(undec-10-en-1-yloxy)benzene | 19097-14-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (undec-10-en-1-yloxy)benzene
• 英文别名: 1,4-(10-Undecenyloxy) benzene；undec-10-enoxybenzene
• CAS: 19097-14-4
• 化学式: C₁₇H₂₆O
• 分子量: 246.393
• InChiKey: MKQNRINFEKLWQN-UHFFFAOYSA-N

物化性质

• 熔点：
  60 °C
• 沸点：
  330.2±11.0 °C(Predicted)
• 密度：
  0.900±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  18
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (undec-10-en-1-yloxy)benzene 在 钯 ozone 作用下， 生成 10-phenoxydecanal
  参考文献：
  名称：

  Hydroxy-, alkoxy- and benzyloxy-substituted phospholipids

  摘要：

  揭示了一种新型的羟基、烷氧基和苄氧基取代磷脂类化合物，以及其制备方法，以及利用这些化合物或组合物治疗疼痛、磷脂酶A.sub.2介导的炎症和类似症状的方法。

  公开号：

  US05030733A1
• 作为产物：
  描述：

  11-溴-1-十一烯 、 potassium phenolate 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以89%的产率得到(undec-10-en-1-yloxy)benzene
  参考文献：
  名称：

  Preparation of High Quality Electrical Insulator Self-Assembled Monolayers on Gold. Experimental Investigation of the Conduction Mechanism through Organic Thin Films

  摘要：

  Self-assembled monolayers (SAMS) form highly ordered, stable dielectrics on conductive surfaces. Being able to attach larger-area contacts in a MIM (metal-insulator-metal) diode, their electrical properties can be determined. In this paper, the electrical conduction through thiolate SAMS of different alkyl chain lengths formed on gold surfaces were studied and discussed. The influence of the headgroup with respect to the surface quality and prevention of short circuits is investigated. Phenoxy terminated alkanethiols were found to form high quality SAMS with perfect insulating properties. Synthesis of the required terminally substituted long chain thiols have been developed. The I(V) characteristics of MIM structures formed with these SAMS are measured and simulated according to theoretical tunneling models for electrical conductivity through thin organic layers. SAM based electronic devices will become especially important for future nanoscale applications, where they can serve as insulators, gate dielectric of FETs, resistors, and capacitor structures.

  DOI：

  10.1021/ja0548992

文献信息

• Dipole-induced structure in aromatic-terminated self-assembled monolayers—A study by near edge x-ray absorption fine structure spectroscopy
  作者：Yan-Yeung Luk、Nicholas L. Abbott、J. N. Crain、F. J. Himpsel

  DOI：10.1063/1.1737303

  日期：2004.6.8

  The structure of self-assembled monolayers presenting aromatic rings at a surface is studied by near edge x-ray absorption fine structure spectroscopy (NEXAFS). Fluorine substitution at asymmetric positions in the aromatic rings is used to generate a layer of dipoles at the surface of the monolayer. We find that fluorine substituted aromatic rings are more ordered than unsubstituted aromatic rings

  通过近边缘X射线吸收精细结构光谱学（NEXAFS）研究了在表面上呈现芳环的自组装单分子层的结构。芳环中不对称位置的氟取代用于在单层表面上生成偶极子层。我们发现，基于最低的C 1s到pi *跃迁的极化相关性，氟取代的芳族环比未取代的芳族环更有序两倍，这与从与碳原子相连的苯基碳的跃迁有关。该结果与由于氟原子的取代引起的芳族基团之间的偶极-偶极相互作用和四极相互作用的影响是一致的。
• From insertion to multicomponent coupling: temperature dependent reactions of arynes with aliphatic alcohols
  作者：Manikandan Thangaraj、Sachin Suresh Bhojgude、Manoj V. Mane、Akkattu T. Biju

  DOI：10.1039/c5cc08307a

  日期：——

  The temperature dependent switchable reactivity of arynes with aliphatic alcohols in THF has been demonstrated.

