diethyl 4-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl)-4-iodoheptanedioate | 145656-15-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: diethyl 4-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl)-4-iodoheptanedioate
• 英文别名: Diethyl 4-iodo-4-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl)heptanedioate
• CAS: 145656-15-1
• 化学式: C₁₈H₂₀F₁₃IO₄
• 分子量: 674.238
• InChiKey: DDJXYRUFIJSNEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  36
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  diethyl 4-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl)-4-iodoheptanedioate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以88%的产率得到4-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl)heptane-1,7-diol
  参考文献：
  名称：

  Preparation of fluorinated 1,2- and .alpha.,.omega.-diols

  摘要：

  The addition of perfluoroalkyl iodides to 7-octene-1,2-diol or 5-hexene-1,2-diol in the presence of Pd(Ph3P)4 or benzoyl peroxide gives the corresponding adducts in 71-88% yields. The adducts have been successfully reduced by hydrogenation using palladium on activated carbon as a catalyst to afford the fluorinated 1,2-diols R(f)(CH2)nCH(OH)CH2OH (n = 4, 6) in good yields. The fluorinated alpha,omega-diol HO(CH2)3CH(CH2C6F13)(CH2)3OH has been prepared by Pd(Ph3P)4-catalyzed addition of C6F13I to the diester (EtO2CCH2CH2)2C=CH2 followed by LiAlH4 reduction.

  DOI：

  10.1021/jo00054a027
• 作为产物：
  描述：

  4-氧代庚二酸二乙酯 在 四(三苯基膦)钯 四氯化钛 、 锌 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 diethyl 4-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl)-4-iodoheptanedioate
  参考文献：
  名称：

  Preparation of fluorinated 1,2- and .alpha.,.omega.-diols

  摘要：

  The addition of perfluoroalkyl iodides to 7-octene-1,2-diol or 5-hexene-1,2-diol in the presence of Pd(Ph3P)4 or benzoyl peroxide gives the corresponding adducts in 71-88% yields. The adducts have been successfully reduced by hydrogenation using palladium on activated carbon as a catalyst to afford the fluorinated 1,2-diols R(f)(CH2)nCH(OH)CH2OH (n = 4, 6) in good yields. The fluorinated alpha,omega-diol HO(CH2)3CH(CH2C6F13)(CH2)3OH has been prepared by Pd(Ph3P)4-catalyzed addition of C6F13I to the diester (EtO2CCH2CH2)2C=CH2 followed by LiAlH4 reduction.

  DOI：

  10.1021/jo00054a027

文献信息

• Preparation of fluorinated 1,2- and .alpha.,.omega.-diols
  作者：Weiming Qiu、Donald J. Burton

  DOI：10.1021/jo00054a027

  日期：1993.1

  The addition of perfluoroalkyl iodides to 7-octene-1,2-diol or 5-hexene-1,2-diol in the presence of Pd(Ph3P)4 or benzoyl peroxide gives the corresponding adducts in 71-88% yields. The adducts have been successfully reduced by hydrogenation using palladium on activated carbon as a catalyst to afford the fluorinated 1,2-diols R(f)(CH2)nCH(OH)CH2OH (n = 4, 6) in good yields. The fluorinated alpha,omega-diol HO(CH2)3CH(CH2C6F13)(CH2)3OH has been prepared by Pd(Ph3P)4-catalyzed addition of C6F13I to the diester (EtO2CCH2CH2)2C=CH2 followed by LiAlH4 reduction.