反式-1-丁基-4-叔丁基环己醇 | 79928-59-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 反式-1-丁基-4-叔丁基环己醇
• 英文名称: trans-1-butyl-4-tert-butylcyclohexanol
• CAS: 79928-59-9
• 化学式: C₁₄H₂₈O
• 分子量: 212.376
• InChiKey: XHIIVFQEMVWTHC-MQMHXKEQSA-N

物化性质

• 沸点：
  260.6±8.0 °C(Predicted)
• 密度：
  0.889±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.14
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  溴丁基-镁 、 4-叔丁基环己酮 在 甲铝双(2,6-二叔丁基-4-苯甲醚) 作用下， 以 吡啶 为溶剂， 反应 2.0h， 以67%的产率得到反式-1-丁基-4-叔丁基环己醇
  参考文献：
  名称：

  Methylaluminum bis(2,6-di-tert-butyl-4-alkylphenoxide). A new reagent for obtaining unusual equatorial and anti-Cram selectivity in carbonyl alkylation

  摘要：

  DOI：

  10.1021/ja00301a048

文献信息

• Ligand effects in selective carbonyl addition reactions of organomanganese and cerium reagents
  作者：Manfred T. Reetz、Helmut Haning、Stephan Stanchev

  DOI：10.1016/s0040-4039(00)60907-3

  日期：1992.11

  Transmetalation of organolithium reagents RLi (R = CH3, n-Bu) with manganese pivalate produces reagents of the type RMnOC(O)tBu which react stereoselectively with substituted cyclohexanones to afford the axial alcohols preferentially. These reagents as well as cerium ate complexes RCe(OiPr)3MgX react aldehyde-selectively in the presence of ketone functionality.

  有机锂试剂RLi（R = CH 3，n -Bu）与新戊酸锰铁的金属过渡生成类型为RMnOC（O）t Bu的试剂，该试剂与取代的环己酮发生立体选择反应，从而优先提供轴向醇。这些试剂以及铈酸盐络合物RCe（O i Pr）3 MgX在酮官能团存在下选择性地与醛发生反应。
• Ligand effects on diastereoselective addition of organocerium reagents to aldehydes and cyclic ketones
  作者：Nicholas Greeves、Lisa Lyford、J.Elizabeth Pease

  DOI：10.1016/s0040-4039(00)76533-6

  日期：1994.1

  A new class of chiral dialkoxy- and diaryloxyorganocerium reagent has been prepared and the diastereoselectivity of carbonyl addition reactions has been compared with that of conventional organocerium reagents.

  制备了一类新的手性二烷氧基-和二芳氧基有机铈试剂，并将羰基加成反应的非对映选择性与常规有机铈试剂进行了比较。
• The evaluation of dicyclopentadienylsamarium as a reagent in organic synthesis
  作者：J.L. Namy、J. Collin、J. Zhang、H.B. Kagan

  DOI：10.1016/s0022-328x(00)99769-9

  日期：1987.7

  SmCp2, which is easily prepared from SmI2, has been screened as a reducing agent for organic chemistry. In particular, SmCp2 promotes the pseudo-Barbier reaction between carbonyl compounds (aldehydes and ketones) and aliphatic or allylic halides more efficiently than does SmI2.

  容易从SmI 2制备的SmCp 2已被筛选为有机化学的还原剂。特别是，SmCp 2比SmI 2更有效地促进羰基化合物（醛和酮）与脂族或烯丙基卤化物之间的拟Barbier反应。
• Amphiphilic reactions by means of exceptionally bulky organoaluminum reagents. Rational approach for obtaining unusual equatorial, anti-Cram, and 1,4 selectivity in carbonyl alkylation
  作者：Keiji. Maruoka、Takayuki. Itoh、Minoru. Sakurai、Katsumasa. Nonoshita、Hisashi. Yamamoto

  DOI：10.1021/ja00219a038

  日期：1988.5