4,6-dimethylperhydro-dibenzothiophene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫杂环戊烷
• 英文名称: 4,6-dimethylperhydro-dibenzothiophene
• 英文别名: 4,6-Dimethylperhydrodibenzothiophene；4,6-dimethyl-1,2,3,4,4a,5a,6,7,8,9,9a,9b-dodecahydrodibenzothiophene
• 化学式: C₁₄H₂₄S
• 分子量: 224.411
• InChiKey: WJHOQEQKSDMUIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4,6-dimethylperhydro-dibenzothiophene 在 tungsten phosphide 、 氢气 作用下， 以 萘烷 为溶剂， 240.0 ℃ 、4.0 MPa 条件下， 生成 3,3'-dimethylbicyclohexyl
  参考文献：
  名称：

  Hydrodesulfurization of dibenzothiophene, 4,6-dimethyldibenzothiophene, and their hydrogenated intermediates over bulk tungsten phosphide

  摘要：

  The kinetics of the hydrodesulfurization (HDS) of dibenzothiophene (DBT), 4,6-dimethyldibenzothiophene (4,6-DMDBT), and their hydrogenated intermediates over bulk tungsten phosphide (WP) was studied. WP possessed high hydrogenation/dehydrogenation activity but was highly sensitive to piperidine inhibition. 4,6-DMDBT reacted faster than DBT, and both DBT and 4,6-DMDBT reacted mainly through the hydrogenation pathway. The methyl groups suppressed the direct desulfurization of 4,6-DMDBT but significantly promoted the hydrogenation of 4,6-DMDBT and the dehydrogenation of 1,2,3,4-tetrahydro-4,6-dimethyldibenzothiophene (TH-4,6-DMDBT) and 1,2,3,4,4a,9b-hexahydro-4,6-dimethyldibenzothiophene, but decreased the rate of hydrogenation of TH-4,6-DMDBT. Piperidine inhibited the HDS of 4,6-DMDBT much more strongly than that of DBT. Substantial dehydrogenation of TH-4,6-DMDBT to 4,6-DMDBT and two of its isomers occurred. The formation of these 4,6-DMDBT isomers in the dehydrogenation of TH-4,6-DMDBT and the hydrocracking of 1-methyl-4-(3-methylcyclohexyl)-benzene, as well as the formation of cyclopentylphenylmethane and (cyclopentylmethyl)cydohexane, is ascribed to the metallic character of WP. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jcat.2015.07.019
• 作为产物：
  描述：

  4,6-二甲基二苯并噻吩 在 一氧化碳 作用下， 以 水 为溶剂， 380.0 ℃ 、5.0 MPa 条件下， 反应 8.0h， 生成 4,6-dimethylperhydro-dibenzothiophene 、 1-methyl-3-(3-methylphenyl)cyclohexane 、 4,6-dimethylhexahydrodibenzothiophene 、 1,2,3,4-tetrahydro-4,6-dimethyldibenzo[b,d]thiophene
  参考文献：
  名称：

  分散的Ni-Mo硫化物催化剂上噻吩衍生物的加氢转化

  摘要：

  摘要不支持的Ni-Mo系硫化物催化剂的活性进行了研究在苯并噻吩和二苯并噻吩的温度范围340-380°С的加氢转化和以增加的ħ 2压力和СО/ H 2 О系统。通过TEM研究了油溶性前体（六羰基钼，环烷酸镍）的原位高温分解形成的分散催化剂的结构。的СО/ H影响2进行了探索О摩尔比，在系统中的水的质量含量，并且在催化剂和产物的收率的活性CO压力。它被示出的是，在СО/ H 2 О系统，苯并噻吩和二苯并噻吩的最高转化率达到380℃С，5MPa的压力СО的温度，和一个СО/ H2摩尔比为2。将烷基取代基引入二苯并噻吩分子中会导致反应速率降低，而反应速率的降低主要是通过芳香环的氢化而发生的。在H在氢化催化剂活性2压力和СО/ H 2 О系统是相当的。

