5,8-diethyldodecane | 24251-86-3

• 分子结构分类: 有机化合物 - 碳氢化合物 - 饱和烃
• 英文名称: 5,8-diethyldodecane
• 英文别名: 5,8-Diaethyl-dodecan
• CAS: 24251-86-3
• 化学式: C₁₆H₃₄
• 分子量: 226.446
• InChiKey: DGQRNAPEPDFOEX-UHFFFAOYSA-N

物化性质

• 沸点：
  99 °C(Press: 4 Torr)
• 密度：
  0.7822 g/cm3
• 保留指数：
  1572.1

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  16
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2901100000

反应信息

• 作为产物：
  描述：

  溴代异辛烷 、 2-甲基丁烷 在 氢化钾 作用下， 生成 5,8-diethyldodecane
  参考文献：
  名称：

  Spectra of extremely reduced assemblages: Implications for Mercury

  摘要：

  Abstract— We investigate the possibility that Mercury's crust is very reduced with FeO concentrations of less than ˜0.1 wt%. We believe that such a surface could have a composition of enstatite, plagioclase, diopside, and sulfide, similar to the mineral assemblages found in aubritic meteorites. To test this hypothesis, we investigated the spectra of aubrites and their constituent minerals as analogs for the surface of Mercury. We found that some sulfides have distinctive absorption features in their spectra shortwards of ˜0.6 μm that may be apparent in the spectrum of such an object. Determination of the surface composition of Mercury using orbital x‐ray spectroscopy should easily distinguish between a lunar highlands and enstatite basalt composition since these materials have significant differences in concentrations of Al, Mg, S, and Fe. The strongest argument against Mercury having an enstatite basalt composition is its extreme spectral redness. Significant reddening of the surface of an object (such as Mercury) is believed to require reduction of FeO to nanophase iron, thus requiring a few percent FeO in the material prior to alteration.

  DOI：

  10.1111/j.1945-5100.2002.tb00892.x

文献信息

• Replacing Conventional Carbon Nucleophiles with Electrophiles: Nickel-Catalyzed Reductive Alkylation of Aryl Bromides and Chlorides
  作者：Daniel A. Everson、Brittany A. Jones、Daniel J. Weix

  DOI：10.1021/ja301769r

  日期：2012.4.11

  general method is presented for the synthesis of alkylated arenes by the chemoselective combination of two electrophilic carbons. Under the optimized conditions, a variety of aryl and vinyl bromides are reductively coupled with alkyl bromides in high yields. Under similar conditions, activated aryl chlorides can also be coupled with bromoalkanes. The protocols are highly functional-group tolerant (−OH,

  提出了通过两个亲电碳的化学选择性组合合成烷基化芳烃的一般方法。在优化的条件下，各种芳基和乙烯基溴化物以高产率与烷基溴化物还原偶联。在类似条件下，活化的芳基氯也可以与溴代烷烃偶联。该协议具有高度的官能团耐受性（-OH、-NHTs、-OAc、-OTs、-OTf、-COMe、-NHBoc、-NHCbz、-CN、-SO2Me），并且反应在台式上组装，无需排除空气或湿气的特殊预防措施。该反应显示出与传统交叉偶联反应不同的化学选择性，例如铃木-宫浦反应、斯蒂尔反应和日山-丹麦反应。带有亲电和亲核碳的底物导致亲电碳 (R-X) 处的选择性偶联，并且在亲核碳 (R-[M]) 处不发生有机硼 (-Bpin)、有机锡 (-SnMe3) 和有机硅的反应(-SiMe2OH) 含有机卤化物 (X–R–[M])。Hammett 研究表明，σ 和 σ(-) 参数与取代芳基溴化物与溴代烷烃的相对反应速率呈线性相关。这些相关性
• Soluble, highly conjugated derivatives of polyacetylene from the ring-opening metathesis polymerization of monosubstituted cyclooctatetraenes: synthesis and the relationship between polymer structure and physical properties
  作者：Christopher B. Gorman、Eric J. Ginsburg、Robert H. Grubbs

