1-十二烷基-4-甲基苯 | 104-41-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-十二烷基-4-甲基苯
• 中文别名: 对十二烷基甲苯
• 英文名称: p-dodecyltoluene
• 英文别名: 1-dodecyl-4-methylbenzene；Benzene, 1-dodecyl-4-methyl-
• CAS: 104-41-6
• 化学式: C₁₉H₃₂
• 分子量: 260.463
• InChiKey: BOSMBEZWDZNQJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  19
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2902909090

反应信息

• 作为产物：
  描述：

  1-(4-甲基苯基)-1-十二烷酮 在 甲醇 、 kieselguhr 、 镍 作用下， 200.0~225.0 ℃ 、15.2 MPa 条件下， 生成 1-十二烷基-4-甲基苯
  参考文献：
  名称：

  Englert et al., Journal of the American Oil Chemists' Society, 1953, vol. 30, p. 337

  摘要：

  DOI：

文献信息

• Highly nucleophilic vitamin B₁₂-assisted nickel-catalysed reductive coupling of aryl halides and non-activated alkyl tosylates
  作者：Kimihiro Komeyama、Ryo Ohata、Shinnosuke Kiguchi、Itaru Osaka

  DOI：10.1039/c7cc01932g

  日期：——

  Reductive cross-coupling of aryl halides with ubiquitous alkyl tosylates was developed using a combination of nickel and vitamin B12 catalysts. The tosylate was activated by reduced vitamin B12 to form alkyl cobalt(III) which served as a good alkylating agent for aryl-nickel species, leading to the C(sp3)–C(sp2) bond formation.

  使用镍和维生素B 12催化剂的组合开发了芳基卤化物与无处不在的烷基甲苯磺酸盐的还原性交叉偶联反应。甲苯磺酸盐通过还原的维生素B 12活化而形成烷基钴（III），该烷基钴可作为芳基镍物种的良好烷基化剂，从而导致C（sp 3）–C（sp 2）键的形成。
• Direct Cobalt-Catalyzed Cross-Coupling Between Aryl and Alkyl Halides
  作者：Axel Jacobi von Wangelin、Waldemar Czaplik、Matthias Mayer

  DOI：10.1055/s-0029-1218012

  日期：2009.11

  An operationally simple cross-coupling reaction between aryl halides and alkyl halides with high selectivity has been developed. The underlying domino process utilizes CoCl 2 /Me 4 -DACH as a catalyst system. The methodology exhibits high sustainability as it obviates the need for the pre-formation and handling of stoichiometric amounts of hazardous Grignard compounds.

  已经开发了一种操作简单的芳基卤化物和烷基卤化物之间具有高选择性的交叉偶联反应。基础的多米诺工艺使用 CoCl 2 /Me 4 -DACH 作为催化剂体系。该方法表现出高度的可持续性，因为它不需要预先形成和处理化学计量数量的危险格氏化合物。
• Domino Iron Catalysis: Direct Aryl-Alkyl Cross-Coupling
  作者：Waldemar Maximilian Czaplik、Matthias Mayer、Axel Jacobi von Wangelin

  DOI：10.1002/anie.200804434

  日期：2009.1.5

  Striking while the iron is hot: Cheap FeCl3 serves as the precatalyst for the direct cross‐coupling of aryl and alkyl halides that is based on the sequence of Grignard formation and subsequent cross‐coupling. This one‐pot reaction obviates preformation of hazardous Grignard compounds and limits the amount of reactive organomagnesium intermediates to low quasi‐stationary concentrations. TMEDA=N,N,N′

  在铁热时进行撞击：廉价的FeCl 3用作芳基和烷基卤化物直接交叉偶联的前催化剂，这基于格利雅（Grignard）形成和随后的交叉偶联的顺序。这种一锅法反应避免了危险的格利雅（Grignard）化合物的形成，并将反应性有机镁中间体的数量限制在低准静态浓度。TMEDA = N，N，N '，N'-四甲基乙二胺。
• PROCESS FOR PREPARING ORGANIC COMPOUNDS BY A TRANSITION METAL-CATALYSED CROSS-COUPLING REACTION OF AN ARYL-X, HETEROARYL-X, CYCLOALKENYL-X OR ALKENYL-X COMPOUND WITH AN ALKYL, ALKENYL, CYCLOALKYL OR CYCLOALKENYL HALIDE
  申请人：Sundermeier Mark

