1,3-bis(4-dodecylphenyl)-propan-2-one | 189139-40-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1,3-bis(4-dodecylphenyl)-propan-2-one
• 英文别名: 1,3-Bis(4-dodecylphenyl)propan-2-one
• CAS: 189139-40-0
• 化学式: C₃₉H₆₂O
• 分子量: 546.921
• InChiKey: VDULEEYQWWUKIT-UHFFFAOYSA-N

物化性质

• 沸点：
  628.0±24.0 °C(Predicted)
• 密度：
  0.923±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  15.6
• 重原子数：
  40
• 可旋转键数：
  26
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,3-bis(4-dodecylphenyl)-propan-2-one 在 氢氧化钾 作用下， 以 乙醇 、 甲苯 、 xylene 为溶剂， 反应 16.08h， 生成 7,14-Bis[4-dodecylphenyl]acenaphtho[1,2-k]-fluoranthene
  参考文献：
  名称：

  Novel Perylene Chromophores Obtained by a Facile Oxidative Cyclodehydrogenation Route

  摘要：

  New perylene chromophores, phenyl-substituted diindeno[1.2.3-cd: 1',2',3'-lm]perylenes 5 a,b and 4.4'.7,7'-tetraphenyldiacenaphtho[1.2-k:1',2',k']diindeno[1,2,3-cd :1'.2'.3'-me]perylenes 22 a,b, have been synthesized from substituted fluoranthene derivatives 3a,b and 4a,b by means of a surprisingly simple oxidative cyclodehydrogenation reaction. The resulting chromophores, when substituted with alkyl chains at the periphery, show good solubility in organic solvents, and a full characterization of the novel red, green, and blue dyes by field-desorption mass spectrometry, UV/Vis and H-1 and C-13 NMR spectroscopy becomes possible.

  DOI：

  10.1002/1521-3765(20010518)7:10<2197::aid-chem2197>3.0.co;2-g
• 作为产物：
  描述：

  1-十二烯十二碳烯α-十二碳烯α-十二碳烯 在 dimeric 9-borabicyclo[3.3.1]nonane 作用下， 以 甲苯 为溶剂， 反应 72.0h， 生成 1,3-bis(4-dodecylphenyl)-propan-2-one
  参考文献：
  名称：

  8,9-Didehydrofluoranthenes as Building Blocks for the Synthesis of Extended Polycyclic Aromatic Hydrocarbons (PAHs)

  摘要：

  [GRAPHICS]The synthesis of phenyl-substituted 8,9-dibromofluoranthene and p-dodecylphenyl-substituted 8,9-fluoranthene anthranilic acid is presented. Their synthetic potential as 8,9-didehydrofluoranthene precursors is demonstrated in combination with a new biscyclopentadienone by the synthesis of novel phenyl-substituted PAHs with up to 14 annulated rings. The crystal structure of 7,16-diphenyifluorantheno[8,9-k]fluoranthene is given.

  DOI：

  10.1021/ol016391j

文献信息

• Synthesis and Self-Assembly of Functionalized Hexa-peri-hexabenzocoronenes
  作者：Shunji Ito、Mike Wehmeier、J. Diedrich Brand、Christian Kübel、Rebekka Epsch、Jürgen P. Rabe、Klaus Müllen

  DOI：10.1002/1521-3765(20001201)6:23<4327::aid-chem4327>3.0.co;2-7

  日期：2000.12.1

  iron(III) chloride/nitromethane. Using this strategy three different substitution patterns were synthesized: 2-bromo-5,8,11.14,17-pentadodecylhexa-pecri-hexabenzocoronene (2a), 2,5-dibromo-8,11,14,17-pentadodecylhexa-peri-hexabenzocoronene (2b), and 2,11-dibromo5,8,14,17-pentadodecylhexa-peri-hexa-benzocoronene (2c). These bromo-substituted HBC derivatives were subjected to palladium catalyzed coupling

