9,9,10,10,11,11,12,12,13,13,14,14,15,15,16,16,16-heptadecafluoro-7-iodohexadecane-1,2-diol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 9,9,10,10,11,11,12,12,13,13,14,14,15,15,16,16,16-heptadecafluoro-7-iodohexadecane-1,2-diol
• 化学式: C₁₆H₁₆F₁₇IO₂
• 分子量: 690.179
• InChiKey: RJAGVQDAVPUVDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  36
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  9,9,10,10,11,11,12,12,13,13,14,14,15,15,16,16,16-heptadecafluoro-7-iodohexadecane-1,2-diol 在 palladium on activated charcoal 氢气 、 碳酸氢钠 作用下， 以 甲醇 为溶剂， 反应 144.0h， 以62%的产率得到9,9,10,10,11,11,12,12,13,13,14,14,15,15,16,16,16-heptadecafluorohexadecane-1,2-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：

  全氟辛基碘烷 、 7,8-二羟基-1-辛烯 在 四(三苯基膦)钯 作用下， 反应 2.0h， 以77%的产率得到9,9,10,10,11,11,12,12,13,13,14,14,15,15,16,16,16-heptadecafluoro-7-iodohexadecane-1,2-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

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.