2-(1cyclohexenyl)ethynephosphonic dimethyl ester | 77526-26-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: 2-(1cyclohexenyl)ethynephosphonic dimethyl ester
• 英文别名: 1-(2-Dimethoxyphosphorylethynyl)cyclohexene
• CAS: 77526-26-2
• 化学式: C₁₀H₁₅O₃P
• 分子量: 214.201
• InChiKey: NEOZIUSIPSPDQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  2-(1cyclohexenyl)ethynephosphonic dimethyl ester 在 硫酸 、 mercury(II) sulfate 作用下， 以 水 为溶剂， 反应 5.0h， 以57%的产率得到2-oxo-2-(1-cyclohexenyl)ethanephosphonic acid
  参考文献：
  名称：

  HYDRATION REACTIONS OF PHOSPHORYLATED 1,3-ENYNES

  摘要：

  Hydration of the 3-alkene-1-ynephosphonic dimethyl esters 3 in the presence of a mixture of mercuric sulfate and sulfuric acid as a catalyst takes place with addition of water to the triple bond and hydrolysis of the phosphonate group with formation of the 2-oxo-3-alkenephosphonic acids 4, Ketalation of the 3-alkene-1-ynephosphonic dimethyl esters 3 with methanol using as a catalyst a mixture of yellow mercuric oxide, trichloroacetic acid and boron trifluoride etherate and subsequent hydrolysis of the prepared phosphorylated ketals B leads to the 2-oxo-3-alkenephosphonic dimethyl esters 5. Treatment of 3 with water in the presence of concentrated hydrochloric acid yields the 3-alkene-1-ynephosphonic acids 6.

  DOI：

  10.1080/10426509908044971
• 作为产物：
  描述：

  1-乙炔基环己烷 、 氯磷酸二甲酯 在 lithium aluminium tetrahydride 作用下， 生成 2-(1cyclohexenyl)ethynephosphonic dimethyl ester
  参考文献：
  名称：

  Yagudeev, T. A.; Kushembaev, R. K.; Nurgalieva, A. N., Journal of general chemistry of the USSR, 1980, vol. 50, p. 1804 - 1807

  摘要：

  DOI：

文献信息

• YAGUDEEV T. A.; KUSHEMBAEV R. K.; NURGALIEVA A. N.; ZHUMAGALIEV S.; DZHAK+, ZH. OBSHCH. XIMII, 1980, 50, HO 10, 2236-2238
  作者：YAGUDEEV T. A.、 KUSHEMBAEV R. K.、 NURGALIEVA A. N.、 ZHUMAGALIEV S.、 DZHAK+

  DOI：——

  日期：——
• Yagudeev, T. A.; Kushembaev, R. K.; Nurgalieva, A. N., Journal of general chemistry of the USSR, 1980, vol. 50, p. 1804 - 1807
  作者：Yagudeev, T. A.、Kushembaev, R. K.、Nurgalieva, A. N.、Zhumagaliev, S.、Dzhakiyaev, G. M.、Godovikov, N. N.

  DOI：——

  日期：——
• HYDRATION REACTIONS OF PHOSPHORYLATED 1,3-ENYNES
  作者：Valerij Ch. Christov、Veneta M. Aladinova、Boris Prodanov

  DOI：10.1080/10426509908044971

  日期：1999.12

  Hydration of the 3-alkene-1-ynephosphonic dimethyl esters 3 in the presence of a mixture of mercuric sulfate and sulfuric acid as a catalyst takes place with addition of water to the triple bond and hydrolysis of the phosphonate group with formation of the 2-oxo-3-alkenephosphonic acids 4, Ketalation of the 3-alkene-1-ynephosphonic dimethyl esters 3 with methanol using as a catalyst a mixture of yellow mercuric oxide, trichloroacetic acid and boron trifluoride etherate and subsequent hydrolysis of the prepared phosphorylated ketals B leads to the 2-oxo-3-alkenephosphonic dimethyl esters 5. Treatment of 3 with water in the presence of concentrated hydrochloric acid yields the 3-alkene-1-ynephosphonic acids 6.