  先前已通过扫描隧道显微镜 (STM) 和扫描隧道光谱 (STS) 研究了六邻六苯并可罗烯 (HBC) 1b 的六烷基取代衍生物的单层。预计连接到芳香核的不同官能团（给电子或吸电子）将影响堆积模式，也可能影响电流-电压特性。为了提供合适的模型系统，开发了一种新的合成方法来合成功能化的 HBC 衍生物。这是通过适当溴取代的二苯基乙炔和 2,3,4,5-四芳基环戊二烯-2,4-二烯-1-酮的 [4 + 2]-环加成，然后用氯化铁 (III)/硝基甲烷氧化环脱氢来实现的. 使用该策略合成了三种不同的取代模式：2-bromo-5、8,11.14,17-pentadodecylhexa-pecri-hexabenzocoronene (2a), 2,5-dibromo-8,11,14,17-pentadodecylhexa-peri-hexabenzocoronene (2b), 和 2,11-dibromo5
• POLYMERIC PRECURSORS FOR PRODUCING GRAPHENE NANORIBBONS AND METHODS FOR PREPARING THEM
  申请人：BASF SE

  公开号：US20140353554A1

  公开（公告）日：2014-12-04

  An oligophenylene monomer of general formula (I) wherein R 1 and R 2 are independently of each other H, halogene, —OH, —NH 2 , —CN, —NO 2 or a linear or branched, saturated or unsaturated C 1 -C 40 hydrocarbon residue, which can be substituted 1- to 5-fold with halogene (F, Cl, Br, I), —OH, —NH 2 , —CN and/or —NO 2 , and wherein one or more CH 2 -groups can be replaced by —O— or —S—, or an optionally substituted aryl, alkylaryl or alkoxyaryl residue; and m represents 0, 1 or 2.

  通用公式（I）的寡苯单体，其中R1和R2彼此独立，为H、卤素、—OH、—NH2、—CN、—NO2或线性或支链的饱和或不饱和C1-C40碳氢残基，可用卤素（F、Cl、Br、I）、—OH、—NH2、—CN和/或—NO2进行1到5次取代，其中一个或多个CH2基团可被—O—或—S—取代，或者是一个可选择取代的芳基、烷基芳基或烷氧基芳基残基；m代表0、1或2。
• Method of preparation of alkylated 1,3-diphenylpropan-2-ones, the components for assembly of graphene nanostructures
  作者：Yu. A. Ten、N. M. Troshkova、E. V Tretyakov

  DOI：10.1007/s11172-020-2740-8

  日期：2020.1

  Long-chain alkylated 1,3-diphenyl-2-propanones are used in the synthesis of graphene nanostructures (graphene nanoribbons and quantum dots). A reliable procedure to obtain mono- or dialkylated diphenyl-2-propanones in 26 and 38% yields has been proposed. The method includes the dioxolane protection of the keto group in 1,3-di-(4-bromophenyl)-2-propanone, then a palladium-catalyzed cross-coupling reaction

  长链烷基化 1,3-二苯基-2-丙酮用于合成石墨烯纳米结构（石墨烯纳米带和量子点）。已经提出了一种以 26% 和 38% 的产率获得单或二烷基化二苯基-2-丙酮的可靠方法。该方法包括对1,3-二-(4-溴苯基)-2-丙酮中的酮基进行二氧戊环保护，然后将得到的二氧戊环与半-或四倍过量的十二烷基溴化镁分别导致主要形成单烷基化产物或二烷基化产物，然后在最后阶段水解二氧戊环以形成所需的二苯基-2-丙酮。
• JP2015504046A5
  申请人：——

  公开号：JP2015504046A5

  公开（公告）日：2015-02-05
• Suppressing Aggregation in a Large Polycyclic Aromatic Hydrocarbon
  作者：Daniel Wasserfallen、Marcel Kastler、Wojciech Pisula、Werner A. Hofer、Yulia Fogel、Zhaohui Wang、Klaus Müllen

  DOI：10.1021/ja056782j

  日期：2006.2.1

  With the approach presented herein, a large aromatic pi-system is synthesized, which shows extraordinarily high solubility and an effective suppression of aggregation. This was due to a distortion of the aromatic core by bulky tert-butyl groups and the solubilizing effects of alkyl chains in the Corona of the aromatic core. Therefore not only the processing and cleaning of the materials with standard laboratory techniques became possible, but moreover the first structure-rich UV/vis and a resolved H-1 NMR spectra for an aromatic system two times larger than hexa-peri-hexabenzocoronene were recorded. The bulk properties in an extruded fiber as well as on the surface showed a columnar self-assembly including a phase in which a homeotropic alignment on a substrate was observed, which turns the material into an interesting candidate for future applications in electronic devices.