Bis(trifluormethyl)cadmium | 33327-66-1

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: Bis(trifluormethyl)cadmium
• CAS: 33327-66-1
• 化学式: C₂CdF₆
• 分子量: 250.422
• InChiKey: HSPJNQDLIYCPOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  thallium(III) acetate 、 Bis(trifluormethyl)cadmium 在 pyridine 作用下， 以 吡啶 为溶剂， 生成 tris(trifluoromethyl)-thallium*2pyridine
  参考文献：
  名称：

  Polar trifluoromethylation reations: syntheses of trifluoromethyl gallium, indium, and thallium compounds. The mechanism of polar trifluoromethyl group transfer

  摘要：

  The reactions of Cd(CF3)2 complexes with GaCl3, InCl3, and TlX3 (X: Cl, OCOCH3, OCOCF3) in aprotic basic solvents have given the compounds Ga(CF3)3.dmf, Ga(CF3)2Cl.dmf, [Cd(CH3CN)2]-[Ga(CF3)4]2, In(CF3)3.2CH3CN, In(CF3)2Cl.dmf, and Tl(CF3)3.2dmf, which have been characterized by NMR spectroscopy, mass spectrometry, vibrational spectroscopy, and elemental analysis. All trifluoromethylmetal halides formed as intermediates were detected by F-19 NMR spectroscopy. The dependence of the chemical shifts and the coupling constants 2J(Tl-203/205-F-19) on the number of CF3-groups bound to the central atom provides unambiguous evidence for the formular of trifluoromethyl gallates and thallates and the existence of the [Ga(CF3)4]--anion has been confirmed by Ga-71 NMR spectroscopy.A mechanism for successful polar trifluoromethyl group transfer is discussed on the basis of Pearson's HSAB concept and the results of conductivity measurements.

  DOI：

  10.1016/0022-328x(91)83135-q
• 作为产物：
  描述：

  三氟碘甲烷 以65%的产率得到
  参考文献：
  名称：

  HEINZE, P. L.;BURTON, D. J., J. FLUOR. CHEM., 1985, 29, N 3, 359-361

  摘要：

  DOI：

文献信息

• Solvent influence on trifluoromethylation reactions with Cd(CF3)2: one-pot synthesis of trifluoromethyl iron complexes
  作者：Wolfgang Dukat、Dieter Naumann

  DOI：10.1039/dt9890000739

  日期：——

  ligand-exchange reaction is observed, yielding trifluoromethyl iron acetonitrile complexes, while carbonyl complexes are obtained in ethers. The compound [Fe(CO)4(CF3)2] has been prepared in 65% yield, and its 19F n.m.r., i.r., Raman, mass, and Mössbauer spectra recorded. The advantage of observing the 13C satellites in the 19F n.m.r. spectra for the analysis of trifluoromethyl metal compounds is established. If

  双（三氟甲基）镉络合物Cd（CF 3）2 ·L（L = 2CH 3 CN或CH 3 OCH 2 CH 2 OCH 3）作为全氟烷基格氏试剂与羰基铁卤化物反应，进行一锅法反应，生成Fe– CF 3化合物容易。观察到强烈的溶剂影响。讨论了反应方向的依赖性，即三氟甲基化或氟化。在CH 3 CN存在下，观察到配体交换反应，产生三氟甲基铁乙腈络合物，而在醚中获得羰基络合物。化合物[Fe（CO）4（CF 3）2 ]的制备产率为65％，并记录了其19 F nmr，ir，Raman，质量和Mössbauer光谱。建立了在19 F nmr光谱中观察13 C卫星以分析三氟甲基金属化合物的优势。如果使用适当的反应条件，则Cd（CF 3） 2络合物作为氟化试剂和CF 2源反应。因此，在三氟甲基镉试剂与四羰基卤化铁在CH 3 CN中反应时，形成了反磁性的氟铁乙腈络合物。
• Synthesis of new cadmium alkyls by cocodensation of cadmium vapour with trifluorosilyl and trifluoromethyl radicals
  作者：M. A. Guerra、T. R. Bierschenk、R. J. Lagow

  DOI：10.1039/c39850001550

  日期：——

  The very reactive new compounds (Cd)(SiF3)2 and Cd(CF3)2 have been prepared by cocondensation of cadmium vapour with triflurosilyl and triflucromethyl radicals, 19F n.m.r. spectroscopy showing that Cd(SiF3)2 slowly decomposes at room temperature while Cd(CF3)2 decomposes at +5 °C; the addition of glyme (1,2-dimethoxyethane) at low temperature allowed Cd(SiF3)2· glyme and Cd(CF3)2· glyme to be isolated

