1,2-二癸基苯 | 33377-22-9

• 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: 1,2-二癸基苯
• 英文名称: 1,2-didecylbenzene
• 英文别名: Didecylbenzene
• CAS: 33377-22-9
• 化学式: C₂₆H₄₆
• 分子量: 358.651
• InChiKey: FVEVOEHPSHPIOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.2
• 重原子数：
  26
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,2-二癸基苯 在 sodium iodate 、 硫酸 、 碘 作用下， 以 硫酸 、 溶剂黄146 为溶剂， 以51%的产率得到1,2-二癸基-4,5-二碘苯
  参考文献：
  名称：

  Synthesis of Diacetylene Macrocycles Derived from 1,2-Diethynyl Benzene Derivatives: Structure and Reactivity of the Strained Cyclic Dimer

  摘要：

  Diacetylene macrocycles 2-4 (n = 1-3) (R = H, C4H9, C6H13, C10H21, C12H25, OC10H21) have been prepared from the oxidative coupling of 1,2-diethynylbenzene derivatives. These compounds can be produced in useful quantities and are of interest as precursors to novel conjugated organic polymers. The reported results indicate that when the R groups are large the dimeric macrocycle (n = 1) can be prepared in as high as 74% yield from the corresponding 1,2-diethynylbenzene in a one-step procedure. An alternate multistep procedure was found to produce the tetrameric macrocycle (n = 3, R = C6H13) in 45 % yield. The highly strained dimeric macrocycle was characterized by an X-ray structure and was found to be very reactive. The dimers undergo a rapid very exothermic polymerization at 100-125-degrees-C, indicative of a chain reaction. Reaction of the dimeric macrocycles with iodine results in intramolecular cyclization and a new 20pi electron tetraiodide fused ring system. Reaction of the tetraiodide with oxygen produces a related compound in which two of the iodides have been converted to ketones.

  DOI：

  10.1021/jo00085a016
• 作为产物：
  描述：

  Decylmagnesium bromide 、 邻二氯苯 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 作用下， 以 四氢呋喃 为溶剂， 以48%的产率得到1,2-二癸基苯
  参考文献：
  名称：

  Synthesis of oleophilic electron-rich phenylhydrazines

  摘要：

  苯基肼1通过酸诱导去除肼酰胺2中的Boc基团，成功地取代了两个或三个长链烷基、烷氧基或烷基硫基团。反应在CF₃CH₂OH/CH₂Cl_{2>中以5当量的TfOH在-40°C下进行1.5分钟。在这些条件下，去保护的肼1被完全质子化，增加了其在反应介质中的稳定性。肼类产物以60-86%的产率和纯度>90%的纯度分离。肼酰胺2以43-71%的产率从芳基溴化物5中获得，该溴化物通过与t-BuLi锂化，然后与双tert-丁基叠氮二羧酸酯（DTBAD）反应得到。}

  DOI：

  10.3762/bjoc.8.29

文献信息

• Catalytic Systems for Production of 1-Hexene by Selective Ethylene Trimerization
  作者：D. N. Cheredilin、A. M. Sheloumov、A. A. Senin、G. A. Kozlova、V. V. Afanas’ev、N. B. Bespalova

  DOI：10.1134/s0965544120010041

  日期：2020.1

  the composition of catalytic systems for ethylene trimerization have been studied. It has been shown that the obtained series of catalytic systems manifests high activity in the process of ethylene trimerization to 1-hexene, with the process selectivity exceeding 94%. The highest value of productivity amongst known selective catalytic systems for trimerization was achieved using a chromium complex 13

  摘要通过六水合铬（III）和二膦在丙酮中的反应，获得了具有二膦配体的新型铬配合物。含有水分子和1,2-双（二苯基膦基）苯作为配体的铬（III）配合物4的结构和具有1,2-双（二苯基膦基）苯配体的两个铬（III）配合物（12和13）的结构邻位的烯基取代基使用X射线衍射分析已经确定了磷原子上的苯基之一的-位置。已经研究了在乙烯三聚反应的催化体系的组成中得到的配合物的催化性能。已经表明，所获得的一系列催化体系在乙烯三聚为1-己烯的过程中表现出高活性，过程选择性超过94％。在已知的三聚反应选择性催化体系中，使用邻位带有2-甲基丙-1-烯基的铬络合物13可实现最高的生产率苯基之一的-位置。确定了温度，压力，溶剂的性质和催化体系的组成对乙烯三聚形成1-己烯的工艺参数的影响。
• Convenient Synthesis and Photophysical Properties of Tetrabenzopentakisdehydro[12]annuleno[12]annulene
  作者：Motohiro Sonoda、Yu Sakai、Takashi Yoshimura、Yoshito Tobe、Kenji Kamada

  DOI：10.1246/cl.2004.972

  日期：2004.8

  A convenient synthesis of tetrabenzopentakisdehydro[12]annuleno[12]annulene 2c with substantial solubility was achieved by double cyclization of tetrabromotolan 3 with o-di-ethynylbenzene 4.

  通过四溴代戊二烯 3 与邻二乙炔基苯 4 的双环化，实现了具有显着溶解度的四苯并戊基脱氢 [12] 环[12] 环烯 2c 的方便合成。
• Synthesis of alkyl- and alkoxy-substituted benzils and oxidative coupling to tetraalkoxyphenanthrene-9,10-diones
  作者：Bernhard Mohr、Volker Enkelmann、Gerhard Wegner

  DOI：10.1021/jo00082a022

  日期：1994.2

  Intermolecular Friedel-Crafts acylation of various substituted alkyl- or alkoxybenzenes with oxalyl chloride using carbon disulfide as solvent gave rise to the benzils 1a-k. Subsequent intramolecular oxidative coupling with either thallium(III) oxide/trifluoroacetic acid or vanadium(V) oxyfluoride/boron trifluoride diethyl etherate resulted in the corresponding phenanthrene-9,10-diones 2a-d. It has been shown that oxygen functionalities at the 3, 3', 4, and 4' positions are necessary for coupling to occur. These substituted benzils and phenanthrene-9,10-diones constitute precursors for ligands in the field of discotic metallomesogens or polymeric mesogens.
• USUBOVA, EH. N.;FARXADOVA, S. M., SINTEZY I ISSLED. FUNKTS.-ZAMESHCH. SOED., BAKU,(1988) S. 94-96
  作者：USUBOVA, EH. N.、FARXADOVA, S. M.

  DOI：——

  日期：——
• Zhou Qin, Carroll Patrick J., Swager Timothy M., J. Org. Chem., 59 (1994) N 6, S 1294-1301
  作者：Zhou Qin, Carroll Patrick J., Swager Timothy M.

  DOI：——

  日期：——