  芳炔与脂肪族醇在THF中的温度依赖性可切换反应性已被证明。
• Synthesis of pachastrissamine (jaspine B) and its derivatives by the late-stage introduction of the C-2 alkyl side-chains using olefin cross metathesis
  作者：Yuji Yoshimitsu、Jun Miyagaki、Shinya Oishi、Nobutaka Fujii、Hiroaki Ohno

  DOI：10.1016/j.tet.2013.03.091

  日期：2013.5

  An improved divergent synthesis of the four diastereomers of pachastrissamine from Garner's aldehyde has been reported. The common intermediate was synthesized by an indium-mediated acetoxyallylation reaction. The long alkyl side chain was introduced in the late stage of the synthesis using an olefin cross metathesis reaction. Biological evaluation of the chain modified analogs of the (2S,3S,4R)-isomer

  据报道，从加纳的醛中合成了四种帕斯帕司胺的非对映异构体的改进的发散性合成。常见的中间体是通过铟介导的乙酰氧基烯化反应合成的。在合成的后期，使用烯烃交叉复分解反应引入长烷基侧链。（2 S，3 S，4 R）-异构体的链修饰类似物的生物学评估表明，生物活性高度依赖于链长。
• Reactions of sodium hydride with ω-hydroxyalkyl-phosphonium, -arsonium and -ammonium salts
  作者：A. R. Hands、A. J. H. Mercer

  DOI：10.1039/j39680001331

  日期：——

  The reaction of sodium hydride with ω-hydroxyalkyltriphenylphosphonium salts Ph3P(CH2)nOH X–(I) has been investigated. The salt (I; n= 1, X = I) gave triphenylphosphine and formaldehyde. The salt (I; n= 2, X = I) gave triphenylphosphine oxide and ethylene. The salts (I; n= 4 or 5, X = I or Cl) could not be prepared. The salt (I; n= 6, X = I) gave mainly triphenylphosphine and hex-5-en-1-ol with some

  研究了氢化钠与ω-羟烷基三苯基phosph盐Ph 3 P（CH 2）n OH X –（I）的反应。该盐（I；n＝ 1，X ＝ I）得到三苯基膦和甲醛。盐（I；n＝ 2，X ＝ I）得到三苯基氧化膦和乙烯。无法制备盐（I；n = 4或5，X = I或Cl）。盐（I；n＝ 6，X ＝ I）主要得到三苯膦和六-5-烯-1-醇与一些6-羟基己基二苯基膦，6-苯氧基己基二苯基膦和6-苯氧基己基内苯三基膦膦。盐（I; n＝ 11，X ＝ Br）得到11-苯氧基十一烷基二苯基膦，11-羟基十一烷基二苯基膦和11-苯氧基十一烷基内苯三基三苯基膦。将氢化钠与2，3-二羟丙基三苯基碘化一起制得三苯基氧化膦和烯丙醇。
• Brønsted Acid-Promoted Intermolecular Dearomative Photocycloaddition of Bicyclic Azaarenes with Olefins under Aerobic Conditions
  作者：Manotosh Bhakat、Bitasik Khatua、Promita Biswas、Joyram Guin

  DOI：10.1021/acs.orglett.3c00917

  日期：2023.5.5

  Herein, we present a simplified reaction protocol for the dearomatization of bicyclic azaarenes via photochemical cycloaddition with alkenes using an Ir(III) photosensitizer, trifluoroacetic acid (TFA), dichloroethane, and a blue light-emitting diode. An efficient protonation of azaarenes with TFA enhances the reactivity of triplet azaarene toward olefins, enabling the photocycloaddition under aerobic

  在此，我们提出了一种简化的反应方案，用于使用 Ir(III) 光敏剂、三氟乙酸 (TFA)、二氯乙烷和蓝色发光二极管，通过与烯烃进行光化学环加成，使双环氮杂芳烃脱芳构化。用 TFA 对氮杂芳烃进行有效质子化可增强三重态氮杂芳烃对烯烃的反应性，从而能够在有氧条件下进行光环加成。该协议适用于广泛的基板。对照实验表明氮杂芳烃的质子化程度与产物产率之间存在很强的相关性。