tetraphenoxyethene | 4895-47-0

• 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: tetraphenoxyethene
• 英文别名: tetraphenoxy-ethene；Tetraphenoxy-aethen；Tetraphenoxy-aethylen；Tetraphenoxyethylen；Tetraphenyloxyethen；Tetraphenoxyethylene；1,2,2-triphenoxyethenoxybenzene
• CAS: 4895-47-0
• 化学式: C₂₆H₂₀O₄
• 分子量: 396.442
• InChiKey: ITTRMUZWZFSHJX-UHFFFAOYSA-N

物化性质

• 熔点：
  168 °C
• 沸点：
  475.3±45.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  氯仿 、 tetraphenoxyethene 、 溴 生成 三溴苯酚
  参考文献：
  名称：

  Scheibler; Depner, Chemische Berichte, 1935, vol. 68, p. 2154,2157

  摘要：

  DOI：
• 作为产物：
  描述：

  chlorodiphenoxymethane 在 苯基锂 作用下， 以 乙醚 、 苯 为溶剂， 生成 tetraphenoxyethene
  参考文献：
  名称：

  Wittig,G.; Boell,W., Chemische Berichte, 1962, vol. 95, p. 2526 - 2534

  摘要：

  DOI：

文献信息

• Efficient Difluoromethylation of Alcohols Using TMSCF₂Br as a Unique and Practical Difluorocarbene Reagent under Mild Conditions
  作者：Qiqiang Xie、Chuanfa Ni、Rongyi Zhang、Lingchun Li、Jian Rong、Jinbo Hu

  DOI：10.1002/anie.201611823

  日期：2017.3.13

  difluoromethylation of alcohols using commercially available TMSCF2Br (TMS=trimethylsilyl) as a unique and practical difluorocarbene source is developed. This method allows primary, secondary, and even tertiary alkyl difluoromethyl ethers to be synthesized under weakly basic or acidic conditions. The reaction mainly proceeds through the direct interaction between a neutral alcohol and difluorocarbene

  开发了一种使用市售TMSCF 2 Br（TMS =三甲基甲硅烷基）作为独特实用的二氟卡宾源的有效二氟甲基化醇的通用方法。该方法允许在弱碱性或酸性条件下合成伯，仲，甚至叔烷基二氟甲基醚。该反应主要通过中性醇与二氟卡宾之间的直接相互作用而进行，这与酚的二氟甲基化不同。此外，通过使用TMSCF 2可以发散地转化含有对二氟卡宾也具有反应性的其他部分的醇。br。这项研究不仅解决了二氟卡宾介导的醇二氟甲基化的合成问题，而且为了解醇二氟甲基化和苯酚二氟甲基化与二氟卡宾物种的不同反应机理提供了新见解。
• Aryloxy Radicals from Diaryloxydiazirines:  α-Cleavage of Diaryloxycarbenes or Excited Diazirines?
  作者：Jean-Marie Fedé、Steffen Jockusch、Nan Lin、Robert A. Moss、Nicholas J. Turro

  DOI：10.1021/ol030123z

  日期：2003.12.1

  The synthesis of diaryloxydiazirines, precursors to diaryloxycarbenes, is described. Thermolyses of the diazirines afford anticipated carbene products, but photolyses afford both carbenes and aryloxy radicals by alpha-scission. UV spectra of the carbenes and radicals are observed. [reaction: see text]

  描述了二芳基氧基二嗪，二芳基氧基卡宾的前体的合成。对重氮嗪进行热解可以得到预期的卡宾产物，但是通过α-分裂，光解可以同时提供羧苄基和芳氧基基团。观察到卡宾和自由基的紫外光谱。[反应：看文字]
• Syntheses and characterization of bis(trifluoromethyl)phosphino naphthalenes and acenaphthenes
  作者：Piotr Wawrzyniak、Alexandra M. Z. Slawin、J. Derek Woollins、Petr Kilian

  DOI：10.1039/b916425a

  日期：——

  Syntheses of heteroleptic 1,8-bis(phosphino)naphthalenes and 5,6-bis(phosphino)acenaphthenes were attempted using several synthetic strategies. Reaction of aryllithium with triphenylphosphite gave ArP(OPh)2 (Ar = substituted naphthalene or acenaphthene), which was transformed into ArP(CF3)2, using a nucleophilic trifluoromethylation reaction with Me3SiCF3/CsF. The importance of the correct choice of

  使用几种合成策略尝试合成杂合的1,8-双（膦基）萘和5,6-双（膦基）ac啶。芳基锂与亚磷酸三苯酯 给了 ArP（OPh）2 （氩气 =替代 萘 或者 ena），然后通过与Me 3 SiCF 3 /的亲核三氟甲基化反应将其转化为ArP（CF 3）2。脑脊液。讨论了正确选择溶剂对三氟甲基化反应的重要性。ArP（CF 3）2与有机锂 阻碍了第二个的附件 膦 有机骨干网的功能。 四苯氧基乙烯在三氟甲基化反应中以少量的副产物形式获得了β-环糊精。所选的新化合物通过单晶X射线衍射进行表征。
• Scheibler et al., Journal fur praktische Chemie (Leipzig 1954), 1958, vol. <4> 7, p. 70,94
  作者：Scheibler et al.

  DOI：——

  日期：——
• Diarylo×ycarbenes from o×adiazolines
  作者：Xiaosong Lu、Darren L. Reid、John Warkentin

  DOI：10.1139/cjc-79-3-319

  日期：——

  Symmetric and unsymmetric 2,2-diaryloxy-5,5-dimethyl-Delta (3)-1,3,4-oxadiazolines were synthesized by oxidative cyclization of aryloxycarbonyl hydrazones of acetone with lead tetraacetate and subsequent treatment of the product mixture with a phenol in acidic solution. Thermolysis of the oxadiazolines in benzene solution at 110 degreesC afforded carbonyl ylide intermediates that cyclize, in part, to the corresponding 2,2-diaryloxyoxirane intermediates. The oxiranes, which were not observed, are required to account for the 1,1-diaryloxy-2-methylpropenes (ketene acetals) that were isolated. Most of the carbonyl ylides fragment to acetone and diaryloxycarbenes. The latter form dimers (tetraaryloxyethenes) or they can be trapped with phenols to form orthoformates. Diphenoxycarbene was also trapped with dimethyl acetylenedicarboxylate (DMAD). The method appears to be the first for generating the parent diphenoxycarbene under relatively mild conditions in solution, and the only one to date for generating unsymmetrically substituted diaryloxycarbenes. Minor competing fragmentations of the oxadiazolines to 2-diazopropane and the appropriate diaryl carbonates, were also observed.