4-(10-undecenyloxy)benzaldehyde | 110458-66-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(10-undecenyloxy)benzaldehyde
• 英文别名: 4-(undec-10-en-1-yloxy)benzaldehyde；4-undec-10-enoxybenzaldehyde
• CAS: 110458-66-7
• 化学式: C₁₈H₂₆O₂
• 分子量: 274.403
• InChiKey: MNXIVTRQOWRUQO-UHFFFAOYSA-N

物化性质

• 沸点：
  187-194 °C(Press: 1 Torr)
• 密度：
  0.961±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  20
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(10-undecenyloxy)benzaldehyde 在 4-二甲氨基吡啶 、 sodium chlorite 、 sodium dihydrogenphosphate 、 N,N'-二环己基碳二亚胺 、 间苯二酚 作用下， 以 二氯甲烷 、 叔丁醇 为溶剂， 反应 3.0h， 生成 1,2,3,4-tetra-O-acetyl-6-O-[4-(10-undecenyloxy)benzoyl]-β-D-glucose
  参考文献：
  名称：

  Self-Assembly of β-Glucosidase and d-Glucose-Tethering Zeolite Crystals into Fibrous Aggregates

  摘要：

  beta -Glucosidase and D-glucose-tethering micrometer-sized zeolite crystals self-assemble into thin (2-20 mum) and very long (>1 cm) fibrous aggregates in water. The process proceeds at a faster rate in a buffer solution of pH 4.8 at which the enzymatic activity is highest. The zeolite and enzyme remain intact within the fibrous material. Furthermore, the enzymatic activity of beta -glucosidase is preserved even after they are kept in water for more than 6 months at room temperature. With the zeolite to enzyme weight ratio of 5, all the zeolite crystals are buried within the round fibrils which consist of either a single strand or helical double strands. Upon increasing the ratio to 10, clusters of unburied zeolite crystals appear on the exterior of the fibrils, while narrow flat fibers with smooth surfaces are formed upon decreasing the ratio to 2.5. The process is proposed to initiate by the tight binding between the zeolite-bound D-glucose moieties and beta -glucosidase followed by crystallization of the enzyme over the zeolite-bound enzyme monolayer. This report thus reveals a novel behavior of beta -glucosidase and demonstrates an unprecedented phenomenon that an enzyme and its substrate-tethering inorganic crystals self-assemble into structured aggregates.

  DOI：

  10.1021/ja0028222
• 作为产物：
  描述：

  10-十一烯-1-醇 在 四溴化碳 、 potassium carbonate 、 三苯基膦 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 27.0h， 生成 4-(10-undecenyloxy)benzaldehyde
  参考文献：
  名称：

  磁性纳米粒子支撑的N-杂环卡宾-Palladacycle：一种有效且可回收的固体分子催化剂，用于9-氯ac啶的Suzuki-Miyaura交叉偶联

  摘要：

  坚固的磁性纳米粒子支撑的N-杂环卡宾-Palladacycle已通过将结构明确的啶咪唑亚甲基Palladacycle与长尾巴直接锚定在磁性纳米颗粒（MNP）上而容易地合成，并且起着固体分子催化剂的作用，并且对碳纳米管表现出极高的催化活性。研究较少的杂环9-氯ac啶与各种硼酸之间的具有挑战性的Suzuki-Miyaura交叉偶联反应。值得注意的是，该催化剂可以使用5次而不会明显失去活性，这突出了我们固定化催化剂的策略的效率。

  DOI：

  10.1039/c7cc06958h
• 作为试剂：
  描述：

  sodium ethanolate 、 钠 、 对羟基苯甲醛 、 11-溴-1-十一烯 在 乙醚 、 水 、 sodium hydroxide 、 4-(10-undecenyloxy)benzaldehyde 作用下， 以 乙醇 为溶剂， 反应 24.08h， 以to give p-undec-10-enyloxybenzaldehyde (compound 3 in FIG. 2, 18.7 g, 88.7%) as a brown liquid的产率得到4-(10-undecenyloxy)benzaldehyde
  参考文献：
  名称：

  NOVEL MILD STEEL CORROSION INHIBITOR COMPOUNDS

  摘要：

  抑制低碳钢腐蚀的化合物和方法。本文所披露的化合物是阳离子的，并包含多个功能基团，如丙炔基，肉桂醛，异噁唑啉和疏水基团。发现这些化合物在HCl，H2SO4，NaCl和CO2饱和环境中有效地抑制低碳钢的腐蚀。

  公开号：

  US20160115598A1

文献信息

• Porphyrin derivatives their use in photodynamic therapy and medical devices containing them
  申请人：Destiny Pharma Limited

  公开号：US06630128B1

  公开（公告）日：2003-10-07

  There is provided a compound of formula (I), wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, X, Y1, Y2, Y3, Z, M, A-B and C-D have meanings given in the description, which are useful in the treatment of medical conditions for which a photodynamic compound is indicated. Compositions, apparatus and methods of treatment of a medical condition for which a photodynamic compound is indicated are also disclosed.