  公开号：US20090247764A1

  公开（公告）日：2009-10-01

  A process for preparing organic compounds of the general formula (I) R—R′  (I), where R is a substituted or unsubstituted aromatic, heteroaromatic, cycloalkenylic or alkenylic radical and R′ is a substituted or unsubstituted alkylic, alkenylic, cycloalkylic or cycloalkenylic radical, by reacting a corresponding compound of the general formula (II) R—X  (II), where X is chlorine, bromine, iodine, diazonium, mesylate (methanesulphonate), tosylate (p-toluenesulphonate) or triflate (trifluorosutphonate) and R is as defined for formula (I), with a corresponding compound of the general formula (III) R′—Y  (III), where Y is chlorine, bromine or iodine and R′ is as defined for formula (I), wherein the reaction is carried out in the presence of a) stoichiometric amounts of elemental magnesium, based on the compound of the general formula (II), and b) catalytic amounts of a transition metal compound, based on the compound of the general formula (II), and, if appropriate, c) in the presence of a nitrogen-, oxygen- and/or phosphorus-containing additive in a catalytic or stoichiometric amount, based on the compound of the general formula (II), is described. It is particularly advantageous that the process of the invention is carried out as a one-pot reaction and the organomagnesium compound (Grignard compound) formed in situ as intermediate is not isolated.

  将通式（I） R—R′  （I）的有机化合物制备方法， 其中 R是取代或未取代的芳香族、杂环芳族、环烯烃基或烯烃基，以及 R′是取代或未取代的烷基、烯烃基、环烷基或环烯烃基， 通过将通式（II） R—X  （II）的相应化合物与通式（III） R′—Y  （III）的相应化合物反应而得到， 其中 X是氯、溴、碘、重氮、甲磺酸基（甲磺酸甲酯）、对甲苯磺酸基或三氟甲磺酸基，以及 R如通式（I）中定义的那样， Y是氯、溴或碘，以及 R′如通式（I）中定义的那样， 其中反应在以下条件下进行： a）基于通式（II）的化合物，使用化学计量量的金属镁， b）基于通式（II）的化合物，使用催化量的过渡金属化合物， 以及如有必要， c）在存在氮、氧和/或磷含量的添加剂的情况下，使用催化量或化学计量量，基于通式（II）的化合物， 这一过程被描述为一种特别有利的发明，该过程作为一锅法反应进行，形成的有机镁化合物（格氏试剂化合物）作为中间体不被分离。
• Iron(ii) complexes with functionalized amine-pyrazolyl tripodal ligands in the cross-coupling of aryl Grignard with alkyl halides
  作者：Fei Xue、Jin Zhao、T. S. Andy Hor

  DOI：10.1039/c1dt10258c

  日期：——

  Structurally distinctive Fe(II) complexes with furan, thiophene and pyridine functionalized amine-pyrazolyl tripodal hybrid ligands have been synthesized and crystallographically characterized. The tether substituent at the central amine plays an active role in determining the coordination mode of the ligand and the metal geometry. All complexes are catalytically active towards cross-coupling of aryl Grignard reagents with primary and secondary alkyl halides with β-hydrogen under ambient conditions. ESI-MS spectra analysis revealed the ligand-stabilised Fe(II) and Mg(II) species.

  具有结构特征的Fe(II)配合物与功能化氨基-呋喃、噻吩和吡啶的三齿混合配体合成并通过晶体学进行表征。中央氨基的连接取代基在确定配体的配位模式和金属几何形状方面发挥了积极作用。所有配合物在环境条件下对芳基格氏试剂与带有β-氢的初级和次级卤代烷的交叉偶联反应均表现出催化活性。ESI-MS光谱分析揭示了配体稳定的Fe(II)和Mg(II)物种。