ethyl 4-(trifluoromethyl)benzenesulfonate | 1262727-73-0

• 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: ethyl 4-(trifluoromethyl)benzenesulfonate
• 英文别名: Ethyl 4-(trifluoromethyl)benzenesulfonate
• CAS: 1262727-73-0
• 化学式: C₉H₉F₃O₃S
• 分子量: 254.23
• InChiKey: BIVDDFZOCLSYAV-UHFFFAOYSA-N

物化性质

• 沸点：
  286.6±40.0 °C(Predicted)
• 密度：
  1.355±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-硝基苯磺酸乙酯 在 盐酸 、 5%-palladium/activated carbon 、 氢气 作用下， 以 甲醇 、 水 为溶剂， -78.0~20.0 ℃ 、101.33 kPa 条件下， 反应 28.33h， 生成 ethyl 4-(trifluoromethyl)benzenesulfonate
  参考文献：
  名称：

  Silver-Mediated Trifluoromethylation of Aryldiazonium Salts: Conversion of Amino Group into Trifluoromethyl Group

  摘要：

  A novel strategy for aromatic trifluoromethylation by converting aromatic amino group into CF3 group is reported herein. This method, which can be considered as trifluoromethylation variation of the classic Sandmeyer reaction, uses readily available aromatic amines as starting materials and is performed under mild conditions.

  DOI：

  10.1021/ja4056239

文献信息

• Conversion of Aromatic Amino into Trifluoromethyl Groups through a Sandmeyer­-Type Transformation
  作者：Jianbo Wang、Xi Wang、Yan Xu、Yujing Zhou、Yan Zhang

  DOI：10.1055/s-0033-1338659

  日期：——

  strategy for aromatic trifluoromethylation by converting amino into trifluoromethyl groups via a Sandmeyer-type reaction is reported. The transformation involves diazotization of the aromatic amines with tert-butyl nitrite and hydrochloric acid to form aryldiazonium chlorides, followed by trifluoromethylation with trifluoromethylsilver at low temperature. Various readily available aromatic amines are

  摘要 报道了通过Sandmeyer型反应将氨基转化为三氟甲基的芳香族三氟甲基化的新策略。该转化包括用亚硝酸叔丁酯和盐酸将芳族胺重氮化以形成芳基重氮氯化物，然后在低温下用三氟甲基银进行三氟甲基化。各种容易获得的芳族胺在温和条件下均能平稳转化。 报道了通过Sandmeyer型反应将氨基转化为三氟甲基的芳香族三氟甲基化的新策略。该转化包括用亚硝酸叔丁酯和盐酸将芳族胺重氮化以形成芳基重氮氯化物，然后在低温下用三氟甲基银进行三氟甲基化。各种容易获得的芳族胺在温和条件下均能平稳转化。
• Accelerated SuFEx Click Chemistry For Modular Synthesis**
  作者：Christopher J. Smedley、Joshua A. Homer、Timothy L. Gialelis、Andrew S. Barrow、Rebecca A. Koelln、John E. Moses

  DOI：10.1002/anie.202112375

  日期：2022.1.21

  We report accelerated SuFEx click chemistry utilizing a synergistic BTMG-HMDS catalytic system. The power and versatility of the reaction are showcased by the SuFEx synthesis of >100 unique molecules from diverse SuFExable hubs. Accelerated SuFEx is a next generation click reaction that improves upon existing protocols and expands the scope of accessible products.

  我们报告了利用协同 BTMG-HMDS 催化系统加速的 SuFEx 点击化学。来自不同 SuFExable 中心的超过 100 种独特分子的 SuFEx 合成展示了反应的力量和多功能性。Accelerated SuFEx 是下一代点击反应，它改进了现有协议并扩大了可访问产品的范围。
• PROTEASOME INHIBITORS
  申请人：Macherla Venkat Rami Reddy

  公开号：US20090298906A1

  公开（公告）日：2009-12-03

  Disclosed herein are compounds of Formula (I) that include a sulfonate ester, ester or ether group. Compounds of Formula (I) can be included in pharmaceutical compositions, and can be used to treating and/or ameliorating a disease or condition, such as cancer, a microbial disease and/or inflammation.

  本文披露了包含磺酸酯、酯或醚基团的化合物(I)。化合物(I)可以包含在药物组合物中，并可用于治疗和/或改善疾病或症状，如癌症、微生物疾病和/或炎症。
• Copper-Promoted Trifluoromethanesulfonylation and Trifluoromethylation of Arenediazonium Tetrafluoroborates with NaSO₂CF₃
  作者：Ke Zhang、Xiu-Hua Xu、Feng-Ling Qing

  DOI：10.1021/acs.joc.5b01295

  日期：2015.8.7

  A tunable chemoselective trifluoromethanesulfonylation and trifluoromethylation of arenediazonium tetrafluoroborates with Langlois' reagent (NaSO2CF3) was developed. The Cu2O-catalyzed reaction in DMSO gave aryl trifluoromethanesulfones as the major products. On the other hand, the trifluoromethylated arenes were produced in the presence of oxidant tert-butyl hydroperoxide, CuBF4(MeCN)(4), and 2,2';6',2 ''-terpyridine (tpy). Both of these transformations proceed under mild conditions and tolerate functional groups.
• US7910616B2
  申请人：——

  公开号：US7910616B2

  公开（公告）日：2011-03-22