  DOI：

  10.1134/s0965544118140141

文献信息

• Palladium islands on iron oxide nanoparticles for hydrodesulfurization catalysis
  作者：Ali Mansouri、Natalia Semagina

  DOI：10.1039/c8cy00088c

  日期：——

  A four-fold increase in palladium (Pd) mass-based hydrodesulfurization (HDS) activity was achieved by depositing Pd species as nanosized islands on 12 nm colloidal iron oxide (FeOx) nanoparticles via the galvanic exchange reaction. The highest palladium dispersion was obtained at an optimal Pd/Fe molar ratio of 0.2, which decreased when the ratio increased. The improved dispersion was responsible for

  钯（Pd）质量基加氢脱硫（HDS）活性的四倍提高是通过电镀交换反应将Pd物种作为纳米岛沉积在12 nm胶态氧化铁（FeO x）纳米颗粒上实现的。当钯/铁的最佳摩尔比为0.2时，钯的分散度最高，当钯/铁的摩尔比增加时，钯的分散度降低。与不含铁的Pd / Al 2 O 3相比，在623 K和3 MPa下，4,6-二甲基二苯并噻吩在HDS中的总Pd量提高，分散性得到改善。催化剂。Pd岛的晶格应变和改进的电子性能抑制了深度氢化成二甲基双环己基并改变了加氢裂化产物的分布。沉积在商业化的Fe 2 O 3上的Pd纳米颗粒没有提供这种活性增强，并且催化了明显的裂化。这项研究表明，FeO x @Pd结构可以替代具有更高贵金属原子效率的单金属Pd催化剂，用于超深HDS催化，并指出它们具有巨大的潜力，可以降低催化剂成本并向地球上更富裕的催化材料发展。
• Hydrodesulfurization of dibenzothiophene, 4,6-dimethyldibenzothiophene, and their hydrogenated intermediates over Ni–MoS2/γ-Al2O3
  作者：Huamin Wang、Roel Prins

  DOI：10.1016/j.jcat.2009.03.011

  日期：2009.5.15

  The rate constants of all reaction steps in the hydrodesulfurization (HDS) of dibenzothiophene (DBT), 4,6-dimethyldibenzothiophene (DMDBT), and their tetra- and hexahydro intermediates TH(DM)DBT and HH(DM)DBT over Ni-MoS2/gamma-Al2O3 were determined. DBT, THDBT, DMDBT, and THDMDBT underwent desulfurization by hydrogenolysis of both C-S bonds, while HHDBT and HHDMDBT underwent desulfurization by cleavage of the aryl C-S bond by hydrogenolysis, followed by cleavage of the cycloalkyl C-S bond by elimination as well as by hydrogenolysis. Ni promoted the C-S bond breakage of DBT, THDBT, and HHDBT strongly, but promoted the (de)hydrogenation only weakly. The methyl groups suppressed the desulfurization in the order DMDBT > THDMDBT > HHDMDBT and promoted hydrogenation. These different degrees of steric hindrance are due to the hydrogenation of a phenyl ring, which makes the THDBT and HHDBT rings flexible. H2S strongly inhibited the desulfurization rates in the order (DM)DBT > TH(DM)DBT > HH(DM)DBT, but inhibited the (de)hydrogenation rates only slightly. 2-Methylpiperidine inhibited the hydrogenation of all molecules. (C) 2009 Elsevier Inc. All rights reserved.
• Design and Synthesis of Metal Sulfide Catalysts Supported on Zeolite Nanofiber Bundles with Unprecedented Hydrodesulfurization Activities
  作者：Tiandi Tang、Lei Zhang、Wenqian Fu、Yuli Ma、Jin Xu、Jun Jiang、Guoyong Fang、Feng-Shou Xiao

