2,6-dimethyl-2,6-nonanediol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,6-dimethyl-2,6-nonanediol
• 英文别名: 2,6-Dimethylnonane-2,6-diol
• 化学式: C₁₁H₂₄O₂
• 分子量: 188.31
• InChiKey: ISCDSUJCZJDLJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  6
• 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：
  2

反应信息

• 作为产物：
  描述：

  3-氯丙基苯基醚 、 2-戊酮 、 丙酮 在 di(tert-butyl)-biphenyl 、 lithium 作用下， 以 四氢呋喃 为溶剂， 反应 2.08h， 以45%的产率得到2,6-dimethyl-2,6-nonanediol
  参考文献：
  名称：

  3-Chloropropyl and 4-Chlorobutyl Phenyl Ethers as Sources of 1,3-Dilithiopropane and 1,4-Dilithiobutane:  Sequential Reaction with Carbonyl Compounds

  摘要：

  The reaction of 3-chloropropyl and 4-chlorobutyl phenyl ethers (1) with lithium powder and a catalytic amount of DTBB (5% molar) in THF at -78 degrees C followed by successive treatment with a carbonyl compound [(RRCO)-R-1-C-2 = (BuCHO)-C-t, Me2CO, (CH2)(5)CO, (-)-menthone] at -78 to 20 degrees C and, after 1.5 h at this temperature, with a second one [(RRCO)-R-3-C-4 = (BuCHO)-C-t, PhCHO, Me2CO, MeCOPrn, (CH2)(5)CO, (-)-menthone] at -78 degrees C leads,after hydrolysis with water, to the corresponding 1,5- and 1,6-diols (2). Because of the competition of two different reductive cleavages, 1,4- and 1,5-diols 3 were also obtained as side-reaction products.

  DOI：

  10.1021/jo000039m

文献信息

• 3-Chloropropyl phenyl ether as a 1,3-dilithiopropane source: sequential reaction with carbonyl compounds
  作者：Francisco Foubelo、Miguel Yus

  DOI：10.1016/s0040-4039(98)02360-0

  日期：1999.1

  The reaction of 3-chloropropyl phenyl ether (1) with lithium powder and a catalytic amount of DTBB (2.5% molar) in THF at −78°C followed by successive treatment with a carbonyl compound [E1 = ButCHO, Me2CO, (CH2)5CO] at −78 to 20°C and, after 1 h at this temperature, a second one [E2 = ButCHO, PhCHO, MeCOPrn, (CH2)5CO] at −78°C leads, after hydrolysis with water, to the formation of the corresponding

  3-氯丙基苯基醚的反应（1）与锂粉末和DTBB（2.5％摩尔）在THF中的-78℃的催化量，接着与羰基化合物连续处理[E 1 =卜吨CHO中，Me 2 CO，（CH 2）5 CO]在-78至20℃，并在此温度下ë1个小时，第二个[后2 =卜吨CHO，苯甲醛，MeCOPr ñ，（CH 2）5 CO]在-在用水水解后，78℃导致形成相应的1，5-二醇（2），其中已经引入了两个不同的亲电子片段。