S-ethyl 4-fluorobenzothioate | 10085-91-3

• 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: S-ethyl 4-fluorobenzothioate
• 英文别名: S-ethyl 4-fluorobenzenecarbothioate
• CAS: 10085-91-3
• 化学式: C₉H₉FOS
• 分子量: 184.234
• InChiKey: TXCWKPQVQZRMCL-UHFFFAOYSA-N

物化性质

• 沸点：
  224-225 °C(Press: 754 Torr)
• 密度：
  1.183±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  S-ethyl 4-fluorobenzothioate 在 劳森试剂 作用下， 以 甲苯 为溶剂， 以79%的产率得到Ethyl p-Fluorodithiobenzoate
  参考文献：
  名称：

  Ethyl 1,4-dihydropyridinecarbodithioates and the electronic effects of sulfur-containing ester substituents

  摘要：

  DOI：

  10.1007/bf00542779
• 作为产物：
  描述：

  对氟苯甲酰氯 在 氢氧化钾 作用下， 生成 S-ethyl 4-fluorobenzothioate
  参考文献：
  名称：

  Some Alkyl and Alkamine Esters of p-Fluorothiobenzoic Acid¹

  摘要：

  DOI：

  10.1021/ja01218a057

文献信息

• Rhodium-Catalyzed Decarbonylative Borylation of Aromatic Thioesters for Facile Diversification of Aromatic Carboxylic Acids
  作者：Hidenori Ochiai、Yuta Uetake、Takashi Niwa、Takamitsu Hosoya

  DOI：10.1002/anie.201611974

  日期：2017.2.20

  efficiently using a rhodium catalyst. The broad functional-group tolerance and mild conditions of the method have allowed for the two-step decarboxylative borylation of a wide range of aromatic carboxylic acids, including commercially available drugs.

  使用铑催化剂有效地实现了芳族硫酯向芳基硼酸酯的转化。该方法具有广泛的官能团耐受性和温和的条件，允许对多种芳香族羧酸（包括市售药物）进行两步脱羧硼基化。
• Nickel-catalyzed carbonylation of thioacetates with aryl iodides via CO insertion and C–S bond cleavage
  作者：Wen-Peng Mai、Hong-Da Sui、Ming-Xiu Lv、Kui Lu

  DOI：10.1177/17475198211028114

  日期：2021.9

  Aryl thioesters are synthesized via nickel-catalyzed carbonylation of thioacetates with aryl iodides. Alkyl thioacetates undergo coupling with carbon monoxide and aryl iodides to produce the desired aryl thioesters in moderate yields. This catalytic carbonylative coupling process provides a cost-effective and direct approach for the preparation of useful thioesters.

  芳基硫酯是通过硫代乙酸酯与芳基碘化物的镍催化羰基化合成的。硫代乙酸烷基酯与一氧化碳和芳基碘发生偶联，以中等产率生成所需的硫代芳基酯。这种催化羰基化偶联过程为制备有用的硫酯提供了一种经济有效的直接方法。
• Iron‐Catalyzed Cross‐Coupling of Thioesters and Organomanganese Reagents**
  作者：Valentin Jacob Geiger、Guillaume Lefèvre、Ivana Fleischer

  DOI：10.1002/chem.202202212

  日期：2022.11.7

  development of an iron(III)-catalyzed coupling of thioesters with aliphatic organomanganese reagents. The good functional group tolerance resulted in successful transformation of a range of thioesters, including biologically relevant compounds. The presence of accessible β-hydrogen atom in the organomanganese reagent seems crucial for an effective catalyst activation. The liberated thiolate stabilizes the

  本文公开了铁(III)催化硫酯与脂肪族有机锰试剂偶联的开发。良好的官能团耐受性导致一系列硫酯的成功转化，包括生物学相关的化合物。有机锰试剂中存在可接近的β-氢原子对于催化剂的有效活化似乎至关重要。释放的硫醇盐可稳定生成的烷基铁酸盐(II) 物质。
• Palladium-catalyzed convenient synthesis of thioesters from carboxylic acids and disulfides
  作者：Yong-Mei Xiao、Yu Zhao、Jia-Qi Li、Jin-Wei Yuan、Liang-Ru Yang、Pu Mao、Wen-Peng Mai

  DOI：10.1039/d3nj02972g

  日期：——

  A novel palladium-catalyzed convenient synthesis of thioesters from various carboxylic acids and disulfides has been developed. Both aryl and alkyl carboxylic acids are capable of coupling with diaryl or dialkyl disulfides to afford the desirable thioesters in moderate to good yields. This methodology features easy accessibility of starting materials and a broad substrate scope, providing a practical

  开发了一种新型的钯催化的由各种羧酸和二硫化物便捷合成硫酯的方法。芳基和烷基羧酸都能够与二芳基或二烷基二硫化物偶联，以中等至良好的产率提供所需的硫酯。该方法的特点是起始原料易于获取且底物范围广泛，为硫酯合成提供了一条实用的路线，无需有毒硫醇或CO气体。
• A solvent-free synthesis of (thio)ester derivatives using FeCl3 as a heterogeneous catalyst
  作者：Sabry H.H. Younes、F. Hollmann

  DOI：10.1016/j.tetlet.2023.154524

  日期：2023.6

  A simple, solvent-free method for the synthesis of (thio)esters from simple acid chlorides at room temperature is reported. Simple FeCl3 (5 mol%) enables facile, near complete conversion of equimolar starting materials in high selectivity. Recycling of the catalyst has been demonstrated.

  报道了一种在室温下从简单的酰氯合成 (硫) 酯的简单、无溶剂的方法。简单的 FeCl 3 (5 mol%) 能够以高选择性轻松、接近完全地转化等摩尔起始材料。已经证明了催化剂的回收。