tetrahexylammonium fluoride | 37622-24-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: tetrahexylammonium fluoride
• 英文别名: Tetrahexylazanium;fluoride
• CAS: 37622-24-5
• 化学式: C₂₄H₅₂N*F
• 分子量: 373.682
• InChiKey: AAIWQSJMMIXYGQ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  5.13
• 重原子数：
  26
• 可旋转键数：
  20
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  n-octyl methanesulfonate 、 tetrahexylammonium fluoride 以 氯苯 为溶剂， 生成 1-氟辛烷 、 N,N,N-Trihexylhexan-1-aminium methanesulfonate
  参考文献：
  名称：

  Dramatic effect of the specific solvation on the reactivity of quaternary ammonium fluorides and poly(hydrogen fluorides), (HF)n.cntdot.F-, in media of low polarity

  摘要：

  DOI：

  10.1021/jo00263a013
• 作为产物：
  描述：

  四己基氯化铵 在 potassium fluoride 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 tetrahexylammonium fluoride
  参考文献：
  名称：

  Synthesis of quaternary ammonium fluoride salts by a solid-liquid halogen exchange process in protic solvents

  摘要：

  DOI：

  10.1021/jo00281a024
• 作为试剂：
  描述：

  (Z)-trimethylsilyl N-trimethylsilylacetimidate 、 (±)-反式-1,3-二苯基烯丙基乙酸酯 、 丙二酸二甲酯 在 bis(η3-allyl-μ-chloropalladium(II)) 、 (5S,2'R)-4,5-dihydro-2-(2'-diphenylphosphino-2'-phenylethyl)-5-tert-butyl-1,3-oxazole 、 tetrahexylammonium fluoride 作用下， 以 乙腈 为溶剂， 生成 三甲基氟硅烷 、 dimethyl 2-[(E)-(S)-1,3-diphenylallyl]-malonate 、 (R)-methyl 2-carbomethoxy-3,5-diphenylpent-4-enoate 、 N-三甲基硅基乙酰胺
  参考文献：
  名称：

  Synthesis of Phosphino Oxazoline Ligand Libraries from Amino Acid and Phosphino Carboxylate Building Blocks

  摘要：

  A modular route to new phosphine-oxazoline ligands is reported. The ability of these ligands to asymmetrically catalyze the addition of dimethyl malonate to 1,3-diphenylprop-2-enyl acetate was investigated. The best of these Ligands gave a palladium complex which catalyzed the addition of dimethyl malonate to 1,3-diphenylprop-2-enyl acetate in a 99% yield and in 98% enantiomeric excess (Table 3, entry 11).

  DOI：

  10.1021/jo981420y

文献信息

• METHOD AND REAGENT FOR DEOXYFLUORINATION
  申请人：South Dakota Board of Regents

  公开号：US20210155561A1

  公开（公告）日：2021-05-27

  A safe, simple, and selective method and reagent for deoxyfluorination is disclosed. With the method and reagent disclosed herein, organic compounds such as carboxylic acids, carboxylates, carboxylic acid anhydrides, aldehydes, and alcohols can be fluorinated by using the most common nucleophilic fluorinating reagents and electron deficient fluoroarenes as mediators under mild conditions, giving corresponding fluoroorganic compounds in excellent yield with a wide range of functional group compatibility and easy product purification. For example, directly utilizing KF for deoxyfluorination of carboxylic acids provides the most economical and the safest pathway to access acyl fluorides, key intermediates for syntheses of peptide, amide, ester, and dry fluoride salts.

  揭示了一种安全、简单和选择性的脱氧氟化方法和试剂。利用本公开的方法和试剂，有机化合物如羧酸、羧酸盐、羧酸酐、醛和醇可以在温和条件下通过使用最常见的亲核氟化试剂和电子亏损的氟代芳烃作为介质进行氟化，产率极高地得到相应的氟有机化合物，具有广泛的官能团兼容性和易于产品纯化。例如，直接利用KF对羧酸进行脱氧氟化提供了最经济和最安全的途径，以获得酰氟，这是合成肽、酰胺、酯和干氟化盐的关键中间体。
• Role of Organic Fluoride Salts in Stabilizing Niobium Oxo-Clusters Catalyzing Epoxidation
  作者：Qingqing Zhou、Beibei Xu、Xuan Tang、Sheng Dai、Bingjie Ding、Difan Li、Anna Zheng、Tong Zhang、Yefeng Yao、Xueqing Gong、Zhenshan Hou

