苯并噻吩、异喹啉和色烯。
• A hexenediyne derivative and a liquid crystal composition
  申请人：CHISSO CORPORATION

  公开号：EP0672742A1

  公开（公告）日：1995-09-20

  Hexenediynes, suitable for use in liquid crystal systems, have the formula: wherein R¹ and R² are the same or are different and each is an alkyl or alkoxy group; ring A and ring B are the same or are different and each is a 1,4-cyclohexylene or 1,4-phenylene group; and X is a hydrogen or fluorine atom.

  适合在液晶系统中使用的己二炔具有以下式子： 其中 R¹ 和 R² 相同或不同，各自为烷基或烷氧基；环 A 和环 B 相同或不同，各自为 1,4-环己烯或 1,4-亚苯基；X 为氢原子或氟原子。