4-(3,3,3-Trifluoroprop-1-ynyl)benzenamine | 122247-03-4

• 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: 4-(3,3,3-Trifluoroprop-1-ynyl)benzenamine
• 英文别名: Benzenamine, 4-(3,3,3-trifluoro-1-propyn-1-yl)-；4-(3,3,3-trifluoroprop-1-ynyl)aniline
• CAS: 122247-03-4
• 化学式: C₉H₆F₃N
• 分子量: 185.149
• InChiKey: VAZMWUXWSGSTFQ-UHFFFAOYSA-N

物化性质

• 熔点：
  71-72 °C(Solv: toluene (108-88-3))
• 沸点：
  206.6±40.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(3,3,3-Trifluoroprop-1-ynyl)benzenamine 、 (Z)-2,6-dichloro-N-hydroxybenzimidoyl chloride 、 三乙胺 以45%的产率得到
  参考文献：
  名称：

  MEAZZA, GIOVANNI;CAPUZZI, LUIGI;PICCARDI, PAOLO, SYNTHESIS (BRD),(1989) N, C. 331-334

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(4-Aminophenyl)-2-chloro-3,3,3-trifluoropropene 在 sodium amide 、 叔丁醇 作用下， 以 甲苯 、 苯 为溶剂， 反应 1.0h， 生成 4-(3,3,3-Trifluoroprop-1-ynyl)benzenamine
  参考文献：
  名称：

  Synthesis of 1-Aryl-3,3,3-trifluoro-1-propynes and 3,5-Diaryl-4- trifluoromethylisoxazoles

  摘要：

  二芳基取代的三氟甲基异噁唑 5a-i、6a-c 和 6e-i 是由芳香族腈氧化物和各种取代的 1-芳基-3,3,3-三氟-1-丙炔合成的。

  DOI：

  10.1055/s-1989-27247

文献信息

• Controlled Trifluoromethylation Reactions of Alkynes through Visible-Light Photoredox Catalysis
  作者：Naeem Iqbal、Jaehun Jung、Sehyun Park、Eun Jin Cho

  DOI：10.1002/anie.201308735

  日期：2014.1.7

  The control of a reaction that can form multiple products is a highly attractive and challenging concept in synthetic chemistry. A set of valuable CF3‐containing molecules, namely trifluoromethylated alkenyl iodides, alkenes, and alkynes, were selectively generated from alkynes and CF3I by environmentally benign and efficient visible‐light photoredox catalysis. Subtle differences in the combination

  在合成化学中，控制可形成多种产物的反应是一个极具吸引力和挑战性的概念。通过对环境无害且有效的可见光光氧化还原催化作用，从炔烃和CF 3 I选择性地生成了一组有价值的含CF 3分子，即三氟甲基化的烯基碘，烯烃和炔烃。催化剂，碱和溶剂的组合之间存在细微差异，因此可以控制炔烃与CF 3 I之间反应的反应性和选择性。
• An Organocopper(III) Fluoride Triggering C−CF₃ Bond Formation
  作者：Daniel Joven‐Sancho、Andrea Echeverri、Nathalie Saffon‐Merceron、Julia Contreras‐García、Noel Nebra

  DOI：10.1002/anie.202319412

  日期：2024.3.11

  The first organocopper(III) fluoride, [PPh4][CuIII(CF3)3F] (2), has been isolated and authenticated. Despite its stability, 2 reacts with alkynylsilanes leading to industrially relevant trifluoromethylalkynes (RC≡CCF3). Mechanistic investigations, including the trapping of [PPh4][CuIII(CF3)3(C≡CPh)] (4a), validates the operability of a CuI/CuIII redox shuttle in oxidative C−C couplings occurring through

  第一种氟化有机铜(III) [PPh 4 ][Cu III (CF 3 ) 3 F] ( 2 ) 已被分离和鉴定。尽管具有稳定性， 2仍会与炔基硅烷发生反应，生成工业相关的三氟甲基炔烃 (RC≡CCF 3 )。机理研究，包括捕获 [PPh 4 ][Cu III (CF 3 ) 3 (CQICPh)] ( 4 a )，验证了 Cu I /Cu III氧化还原穿梭在氧化 C−C 偶联中的可操作性迄今为止难以捉摸的有机铜(III)氟化物。
• Compounds and their use for reducing uric acid levels
  申请人：Acquist LLC

  公开号：US10752613B2

  公开（公告）日：2020-08-25

  Bifunctional compounds that increase uric acid excretion and reduce uric acid production, and monofunctional compounds that either increase uric acid excretion or reduce uric acid production. Methods of using these compounds for reducing uric acid levels in blood or serum, for treating disorders of uric acid metabolism, and for maintaining normal uric acid levels in blood or serum are also provided. Pharmaceutical compositions comprising the bifunctional and monofunctional compounds are also provided.

  提供了可增加尿酸排泄和减少尿酸生成的双官能化合物，以及可增加尿酸排泄或减少尿酸生成的单官能化合物。还提供了使用这些化合物降低血液或血清中尿酸水平、治疗尿酸代谢紊乱以及维持血液或血清中正常尿酸水平的方法。还提供了包含双官能和单官能化合物的药物组合物。
• Aryl trifluoromethyl-1,2,3-triazoles
  作者：G. Meazza、G. Zanardi

  DOI：10.1016/s0022-1139(00)80122-0

  日期：1991.12

  Diaryl-substituted trifluoromethyl-1,2,3-triazoles have been synthesized from aromatic azides and various substituted 1-aryl-3,3,3-trifluoro-1-propynes. The spectroscopic characteristics of the products and the regioselectivity of the reaction are discussed. An improved method for the synthesis of 1-aryl-3,3,3-trifluoro-1-propynes from 1-aryl-2-chloro-3,3,3-trifluro-1-propenes is presented.
• Compounds And Their Use For Reducing Uric Acid Levels
  申请人：Acquist LLC

  公开号：US20200339545A1

  公开（公告）日：2020-10-29

  Bifunctional compounds that increase uric acid excretion and reduce uric acid production, and monofunctional compounds that either increase uric acid excretion or reduce uric acid production. Methods of using these compounds for reducing uric acid levels in blood or serum, for treating disorders of uric acid metabolism, and for maintaining normal uric acid levels in blood or serum are also provided. Pharmaceutical compositions comprising the bifunctional and monofunctional compounds are also provided.