  DOI：10.1021/ja4043388

  日期：2013.8.7

  Developing highly active hydrodesulfurization (HDS) catalysts is of great importance for producing ultraclean fuel. Herein we report on crystalline mordenite nanofibers (NB-MOR) with a bundle structure containing parallel mesopore channels. After the introduction of cobalt and molybdenum (CoMo) species into the mesopores and rnicropores of NB-MOR, the NB-MOR-supported CoMo catalyst (CoMo/NB-MOR) exhibited an unprecedented high activity (99.1%) as well as very good catalyst life in the HDS of 4,6-dimethyldibenzothiophene compared with a conventional gamma-alumina-supported CoMo catalyst (61.5%). The spillover hydrogen formed in the micropores migrates onto nearby active CoMo sites in the mesopores, which could be responsible for the great enhancement of the HDS activity.
• Good sulfur tolerance of a mesoporous Beta zeolite-supported palladium catalyst in the deep hydrogenation of aromatics
  作者：T TANG、C YIN、L WANG、Y JI、F XIAO

  DOI：10.1016/j.jcat.2008.04.013

  日期：2008.7.1

  The activities of a Pd catalyst supported on mesoporous Beta zeolite (Beta-H) were evaluated for the hydrogenation of naphthalene and pyrene in the absence and presence of 200-ppin sulfur and for the hydrodesulfurization (HDS) of 4,6-dimethyldibenzothiophene (4,6-DMDBT). Compared with Pd/Al-MCM-41, the Pd/Beta-H catalyst exhibited better sulfur tolerance for hydrogenation of naphthalene and pyrene and higher activity for HDS of 4,6-DMDBT. The ratio of the hydrogenation of the second ring naphthalene in the absence and presence of 200-ppm, sulfur for Pd/Beta-H was larger than that for Pd/Al-MCM-41 (0.47 vs 0.19). The desulfurization effect of Pd/Beta-H was greater than that of Pd/Al-MCM-41 (51 vs 35%). The difference in sulfur tolerance and HDS ability of the 2 catalysts is attributed to the difference in support acidity. Beta-H exhibited more acidic sites and a higher percentage of strong acidic sites than Al-MCM-41 (552 mu mol/g and 43% vs 291 mu mol/g and 18%). (c) 2008 Elsevier Inc. All rights reserved.
• Hydroconversion of Thiophene Derivatives over Dispersed Ni–Mo Sulfide Catalysts
  作者：A. V. Vutolkina、D. F. Makhmutov、A. V. Zanina、A. L. Maximov、D. S. Kopitsin、A. P. Glotov、S. V. Egazar’yants、E. A. Karakhanov

  DOI：10.1134/s0965544118140141

  日期：2018.12

  catalysts and yields of the products are explored. It is shown that, in the СО/H2О system, the highest conversion of benzothiophene and dibenzothiophene is attained at a temperature of 380°С, a СО pressure of 5 MPa, and a СО/H2О molar ratio of 2. The introduction of alkyl substituents into a dibenzothiophene molecule causes a reduction in the rate of reaction that predominantly occurs via the hydrogenation

  摘要不支持的Ni-Mo系硫化物催化剂的活性进行了研究在苯并噻吩和二苯并噻吩的温度范围340-380°С的加氢转化和以增加的ħ 2压力和СО/ H 2 О系统。通过TEM研究了油溶性前体（六羰基钼，环烷酸镍）的原位高温分解形成的分散催化剂的结构。的СО/ H影响2进行了探索О摩尔比，在系统中的水的质量含量，并且在催化剂和产物的收率的活性CO压力。它被示出的是，在СО/ H 2 О系统，苯并噻吩和二苯并噻吩的最高转化率达到380℃С，5MPa的压力СО的温度，和一个СО/ H2摩尔比为2。将烷基取代基引入二苯并噻吩分子中会导致反应速率降低，而反应速率的降低主要是通过芳香环的氢化而发生的。在H在氢化催化剂活性2压力和СО/ H 2 О系统是相当的。