IBS_STOCK2S-49092 | 381201-94-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: IBS_STOCK2S-49092
• 英文别名: 5,7-dimethyl-6,8-dinitro-2-(1,1,2,2-tetrafluoroethyl)-4H-chromen-4-one；5,7-dimethyl-6,8-dinitro-2-(1,1,2,2-tetrafluoroethyl)chromen-4-one
• CAS: 381201-94-1
• 化学式: C₁₃H₈F₄N₂O₆
• mdl: MFCD02626235
• 分子量: 364.21
• InChiKey: SYQNUHBMDREUHG-UHFFFAOYSA-N

物化性质

• 熔点：
  108-109 °C
• 沸点：
  442.6±45.0 °C(Predicted)
• 密度：
  1.606±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  IBS_STOCK2S-49092 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 0.08h， 以77%的产率得到3,5-dimethyl-2,4-dinitro-6-[5-(1,1,2,2-tetrafluoroethyl)-1H-pyrazol-3-yl]phenol
  参考文献：
  名称：

  摘要：

  The reaction of 2-hydroxy-2-polyfluoroalkylchroman-4-ones with hydrazine affords 5-hydroxy-3-(2-hydroxyaryl)-5-polyfluoroalkyl-Delta(2)-pyrazolines, whereas 2-polyfluoroalkylchromones under similar conditions produce 3(5)-(2-hydroxyaryl)-5(3)-polyfluoroalkylpyrazoles. 5 - (2-Hydroxyaryl)-1-methyl-3-polyfluoroalkylpyrazoles were synthesized in the reaction with methylhydrazine, and the reaction with phenylhydrazine afforded regioisomeric 3(5)-(2-hydroxyphenyl)-1-phenyl-5(3)-polyfluoroalkylpyrazoles.

  DOI：

  10.1023/a:1020960815497
• 作为产物：
  描述：

  5,7-dimethyl-2-(1,1,2,2-tetrafluoroethyl)chroman-4-one 在 硫酸 、 硝酸 作用下， 反应 1.0h， 以72%的产率得到IBS_STOCK2S-49092
  参考文献：
  名称：

  摘要：

  The nitration of 5,7-dimethyl-2-polyhaloalkylchromones affords either 5,7-dimethyl-6-nitro- or 5,7-dimethyl-6,8-dinitro-2-polyhaloalkylchromones, depending on the reaction conditions. Signals in the H-1 and C-13 NMR spectra of the sterically hindered chromones were completely assigned using the 2D NOESY, HETCOR, and COLOC spectra. The influence of nonplanar nitro groups on chemical shifts of carbon atoms was studied. Some spectral peculiarities of the peri-methyl group were revealed. The H-1-H-1 and C-13-H-1 spin-spin coupling constants, including the extreme six-bond long-range coupling between the protons of the Me(5) group and H(8), were determined.

  DOI：

  10.1023/a:1021340132279

文献信息

• One-pot synthesis of functionalized benzo[c]coumarins and their precursors via the reaction of 2-(polyfluoroalkyl)chromones with 4-alkyl-3-cyanocoumarins
  作者：Vyacheslav Ya. Sosnovskikh、Vladislav Yu. Korotaev、Igor B. Kutyashev、Alexey Yu. Barkov、Alexander V. Safrygin

  DOI：10.1039/c6ra12492e

  日期：——

  dichloromethane in the presence of triethylamine to give a wide variety of functionalized benzo[c]coumarin derivatives in good yields. This new annulation reaction presumably proceeds by a tandem intermolecular Michael addition and subsequent intramolecular condensation between an intermediate enolate anion and cyano group. In the case of 3-cyano-4-methylcoumarin and 2-(trifluoromethyl)chromones activated

  2-（多氟烷基）色酮与4-烷基-3-氰基香豆素在二氯甲烷中，在三乙胺的存在下反应，以高收率得到各种官能化的苯并[ c ]香豆素衍生物。这种新的环化反应大概是通过串联分子间迈克尔加成反应以及随后的中间烯醇式阴离子和氰基之间的分子内缩合而进行的。在3-氰基-4-甲基香豆素和2-（三氟甲基）色酮被两个吸电子取代基激活的情况下，分离出三个无环中间体，并提出了可能的反应机理。
• One-Pot Domino Synthesis of Polyfunctionalized Benzophenones, Dihydroxanthones, and<i>m</i>-Terphenyls from 2-(Polyfluoroalkyl)chromones
  作者：Vyacheslav Ya. Sosnovskikh、Vladislav Yu. Korotaev、Alexey Yu. Barkov、Igor B. Kutyashev、Alexander V. Safrygin

  DOI：10.1002/ejoc.201403585

  日期：2015.3

  Whereas 2-(polyfluoroalkyl)chromones activated by electron-withdrawing substituents in the benzene ring react with 2-(1-phenylalkylidene)malononitriles in the presence of triethylamine in dichloromethane to produce a wide range of polyfunctionalized benzophenones and dihydroxanthones, their reactions with ethyl α-cyano-β-methylcinnamate under the same conditions took an entirely different course and

  而由苯环中的吸电子取代基活化的 2-（多氟烷基）色酮与 2-（1-苯基亚烷基）丙二腈在二氯甲烷中的三乙胺存在下反应生成多种多官能化二苯甲酮和二氢氧杂蒽酮，它们与乙基 α -氰基-β-甲基肉桂酸酯在相同条件下采取完全不同的过程，主要产生间三联苯衍生物。丙二腈的亚芳基衍生物与氰基乙酸乙酯的亚芳基衍生物之间的行为差​​异是显着的。