  极易反应的新化合物（Cd）（SiF 3）2和Cd（CF 3）2是通过镉蒸气与三氟硅烷基和三氟甲基的共缩合反应制备的。19 F nmr光谱表明Cd（SiF 3）2在室温下缓慢分解。 Cd（CF 3）2在+5°C分解时的温度；在低温下添加甘醇二甲醚（1,2-二甲氧基乙烷）可以在室温下分离出Cd（SiF 3）2 ·甘醇二甲醚和Cd（CF 3）2 ·甘醇二甲醚。
• Synthesis of phenyl(perfluoroorgano)mercury derivatives C6H5Hg(Rf) [Rf = CnF2n + 1 (n = 1–4 or 6) or C6F5] by the reactions of bis(perfluoroorgano)cadmium compounds with phenylmercury chloride
  作者：Hamid Layeghi、Dieter Naumann、Wieland Tyrra

  DOI：10.1016/0022-328x(92)80166-u

  日期：1992.12

  The mixed phenyl(perfluoroorgano)mercury derivatives C6H5Hg(Rf) [Rf = CnF2n+1 (n = 1–4 of 6), C6F5] have been prepared by reactions of C6H5HgCl with Cd(Rf)2 compounds, and their 19F NMR, 199Hg and (in some cases) 13C NMR spectra and mass spectra recorded.

  混合的苯基（全氟有机）汞衍生物C 6 H 5 Hg（R f）[R f = C n F 2n + 1（n = 1-4 of 6），C 6 F 5 ]是通过C 6的反应制备的H 5 HgCl和Cd（R f）2化合物，并记录其19 F NMR，199 Hg和（在某些情况下）13 C NMR光谱和质谱。
• Synthesis and properties of donor-free bis(difluoromethyl) cadmium, (CF2H)2Cd NMR spectroscopic detection and structure of tetrakis(difluoromethyl) cuprate(III) and related compounds
  作者：R. Eujen、B. Hoge、D.J. Brauer

  DOI：10.1016/s0022-328x(96)06142-6

  日期：1996.7

  bonds with formation of 1,1-difluoroethyl, 1,1-difluoropropyl and tetrafluoroethyl derivatives is described. Metathesis of CF2HI with CdEt2 in non-coordinating solvents gives very reactive, unsolvated (CF2H)2Cd in quantitative yield. Spectroscopic and chemical properties are reported. Adducts have been obtained by addition of donors such as diglyme or TMEDA. Partial F vs. Cl exchange with acetyl chloride

  研究了CdR 2（R = Me，Et）与CF 2 HI的反应。描述了将二氟卡宾插入Cd-C键并形成1，1-二氟乙基，1，1-二氟丙基和四氟乙基衍生物。在非配位溶剂中将CF 2 HI与CdEt 2复分解后，定量收率得到非常活泼的未溶剂化（CF 2 H）2 Cd。报告了光谱和化学性质。通过添加供体，如二甘醇二甲醚或TMEDA，已获得加合物。用乙酰氯进行的部分F对Cl交换将CF 2 H基团转化为CFHCl衍生物。（CF 2 H）2的反应含CuCl的Cd会导致形成热不稳定的（difluoromethyl）copper（I）物种'Cu（CF 2 H）'和[Cu（CF 2 H）2 ] ⊖，铜酸盐（I）歧化或氧化I 2或O 2给出了铜酸根（III）阴离子[Cu III（CF 2 H）4 ] ⊖，它在水和空气中稳定。已经确定了[PNP] [Cu（CF 2 H）4 ]的晶体结构。由（CF 3 Cu（S 2CNEt
• Electrochemical and Chemical Syntheses of Trifluoromethylating Reagents and Trifluoromethyl Substituted Compounds
  作者：Joseph Grobe、Joachim Hegge

  DOI：10.1002/zaac.200800206

  日期：2008.9

  dissolution of the Al anode reaches 120 % indicating a considerable chemical corrosion in addition to the anodic oxidation. This result enabled a one-pot trifluoromethylation reaction of NMP as organic carbonyl substrate and solvent with CF3Br and aluminium powder (ratio 3 : 2) at higher temperatures (> 70 °C). The complete reaction of CF3Br to give CF3H and 1-methyl-2-trifluoromethyl-4,5-dihydropyrrol

  已在高压不锈钢高压釜中在不同阴极 [Pt、钢 (V2A、V4A)、玻璃碳 (GC)] 和各种支持溶剂的电解质系统 (SSE) 中研究了卤氟甲烷 CF3Br、CF2Br2 和 CF2BrCl 的电还原，例如 DMF/[Bu4N]Br、NMP/[Bu4N]BF4 等。CF3Br 的还原电位从 Pt (–1.6 V) C–Cl > C–Br) 和“全氟效应”增加。我们的实验装置重新研究了在具有牺牲锌或镉阳极的不同 SSE 系统中对 CF3Br 的电解，以阐明实验条件对产物类型和比例的影响。观察到的产物 CF3MBr·42L 和 (CF3)2M·42L (M = Zn, Cd; L = DMF 或 AN) 与之前的研究相同，但以不同的比例获得，通常由相应阳极的平行化学腐蚀引起。通过使用铝作为牺牲阳极，不会形成 CF3Al 化合物。CF3Br 电还原生成的 CF3 物种通过夺氢和形成 CF3H 与溶剂反应。相对于铝阳极溶解的电流产率达到