p-(n-decyl)styrene | 46926-59-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: p-(n-decyl)styrene
• 英文别名: 1-decyl-4-vinylbenzene；4-decyl-styrene；4-Decyl-styrol；4-n-decylstyrene；p-n-decylstyren；1-Ethenyl-4-decylbenzene；1-decyl-4-ethenylbenzene
• CAS: 46926-59-4
• 化学式: C₁₈H₂₈
• 分子量: 244.42
• InChiKey: DMADTXMQLFQQII-UHFFFAOYSA-N

物化性质

• 沸点：
  139-143 °C(Press: 1 Torr)
• 密度：
  0.8706 g/cm3(Temp: 254 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  香豆灵酸甲酯 、 p-(n-decyl)styrene 在 palladium on activated charcoal 作用下， 以 间二甲苯 为溶剂， 反应 10.0h， 以72%的产率得到4-(4-癸基苯基)苯甲酸甲酯
  参考文献：
  名称：

  A Convenient Synthesis of Methyl 4-Substituted Benzoates via Diels-Alder Reaction in the Presence of Palladium on Activated Carbon

  摘要：

  The thermal reaction of methyl 2-oxo-2H-pyran-5-carboxylates with substituted styrenes in the presence of 10% palladium on activated carbon afforded directly the corresponding methyl 4-biphenylcarboxylates in good yields. By the similar procedure, methyl 4-heteroaryl- and 4-alkyl-substituted benzoates were obtained from heteroaromatic olefins and alkenes, respectively.

  DOI：

  10.1080/00397919408010254
• 作为产物：
  描述：

  癸基苯 在 sodium tetrahydroborate 、 三氯化铝 、 对甲苯磺酸 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 9.0h， 生成 p-(n-decyl)styrene
  参考文献：
  名称：

  Syndiospecific Synthesis of Longer p-n-Alkyl-Substituted Polystyrenes Using Monocyclopentadienyl-Type Titanium Catalysts

  摘要：

  Substituted styrenes with linear alkyl substituents (C-6 to C-12) at the Para position on the ring were synthesized and polymerized using the (Me)(5)CpTi(OMe)(3)/MAO catalytic system. Increased polymerization activities were observed for longer alkyl group (>C-6) substituted styrenes; all resulting polymers were highly syndiospecific (>99% rr) regardless of alkyl chain lengths. Syndiotactic poly(p-alkylstyrene)s were characterized by SEC, H-1 and C-13 NMR, DSC, and X-ray diffraction. No melting transition was observed for polymers prepared from p-methyl-, p-n-hexyl, and p-n-octylstyrenes. Side-chain-induced crystallization was observed for linear C-10 and C-12 alkyl-substituted polystyrenes (T-m approximate to 90 degreesC). The T-g decreased with an increase in the length of alkyl side chain up to C-8 length; above C-10 side-chain length, the T-g slightly increased. The T-g's of syndiotactic poly(p-n-alkylsyrene)s were significantly higher than those reported for the corresponding nontactic analogues.

  DOI：

  10.1021/ma035947a

文献信息

• Identification of selective inhibitors of sphingosine kinases 1 and 2 through a structure–activity relationship study of 4-epi-jaspine B
  作者：Hiroaki Ohno、Maho Honda、Naoka Hamada、Jun Miyagaki、Akira Iwata、Kazuhiro Otsuki、Toru Maruyama、Shinya Nakamura、Isao Nakanishi、Shinsuke Inuki、Nobutaka Fujii、Shinya Oishi

  DOI：10.1016/j.bmc.2017.03.059

  日期：2017.6

  We recently reported that 4-epi-jaspine B exhibits potent inhibitory activity towards sphingosine kinases (SphKs). In this study, we investigated the effects of modifying the 2-alkyl group, as well as the functional groups on the THF ring of 4-epi-jaspine B using a diversity-oriented synthesis approach based on a late-stage cross metathesis reaction. The introduction of a p-phenylene tether to the

  最近，我们报道了4-epi-jaspine B对鞘氨醇激酶（SphKs）表现出强大的抑制活性。在这项研究中，我们使用基于后期交叉复分解反应的面向多样性的合成方法，研究了修饰2-表山s B的2-烷基基团以及THF环上官能团的作用。在大多数情况下，将对亚苯基系链引入烷基是有利的，而用氧原子取代碳原子会导致抑制活性的降低。此外，在末端引入大分子烷基导致该系列对SphKs的抑制活性与4-eps-jaspine B相比略有增加（化合物13对SphK1和SphK2的Q值分别为0.2和0.4，分别）。根据这项研究，我们确定了两种同工型选择性抑制剂，包括间亚苯基衍生物4 [IC50（SphK1）≥30μM；IC50（SphK2）=2.2μM]和甲基醚衍生物22 [IC50（SphK1）=4.0μM; IC50（SphK2）≥30μM]。
• Photo-Induced Aziridination of Alkenes with <i>N</i>-Sulfonyliminoiodinanes
  作者：Sota Masakado、Yusuke Kobayashi、Yoshiji Takemoto

  DOI：10.1248/cpb.c18-00198

  日期：2018.6.1

  Activation of N-sulfonyliminiodinanes was achieved by photo-irradiation at 375 nm, which enabled the reaction with several alkenes to afford the corresponding aziridines. Mechanistic studies suggested that the reaction would proceed through a stepwise mechanism via radical intermediates rather than through a concerted process.

  通过在375 nm处进行光辐照来实现N-磺酰亚氨基二氢萘酮的活化，这使得它可以与几种烯烃进行反应，从而得到相应的氮丙啶。机理研究表明，反应将通过自由基中间体通过逐步机制进行，而不是通过协调过程进行。
• A Convenient Synthesis of Methyl 4-Substituted Benzoates via Diels-Alder Reaction in the Presence of Palladium on Activated Carbon
  作者：Yoh-ichi Matsushita、Kei Sakamoto、Taro Murakami、Takanao Matsui

  DOI：10.1080/00397919408010254

  日期：1994.12

  The thermal reaction of methyl 2-oxo-2H-pyran-5-carboxylates with substituted styrenes in the presence of 10% palladium on activated carbon afforded directly the corresponding methyl 4-biphenylcarboxylates in good yields. By the similar procedure, methyl 4-heteroaryl- and 4-alkyl-substituted benzoates were obtained from heteroaromatic olefins and alkenes, respectively.
• Olefin-Assisted Iron-Catalyzed Alkylation of Aryl Chlorides
  作者：Samet Gülak、Tim N. Gieshoff、Axel Jacobi von Wangelin

  DOI：10.1002/adsc.201300095

  日期：2013.8.12

  AbstractA selective and operationally simple iron‐catalyzed cross‐coupling of aryl chlorides with alkylmagnesium halides has been developed. The reaction tolerates various functional groups and exhibits high chemoselectivity even in the presence of aryl bromides. Mechanistic studies indicate the essential role of the olefin substituent for substrate activation. Competing polymerization and reduction are effectively suppressed.magnified image
• The Preparation and Polymerization of p-Alkylstyrenes.¹ Effect of Structure on the Transition Temperatures of the Polymers
  作者：C. G. Overberger、Charles Frazier、Jerome Mandelman、Harry F. Smith

  DOI：10.1021/ja01110a010

  日期：1953.7