diethyl (2,4,6-trimethylphenylethynyl)phosphonate | 918970-22-6

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: diethyl (2,4,6-trimethylphenylethynyl)phosphonate
• 英文别名: diethyl 2,4,6-trimethylphenylethynylphosphonate；2-(2-diethoxyphosphorylethynyl)-1,3,5-trimethylbenzene
• CAS: 918970-22-6
• 化学式: C₁₅H₂₁O₃P
• 分子量: 280.304
• InChiKey: BIVMFORPSTUUEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  diethyl (2,4,6-trimethylphenylethynyl)phosphonate 在 lead dioxide 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 21.0h， 以15%的产率得到tetraethyl [1,2-bis(2,4,6-trimethylphenylcarbonyl)]-ethene-1,2-diyl-1,2-diphosphonate
  参考文献：
  名称：

  Oxidation of dialkyl arylethynylphosphonates in a system CF3CO2H-CH2Cl2-PbO2

  摘要：

  DOI：

  10.1134/s1070428006050228
• 作为产物：
  描述：

  2-(bromoethynyl)-1,3,5-trimethylbenzene 、 sodium diethyl phosphite 以34%的产率得到diethyl (2,4,6-trimethylphenylethynyl)phosphonate
  参考文献：
  名称：

  Oxidation of dialkyl arylethynylphosphonates in a system CF3CO2H-CH2Cl2-PbO2

  摘要：

  DOI：

  10.1134/s1070428006050228

文献信息

• Reactions of acetylene ketones in superacids
  作者：S. A. Aristov、A. V. Vasil’ev、G. K. Fukin、A. P. Rudenko

  DOI：10.1134/s1070428007050107

  日期：2007.5

  Vinyl type cations ArC+=CHCOR generated from acetylene ketones ArC CCOR in superacids HSO3F and CF3SO3H react with diverse benzene derivatives to form alkenylation products, E-/Z-isomers of diarylpropenone structures Ar(Ar')C=CHCOR. The alkenylation of aromatic compounds with acetylene ketones in superacids occurs with the primary syn-addition of a hydrogen and an aryl residue to the acetylene bond followed by transformation of the product into anti-isomer under the conditions of the reaction.
• Oxidation of aromatic compounds: XVI. Radical cations derived from acetylenic compounds with electron-withdrawing groups: Reactions and ESR parameters
  作者：A. V. Vasil’ev、S. A. Aristov、G. K. Fukin、K. A. Kozhanov、M. P. Bubnov、V. K. Cherkasov

  DOI：10.1134/s1070428008060031

  日期：2008.6

  One-electron oxidation of aryl-substituted acetylenes ArC equivalent to CX where X is an electron-withdrawing group gives different products, depending on the X substituent. Acetylenic substrates with medium-strength electron-withdrawing substituents, X = CO2R, COAr, COR, PO(OEt)(2), give rise to tetrasubstituted ethenes X(ArCO)C=C(COAr)X. Compounds with strong electron-withdrawing groups (X = COCF3, COCO2R, CN) are converted into furan derivatives. Probable mechanisms of transformations of ArC equivalent to CX radical cations into the final products are discussed. Radical cations derived from disubstituted acetylenes were characterized by ESR spectroscopy.