1-methylheptyl octyl ether | 20012-47-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-methylheptyl octyl ether
• 英文别名: 1-Octan-2-yloxyoctane
• CAS: 20012-47-9
• 化学式: C₁₆H₃₄O
• 分子量: 242.445
• InChiKey: VLJQTSCFXPPQIV-UHFFFAOYSA-N

物化性质

• 沸点：
  284.4±8.0 °C(Predicted)
• 密度：
  0.809±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  17
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-methylheptyl octyl ether 在 氢气 、 ytterbium(III) triflate 作用下， 110.0 ℃ 、4.14 MPa 条件下， 反应 18.0h， 生成 正辛烷 、 辛醇
  参考文献：
  名称：

  Etheric C–O Bond Hydrogenolysis Using a Tandem Lanthanide Triflate/Supported Palladium Nanoparticle Catalyst System

  摘要：

  Selective hydrogenolysis of cyclic and linear ether C-O bonds is accomplished by a tandem catalytic system consisting of lanthanide triflates and sinter-resistant supported palladium nanoparticles in an ionic liquid. The lanthanide triflates catalyze endothermic dehydroalkoxylation, while the palladium nanoparticles hydrogenate the resulting intermediate alkenols to afford saturated alkanols with high overall selectivity. The catalytic C-O hydrogenolysis is shown to have significant scope, and the C-O bond cleavage is turnover-limiting.

  DOI：

  10.1021/ja306309u
• 作为产物：
  描述：

  仲辛醇 、 正辛醛 在 palladium on activated charcoal 氢气 作用下， 160.0 ℃ 、101.32 kPa 条件下， 反应 18.0h， 以95%的产率得到1-methylheptyl octyl ether
  参考文献：
  名称：

  一种从醇和羰基化合物合成醚的简便催化方法

  摘要：

  当反应产生的水通过反应混合物中的氢气鼓泡连续除去时，在 Pd/C 存在下，在氢气压力下，通过醇与酮或醛的催化醚化反应，以极好的收率获得不对称醚。

  DOI：

  10.1246/cl.2000.926

文献信息

• [DE] GLYCERINOCTYLETHER IN TENSIDMISCHUNGEN<br/>[EN] GLYCERIC OCTYL ETHERS IN SURFACE-ACTIVE MIXTURES<br/>[FR] OCTYLETHERS DE GLYCERINE UTILISES DANS DES MELANGES TENSIOACTIFS
  申请人：HENKEL KOMMANDITGESELLSCHAFT AUF AKTIEN

  公开号：WO1995014073A1

  公开（公告）日：1995-05-26

  (DE) Glycerin-mono- und -dioctylether bewirken in flüssigen Tensidmischungen, insbesondere Flüssigwaschmitteln, enthaltend anionische und nichtionische Tenside, Viskositätserhöhung und Schauminhibierung. Die Schauminhibierung ist auch in pulverförmigen Waschmitteln zu beobachten.(EN) Glyceric mono and dioctyl ethers in liquid surface active mixtures, especially liquid detergents, containing anionic and nonionic surfactants increase viscosity and inhibit foaming. The foam-inhibiting action can also be observed in powdered detergents.(FR) Les mono-octyléthers et dioctyléthers de glycérine présents dans des mélanges tensioactifs liquides, notamment des détergents liquides, contenant des tensioactifs anioniques et non ioniques, en augmentent la viscosité et ont une action antimousse que l'on remarque également dans les détergents pulvérulents.

  能 municipality mono- und -dioxide 三醇醚在液态表面活性剂混合物中，尤其存在于液态清洁剂中，含有离解型和非离解型表面活性剂，能增加粘度并抑制泡沫。泡沫抑制作用也可观察到在粉状清洁剂中。
• Micellar effects in the nitrous acid deamination reaction of (R)-[1-2H]-1-octanamine
  作者：Daniel Brosch、Wolfgang Kirmse

  DOI：10.1021/jo00057a025

  日期：1993.2

  The nitrous acid deamination of 1-octanamine (1) afforded mixtures of isomeric octenes, octanols, and octyl nitrites. The aggregation of 1.HClO4 in micelles induced the formation of dioctyl ethers and of 1-nitrooctane as additional products. In homogeneous solution (submicellar aqueous conditions or HOAc), [1-H-2]-1-octanol was obtained from [1-H-2]-1 with ca. 95% inversion of configuration. Above the critical micelle concentration, the enantiomeric purity of [1-H-2]-1-octanol decreased while [1-H-2]-1-nitrooctane was formed with ca.90% retention of configuration. 1-Octyl..NO2 radical pairs, rather than ion pairs, are likely to intervene on the retentive route to 1-nitrooctane and 1-octyl nitrite. Equilibration, via NO exchange, of (R)-[1-H-2]-1-octyl nitrite with the more abundant (S)-[1-H-2]-1-octanol is thought to account for the diminished ee of both products.
• Schlenk,W., Justus Liebigs Annalen der Chemie, 1973, p. 1156 - 1178
  作者：Schlenk,W.

  DOI：——

  日期：——
• Etherification of Alcohols in the Absence of Solvent: Catalytic Function of Polyethers in a Solid/Liquid Medium
  作者：B. Abribat、Y. Le Bigot、A. Gaset

  DOI：10.1080/00397919408010220

  日期：1994.8

  The catalytic action of etherified polyethylene glycols associated with a precise degree of hydration of the reacting medium allows the successful transformation of primary or secondary alcohols into corresponding ethers using very simple operating conditions.
• 1,2,4-Triazol-3-ylidenes with an<i>N</i>-2,4-Dinitrophenyl Substituent as Strongly π-Accepting N-Heterocyclic Carbenes
  作者：Tetsuo Sato、Yoichi Hirose、Daisuke Yoshioka、Tsubasa Shimojo、Shuichi Oi

  DOI：10.1002/chem.201302567

  日期：2013.11.11

  AbstractThe synthesis and characterisation of a series of new Rh and Au complexes bearing 1,2,4‐triazol‐3‐ylidenes with a N‐2,4‐dinitrophenyl (N‐DNP) substituent are described. IR, NMR, single‐crystal X‐ray diffraction and computational analyses of the Rh complexes revealed that the N‐heterocyclic carbenes (NHCs) behaved as strong π acceptors and weak σ donors. In particular, a natural bond orbital (NBO) analysis revealed that the contributions of the Rh→Ccarbene π backbonding interaction energies (ΔEbb) to the bond dissociation energies (BDE) of the RhCcarbene bond for [RhCl(NHC)(cod)] (cod=1,5‐cyclooctadiene) reached up to 63 %. The Au complex exhibited superior catalytic activity in the intermolecular hydroalkoxylation of cyclohexene with 2‐methoxyethanol. The NBO analysis suggested that the high catalytic activity of the AuI complex resulted from the enhanced π acidity of the Au atom.