α,α-ditertiobutyltetrahydrofurfuryl alcohol | 169258-19-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢呋喃
• 英文名称: α,α-ditertiobutyltetrahydrofurfuryl alcohol
• 英文别名: 2,2,4,4-Tetramethyl-3-tetrahydro-2-furanyl-3-pentanol；2,2,4,4-tetramethyl-3-(oxolan-2-yl)pentan-3-ol
• CAS: 169258-19-9
• 化学式: C₁₃H₂₆O₂
• 分子量: 214.348
• InChiKey: KOJZFWZJVJGGDS-UHFFFAOYSA-N

物化性质

• 沸点：
  224.8±8.0 °C(Predicted)
• 密度：
  0.947±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,2,4,4-四甲基-3-戊酮 在 sodium 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以26%的产率得到α,α-ditertiobutyltetrahydrofurfuryl alcohol
  参考文献：
  名称：

  Uranyl complexes with 1,2-diols and tetrahydrofurfuryl alcohols

  摘要：

  2,3-Dimethyl-2,3-butanediol (pinacol, L-1) reacted with uranyl nitrate and acetate hydrates to give [UO2 (NO3)(2)(L-1)]center dot L-1 (1.L-1) and [UO2(OAc)(2)(L-1)] (2), while 2,5-dimethyl-3,4-di-iso-propyl-3,4-hexanediol (L-2) was found to undergo a pinacol rearrangement into the ketone R3CCOR (R = iPr) in the presence of uranyl complexes. Treatment of [UO2(NO3)(0)(H2O)(2)]center dot 4H(2)O with tetrahydrofurfuryl alcohol (L-3) and alpha,alpha-diter-tiobutyltetrahydrofurfuryl alcohol (L-4) led to the formation of [UO2(NO3)(2)(L-3)]center dot H2O (3 center dot H2O) and [UO2 (NO3)(2)(L-4)] (4). The crystal structures show that the metal coordination is similar in the 1,2-diol and ether-alcohol complexes but, in contrast to 1.L-1, 2 and 3 center dot H2O which form one- or two-dimensional hydrogen bonded assemblages, the structure of 4 is composed of discrete molecules, due to the lack of intermolecular hydrogen bonds. The crystal structure of uncomplexed L-2 is also described. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.07.100

文献信息

• Uranyl complexes with 1,2-diols and tetrahydrofurfuryl alcohols
  作者：Claude Villiers、Pierre Thuéry、Michel Ephritikhine

  DOI：10.1016/j.poly.2012.07.100

  日期：2012.10

  2,3-Dimethyl-2,3-butanediol (pinacol, L-1) reacted with uranyl nitrate and acetate hydrates to give [UO2 (NO3)(2)(L-1)]center dot L-1 (1.L-1) and [UO2(OAc)(2)(L-1)] (2), while 2,5-dimethyl-3,4-di-iso-propyl-3,4-hexanediol (L-2) was found to undergo a pinacol rearrangement into the ketone R3CCOR (R = iPr) in the presence of uranyl complexes. Treatment of [UO2(NO3)(0)(H2O)(2)]center dot 4H(2)O with tetrahydrofurfuryl alcohol (L-3) and alpha,alpha-diter-tiobutyltetrahydrofurfuryl alcohol (L-4) led to the formation of [UO2(NO3)(2)(L-3)]center dot H2O (3 center dot H2O) and [UO2 (NO3)(2)(L-4)] (4). The crystal structures show that the metal coordination is similar in the 1,2-diol and ether-alcohol complexes but, in contrast to 1.L-1, 2 and 3 center dot H2O which form one- or two-dimensional hydrogen bonded assemblages, the structure of 4 is composed of discrete molecules, due to the lack of intermolecular hydrogen bonds. The crystal structure of uncomplexed L-2 is also described. (C) 2012 Elsevier Ltd. All rights reserved.