bis(methyltelluro)cyclopropenone

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 英文名称: bis(methyltelluro)cyclopropenone
• 英文别名: 2,3-Bis(methyltellanyl)cycloprop-2-en-1-one
• 化学式: C₅H₆OTe₂
• 分子量: 337.302
• InChiKey: VUDSWRBQMKASHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.32
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  甲醇 、 bis(methyltelluro)cyclopropenone 反应 48.0h， 以88%的产率得到(Z)-2,3-Bis-methyltellanyl-acrylic acid methyl ester
  参考文献：
  名称：

  Selenium- and Tellurium-Substituted Cyclopropenones and their Facile Ring-Opening with Methanol

  摘要：

  Treatment of donor-substituted acetylenes (X-CdropC-X, with X = R-Se, R-Te) with sodium trichloroacetate, followed by hydrolysis, yielded the corresponding cyclopropenones. Their structures could be elucidated by X-ray analysis, and indicated significant overlap between the p-type lone pairs on the chalcogen atoms and the cyclopropenone unit. DFT calculations were carried out on various conformers in order to clarify their relative energy profiles. Methanolysis of these ring systems at room temperature quantitatively afforded alpha,beta-unsaturated esters. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).

  DOI：

  10.1002/1099-0690(200301)2003:1<151::aid-ejoc151>3.0.co;2-7
• 作为产物：
  描述：

  sodium trichloroacetate 、 bis(methyltelluro)acetylene 以 乙二醇二甲醚 为溶剂， 反应 2.0h， 以4%的产率得到bis(methyltelluro)cyclopropenone
  参考文献：
  名称：

  Selenium- and Tellurium-Substituted Cyclopropenones and their Facile Ring-Opening with Methanol

  摘要：

  Treatment of donor-substituted acetylenes (X-CdropC-X, with X = R-Se, R-Te) with sodium trichloroacetate, followed by hydrolysis, yielded the corresponding cyclopropenones. Their structures could be elucidated by X-ray analysis, and indicated significant overlap between the p-type lone pairs on the chalcogen atoms and the cyclopropenone unit. DFT calculations were carried out on various conformers in order to clarify their relative energy profiles. Methanolysis of these ring systems at room temperature quantitatively afforded alpha,beta-unsaturated esters. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).

  DOI：

  10.1002/1099-0690(200301)2003:1<151::aid-ejoc151>3.0.co;2-7

文献信息

• Selenium- and Tellurium-Substituted Cyclopropenones and their Facile Ring-Opening with Methanol
  作者：Daniel B. Werz、Rolf Gleiter、Frank Rominger

  DOI：10.1002/1099-0690(200301)2003:1<151::aid-ejoc151>3.0.co;2-7

  日期：2003.1

  Treatment of donor-substituted acetylenes (X-CdropC-X, with X = R-Se, R-Te) with sodium trichloroacetate, followed by hydrolysis, yielded the corresponding cyclopropenones. Their structures could be elucidated by X-ray analysis, and indicated significant overlap between the p-type lone pairs on the chalcogen atoms and the cyclopropenone unit. DFT calculations were carried out on various conformers in order to clarify their relative energy profiles. Methanolysis of these ring systems at room temperature quantitatively afforded alpha,beta-unsaturated esters. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).