2-tert-butoxyoctan-1-ol | 86108-31-8

• 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: 2-tert-butoxyoctan-1-ol
• 英文别名: 2-[(2-Methylpropan-2-yl)oxy]octan-1-ol
• CAS: 86108-31-8
• 化学式: C₁₂H₂₆O₂
• 分子量: 202.337
• InChiKey: LMKNRYHGTZAWLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• 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：

  辛烯 在 过氧乙酸 、 bis(acetylacetonato)dioxidomolybdenum(VI) 作用下， 以 1,4-二氧六环 为溶剂， 反应 30.0h， 生成 2-tert-butoxyoctan-1-ol
  参考文献：
  名称：

  Lauterbach, G.; Posselt, G.; Schaefer, R., Journal fur praktische Chemie (Leipzig 1954), 1981, vol. 323, # 1, p. 101 - 120

  摘要：

  DOI：

文献信息

• An Environmentally Benign Catalytic Method for Efficient and Selective Nucleophilic Ring Opening of Oxiranes by Zirconium Tetrakis(dodecyl Sulfate)
  作者：Maasoumeh Jafarpour、Abdolreza Rezaeifard、Marzieh Aliabadi

  DOI：10.1002/hlca.200900239

  日期：2010.3

  An operationally simple and environmentally benign protocol for a highly regio‐ and chemoselective preparation of β‐substituted alcohols by means of ring‐opening reactions of oxiranes with various aliphatic alcohols, H2O, NaN3, and NaCN as nucleophiles in the presence of catalytic amounts of zirconium tetrakis(dodecyl sulfate) as Lewis acid/surfactant‐combined catalysts (LASCs) was developed. The high

  一种操作简单且对环境无害的方案，可在催化作用下，通过环氧乙烷与各种脂肪族醇，H 2 O，NaN 3和NaCN作为亲核体的开环反应，高度区域和化学选择性地制备β-取代的醇研制了一定数量的四（十二烷基硫酸）锆作为路易斯酸/表面活性剂组合催化剂（LASC）。催化剂的高效率通过在所需时间内获得的高产物收率，尤其是通过Zr IV配合物的可重复使用性得到了证实。
• Chelation-Assisted Regioselective C−O Bond Cleavage Reactions of Acetals by Grignard Reagents. A General Procedure for the Regioselective Synthesis of Protected Polyols Having One Free Hydroxy Group
  作者：Wen-Lung Cheng、Yeng-Jeng Shaw、Sue-Min Yeh、Puthuparampil P. Kanakamma、Yu-Huey Chen、Chuo Chen、Jia-Cheng Shieu、Shaang-Jyh Yiin、Gene-Hsiang Lee、Yu Wang、Tien-Yau Luh

  DOI：10.1021/jo981579a

  日期：1999.1.1

  Acetals containing a neighboring heteroatom react with the Grignard reagent in aromatic hydrocarbon solvents regioselectively. The auxiliary moiety can be hydroxy, alkoxy, or amino but not sulfur. Chelation plays a key role in directing the regioselectivity of this ring opening reaction. The reactions of acetonide derivatives of monosaccharides under these conditions afford the corresponding products having only one free hydroxy group at the specific position. Fully protected mannosamine derivative is prepared in good yield. The stereochemistry of the carbon center where auxiliary group is attached can be either syn or anti to the acetal oxygen moiety where cleavage of the C-O bond occurs. However, difference in reactivity has been found in the reaction of tris-acetonide of sorbitol with MeMgI. Regioselective ring opening of the acetal group at the anomeric carbon generates a hemiacetal which underwent further nucleophilic addition to furnish the corresponding alcohol stereoselectively.
• Differentiation of contiguous hydroxyl groups by regioselective conversion of acetonides into tert-butyl hydroxyalkyl ethers
  作者：Wen Lung Cheng、Sue Min Yeh、Tien Yau Luh

  DOI：10.1021/jo00073a003

  日期：1993.10

  Treatment of the acetonides of simple contiguous diols or those derived from carbohydrates with the Grignard reagent yields regioselectively the corresponding hydroxyalkyl ether.
• Cheng Wen-Lung, Yeh Sue-Min, Luh Tien-Ya, J. Org. Chem, 58 (1993) N 21, S 5576-5577
  作者：Cheng Wen-Lung, Yeh Sue-Min, Luh Tien-Ya

  DOI：——

  日期：——