  DOI：10.1021/acs.langmuir.1c00893

  日期：2021.7.13

  coordination of fluorine ions with Nb sites and the steric protection with bulky organic cations led to high stabilization and dispersion of the oxo-clusters in the course of the reaction. Second, a hydrogen-bond interaction between the coordinated fluorine atom and the −OH group of allylic alcohol favored the epoxidation reaction. Third, the electron density of Nb sites decreased due to the strong electron-withdrawing

  我们在这里提出，容易获得的有机盐可以稳定/改性铌 (Nb) 氧簇。合成后的 Nb 氧簇已通过各种方法表征。这些 Nb 氧簇对烯丙醇和烯烃与 H 2 O 2的环氧化具有催化活性作为氧化剂。值得注意的是，Nb-OC@TBAF-0.5 以高度分散的纳米颗粒形式出现并表现出最高的催化活性，基于表征可归因于以下原因。首先，氟离子与 Nb 位点的强配位和大有机阳离子的空间保护导致在反应过程中氧簇的高度稳定和分散。其次，配位的氟原子和烯丙醇的 -OH 基团之间的氢键相互作用有利于环氧化反应。第三，Nb 位点的电子密度由于与 Nb 位点相邻的 F - 的吸电子能力强而降低，从而促进了亲电氧转移到 C=C 键。
• Convenient Procedures for the Preparation of Lipophilic Quaternary Onium Fluorides, Hydrogendifluorides and Dihydrogentrifluorides via Ion Exchange in Two-Phase Systems
  作者：Dario Landini、Henriette Molinari、Michele Pensa、Alessandro Rampoldi

  DOI：10.1055/s-1988-27763

  日期：——

  A series of lipophilic quaternary onium fluorides 2, hydrogendifluorides 3, and dihydrogentrifluorides 4 are easily synthesized in almost quantitative yields from the corresponding quaternary hydrogen sulfates by exchange with the appropriate anion in an organic aqueous two-phase system; alternatively quaternary salts 4 can be prepared from onium chlorides 5 or bromides 6 under the same conditions.

  一系列疏脂性四元铵氟化物2、氢二氟化物3和氢三氟化物4可以通过与适当的阴离子在有机水相两相系统中进行交换，几乎定量地从相应的四元氢硫酸盐合成；另外，四元盐4也可以在相同条件下从铵氯化物5或溴化物6制备。
• Anhydrous flouride salts and reagents and methods for their production
  申请人：DiMagno G. Stephen

  公开号：US20060089514A1

  公开（公告）日：2006-04-27

  Anhydrous organic fluoride salts and reagents prepared by a method comprising the nucleophilic substitution of a fluorinated aromatic or fluorinated unsaturated organic compound with a salt having the formula: [Q n M] x+ A x − in an inert polar, aprotic solvent; wherein M is an atom capable of supporting a formal positive charge, the n groups Q are independently varied organic moieties, n is an integer such that the [Q n M] carries at least one formal positive charge, x is an integer defining the number of formal positive charge(s), +, carried by the [Q n M], A − is an anionic nucleophile capable of substituting for F in the fluorinated compound and F represents fluorine or a radioisotope thereof.

  由一种方法制备的无水有机氟化物盐和试剂，该方法包括用具有以下公式的盐进行氟化芳香族或氟化不饱和有机化合物的亲核取代：[QnM]x+Ax−，其中M是能够支持正式正电荷的原子，n个Q基团是独立变化的有机基团，n是一个整数，使得[QnM]至少带有一个正式正电荷，x是定义由[QnM]携带的正式正电荷数的整数，+，A−是能够取代氟化合物中F的阴离子亲核试剂，F代表氟或其同位素。
• New method for preparing tiotropium salts
  申请人：Lock Ralf

  公开号：US20060047120A1

  公开（公告）日：2006-03-02

  The invention relates to a new process for preparing tiotropium salts of general formula 1 wherein X − may have the meanings given in the claims and in the specification.

  该发明涉及一种制备一般式1中X−可能具有权利要求和说明书中所给出的意义的噻托溴铵盐的新工艺。