2,2,2-trifluoro-1-(3-nitrophenyl)-1-phenylethanol | 1404195-87-4

• 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: 2,2,2-trifluoro-1-(3-nitrophenyl)-1-phenylethanol
• 英文别名: 1-Phenyl-1-(3-nitrophenyl)-2,2,2-trifluoroethanol
• CAS: 1404195-87-4
• 化学式: C₁₄H₁₀F₃NO₃
• 分子量: 297.234
• InChiKey: ULADESBVAJQCPP-UHFFFAOYSA-N

物化性质

• 沸点：
  391.4±42.0 °C(Predicted)
• 密度：
  1.402±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  trimethyl-[2,2,2-trifluoro-1-(3-nitro-phenyl)-1-phenyl-ethoxy]-silane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以66%的产率得到2,2,2-trifluoro-1-(3-nitrophenyl)-1-phenylethanol
  参考文献：
  名称：

  Efficient synthesis of [18F]trifluoromethane and its application in the synthesis of PET tracers

  摘要：

  本研究开发了一种新策略，用于制备含[18F]三氟甲基的化合物。[18F]三氟甲烷以快速高效的方式合成，随后与醛和酮反应生成[18F]三氟甲基联醇，收率良好。

  DOI：

  10.1039/c3cc37833k

文献信息

• DIRECT TRIFLUOROMETHYLATIONS USING TRIFLUOROMETHANE
  申请人：Prakash G.K. Surya

  公开号：US20140066640A1

  公开（公告）日：2014-03-06

  A direct trifluoromethylation method preferably using a trifluoromethane as a fluoro-methylating species. In particular, the present method is used for preparing a trifluoromethylated substrate by reacting a fluoromethylatable substrate with a trifiuoromethylating agent in the presence of an alkoxide or metal salt of silazane under conditions sufficient to trifluoromethylate the substrate; wherein the fluoromethylatable substrate includes chlorosilanes, carbonyl compounds such as esters, aryl halides, aldehydes, ketones, chalcones, alkyl formates, alkyl halides, aryl halides, alkyl borates, carbon dioxide or sulfur.

  一种直接三氟甲基化方法，优选使用三氟甲烷作为氟甲基化试剂。具体来说，本方法用于通过在碱性或硅氮烷的金属盐存在下，将可氟甲基化底物与三氟甲基化试剂反应以制备三氟甲基化底物；其中可氟甲基化底物包括氯硅烷、酯类羰基化合物、芳基卤化物、醛、酮、查尔酮、烷基甲酸酯、烷基卤化物、芳基卤化物、烷基硼酸酯、二氧化碳或硫。
• Fluorine-18 labelled Ruppert–Prakash reagent ([¹⁸F]Me₃SiCF₃) for the synthesis of ¹⁸F-trifluoromethylated compounds
  作者：Anna Pees、Maria J.W.D Vosjan、Neil Vasdev、Albert D. Windhorst、Danielle J. Vugts

  DOI：10.1039/d1cc01789f

  日期：——

  This article describes the first synthesis and application of fluorine-18 labelled Ruppert–Prakash reagent [18F]Me3SiCF3. [18F]Me3SiCF3 was synthesized from [18F]fluoroform with radiochemical yields of 85–95% and radiochemical purities of >95% within 20 minutes. 18F-trifluoromethylated compounds were successfully prepared by reaction of [18F]Me3SiCF3 with benzaldehydes, acetophenones and benzophenones

  本文介绍了氟18标记的Ruppert–Prakash试剂[ 18 F] Me 3 SiCF 3的首次合成和应用。[ 18 F] Me 3 SiCF 3是由[ 18 F]氟仿合成的，在20分钟内放射化学产率为85-95％，放射化学纯度为> 95％。通过[ 18 F] Me 3 SiCF 3与苯甲醛，苯乙酮和二苯甲酮的反应成功制备了18 F-三氟甲基化的化合物。
• Taming of Fluoroform: Direct Nucleophilic Trifluoromethylation of Si, B, S, and C Centers
  作者：G. K. Surya Prakash、Parag V. Jog、Patrice T. D. Batamack、George A. Olah

  DOI：10.1126/science.1227859

  日期：2012.12.7

  Fluoroform (CF ₃ H) is a by-product from the manufacture of fluorocarbon-based materials used, for example, in nonstick coatings and refrigerants. Fluoroform's potency as a greenhouse gas is a growing concern as supplies continue to accumulate. In this context, Prakash et al. (p. 1324 ; see the Perspective by Haufe ) show that fluoroform can be used to transfer CF ₃ to silicon, sulfur, and carbon centers in the development of CF ₃ -bearing pharmaceutical and agrochemical structures.

  标题：CF₃来自氟仿 氟仿（CF₃H）是一种副产品，来源于制造基于氟碳的材料，例如用于不粘涂层和制冷剂中。随着供应继续积累，氟仿作为温室气体的潜在危害引起了人们的关注。在这个背景下，Prakash等人（第338卷，p.1324；参见Haufe的观点（第338卷，p.1298））表明氟仿可以用于在开发含CF₃的药物和农药结构中将CF₃转移到硅、硫和碳中心。
• US9334253B2
  申请人：——

  公开号：US9334253B2

  公开（公告）日：2016-05-10
• [EN] DIRECT TRIFLUOROMETHYLATIONS USING TRIFLUOROMETHANE<br/>[FR] TRIFLUOROMÉTHYLATIONS DIRECTES À L'AIDE DE TRIFLUOROMÉTHANE
  申请人：UNIV SOUTHERN CALIFORNIA

  公开号：WO2012148772A1

  公开（公告）日：2012-11-01

  A direct trifluoromethylation method preferably using a trifluoromethane as a fluoromethylating species. In particular, the present method is used for preparing a trifluoromethylated substrate by reacting a fluoromethylatable substrate with a trifluoromethylating agent in the presence of an alkoxide or metal salt of silazane under conditions sufficient to trifluoromethylate the substrate; wherein the fluoromethylatable substrate includes chlorosilanes, carbonyl compounds such as esters, aryl halides, aldehydes, ketones, chalcones, alkyl formates, alkyl halides, aryl halides, alkyl borates, carbon dioxide or sulfur.