3,4-dimethyl-3-pentene-1-ynephosphonic dimethyl ester | 295358-70-2

• 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: 3,4-dimethyl-3-pentene-1-ynephosphonic dimethyl ester
• 英文别名: 1-Dimethoxyphosphoryl-3,4-dimethylpent-3-en-1-yne
• CAS: 295358-70-2
• 化学式: C₉H₁₅O₃P
• 分子量: 202.19
• InChiKey: DRULRTQDEHFZAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  3,4-dimethyl-3-pentene-1-ynephosphonic dimethyl ester 在 三氟化硼乙醚 、 mercury(II) oxide 、 三氯乙酸 、 盐酸 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以69%的产率得到3,4-dimethyl-2-oxo-3-pentenephosphonic acid dimethyl ester
  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：

  甲醇 、 1-Dichlorophosphoryl-3,4-dimethylpent-3-en-1-yne 在 吡啶 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以76%的产率得到3,4-dimethyl-3-pentene-1-ynephosphonic dimethyl ester
  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

文献信息

• 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.