  DOI：10.1021/ja00057a024

  日期：1993.2

  Abstract : Using well-defined tungsten-based olefin metathesis catalysts, a family of partially substituted polyacetylenes have been synthesized via the ring-opening metathesis polymerization (ROMP) of monosubstituted cyclooctatetraenes (RCOT). These polymers are highly conjugated as evidenced by their visible absorption maxima, they are of high molecular weight as evidenced by gel permeation chromatography

  摘要 : 使用定义明确的钨基烯烃复分解催化剂，通过单取代环辛四烯 (RCOT) 的开环复分解聚合 (ROMP) 合成了一系列部分取代的聚乙炔。这些聚合物是高度共轭的，如它们的可见吸收最大值所证明的那样，它们具有高分子量，如凝胶渗透色谱所证明的那样，并且该家族的大多数成员以合成时的主要顺式形式可溶。聚合物可以异构化为主要使用热或光进行转化。通过可见吸收光谱监测热异构化的速率。通常，紧邻主链的含有二级或三级基团的聚合物仍以反式形式可溶，并且在大多数情况下仍高度共轭。
• Copper-Catalyzed Alkyl–Alkyl Cross-Coupling Reactions Using Hydrocarbon Additives: Efficiency of Catalyst and Roles of Additives
  作者：Takanori Iwasaki、Reiko Imanishi、Ryohei Shimizu、Hitoshi Kuniyasu、Jun Terao、Nobuaki Kambe

  DOI：10.1021/jo501006u

  日期：2014.9.19

  Cross-coupling of alkyl halides with alkyl Grignard reagents proceeds with extremely high TONs of up to 1230000 using a Cu/unsaturated hydrocarbon catalytic system. Alkyl fluorides, chlorides, bromides, and tosylates are all suitable electrophiles, and a TOF as high as 31200 h–1 was attained using an alkyl iodide. Side reactions of this catalytic system, i.e., reduction, dehydrohalogenation (elimination)

  使用铜/不饱和烃催化系统，烷基卤化物与烷基格氏试剂的交叉偶联可产生高达1230000的极高TON。烷基氟化物，氯化物，溴化物和甲苯磺酸盐都是合适的亲电子试剂，TOF高达31200 h –1使用烷基碘可以达到目的。在没有添加剂的情况下，该催化体系的副反应即还原，脱卤化氢（消除）和卤代烷的均偶联。看来该反应涉及烷基铜中间体的β-氢消除，从而产生烯烃和Cu-H物种，并且该过程既触发副反应又触发Cu催化剂的降解。形成的Cu–H可能促进歧化反应，从而促进烷基卤化物的还原，从而生成烷烃和Cu–X或Cu（0）的生成，这种歧化可以氧化添加到烷基卤化物中以产生烯烃，在某些情况下还可以是均偶联产物。1,3-丁二烯和苯丙炔等不饱和烃类添加剂通过抑制β-氢的消除在实现高效交叉偶联中起着重要作用，
• Lochmann, Lubomir; Trekoval, Jiri, Collection of Czechoslovak Chemical Communications, 1986, vol. 51, # 7, p. 1439 - 1443
  作者：Lochmann, Lubomir、Trekoval, Jiri

  DOI：——

  日期：——
• Nickel-Catalyzed Reductive Cross-Coupling of Aryl Halides with Alkyl Halides
  作者：Daniel A. Everson、Ruja Shrestha、Daniel J. Weix

  DOI：10.1021/ja9093956

  日期：2010.1.27

  The direct reductive cross-coupling of alkyl halides with aryl halides is described. The transformation is efficient (equimolar amounts of the starting materials are used), generally high-yielding (all but one between 55 and 88% yield), highly functional-group-tolerant [OH, NHBoc, NHCbz, Bpin, C(O)Me, CO2Et, and CN are all tolerated], and easy to perform (uses only benchtop-stable reagents, tolerates small amounts of water and oxygen, changes color when complete, and uses filtration workup). The reaction appears to avoid the formation of intermediate organomanganese species, and a synergistic effect was found when a mixture of two ligands was employed.

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