  提供一种具有以下式（I）的化合物，其中R1、R2、R3、R4、R5、R6、R7、R8、R9、X、Y1、Y2、Y3、Z、M、A-B和C-D的含义如描述中所述，这对于需要光动力化合物的治疗医疗状况是有用的。还公开了用于治疗需要光动力化合物的医疗状况的组合物、装置和方法。
• Template-directed synthesis of kinetically and thermodynamically stable molecular necklace using ring closing metathesis
  作者：Suvankar Dasgupta、Jishan Wu

  DOI：10.1039/c0ob01034k

  日期：——

  thermodynamically the most stable interlocked molecule. Riding on the success of [5]molecular necklace, we went a step further and attempted to synthesize [7]molecular necklace using the same protocol. This led to the synthesis of another thread with olefin at both ends but having six dibenzylammonium ions along the thread. However, the extremely poor solubility of this thread containing six secondary

  我们报告了模板确定的，定义明确的，动力学稳定的[5]分子项链与二烷基铵离子的合成方法（R 2 NH 2 +）作为识别网站，以及 DB24C8作为大循环。首先合成一个在两端带有四个二烷基铵离子和烯烃的线，然后以过量的DB24C8 来形成 假[5]轮烷，其在末端使用第二代Grubbs催化剂在末端进行闭环易位，以生成所需的[5]分子项链。[5]分子项链的成功合成主要归因于自组装和动态共价化学，其允许形成热力学上最稳定的产物。的自组装DB24C8 环在识别位点上称为模板效应，是由非共价稳定相互作用驱动的，例如[N +–H⋯O]，[C–H⋯O] 氢键和非极性溶剂中促进的[π⋯π]相互作用。烯烃复分解反应的可逆性质使其适用于动态共价化学，因为校对和错误检查一直进行到它在热力学上生成最稳定的互锁分子为止。在[5]分子项链获得成功的基础上，我们又走了一步，并尝试使用相同的协议来合成[7]分子项链。这导致了
• Rapid and High-Yield Synthesis of [23]Crown Ether: Applied as a Wheel Component in the Formation of Pseudo[2]rotaxane and Synthesis of [2]Catenane with a Dibenzylammonium Dumbbell
  作者：Manisha Prakashni、Rasendra Shukla、Suvankar Dasgupta

  DOI：10.1021/acs.joc.1c00674

  日期：2021.6.4

  [23]crown ether (X23C7) has been developed from commercially available starting materials, in one step with good to excellent yield. The reaction is completed in 6 h under room temperature conditions, with the highest yield being 81%. The X23C7 macrocycle formed pseudo[2]rotaxane with a dibenzylammonium ion (DBA+) dumbbell, exhibiting strong association (Ka = 2.61 × 103 M–1). Consequently, a [2]catenane

  [23] 冠醚 (X23C7) 的简便、快速和高收率合成已从市售的起始材料中一步开发出来，收率良好至极好。反应在室温条件下6小时完成，最高产率为81%。X23C7 大环与二苄基铵离子 (DBA + ) 哑铃形成拟[2] 轮烷，表现出强缔合 ( K a = 2.61 × 10 3 M –1 )。因此，使用基于DBA +的二烯烃封端的盐和 X23C7 以 81% 的产率合成了 [2]链烯，使用了螺纹跟随的闭环复分解方法。
• Stable negative differential resistance in porphyrin based σ–π–σ monolayers grafted on silicon
  作者：Kavita Garg、Chiranjib Majumder、Shiv Kumar Gupta、Dinesh Kumar Aswal、Sandip Kumar Nayak、Subrata Chattopadhyay

  DOI：10.1039/c5ra09484d

  日期：——

  Two Si–porphyrin hybrid monolayers showed room temperature negative differential resistance (NDR) property. The monolayer with a fluorophenyl porphyrin moiety showed a better peak-to-valley ratio due to compact packing.

  两种Si-卟啉混合单分子层表现出室温负差分电阻（NDR）特性。含有氟苯基卟啉基团的单分子层由于紧密堆积，显示出更好的峰-谷比。
• Reversible photoswitching of stimuli-responsive Si(100) surfaces engineered with an assembled 1-cyano-1-phenyl-2-[4′-(10-undecenyloxy)phenyl]-ethylene monolayer
  作者：Antonino Gulino、Fabio Lupo、Guglielmo G. Condorelli、Maria E. Fragalà、Maria E. Amato、Giuseppe Scarlata

  DOI：10.1039/b809037h

  日期：——

  Si(100) surfaces were molecularly engineered by covalent linkage of a monolayer of two stilbene-based chromophores, either 1-cyano-1-phenyl-2-[4′-(10-undecenyloxy)phenyl]-ethylene or its chlorine derivative, 1-cyano-1-(4-Cl-phenyl)-2-[4′-(10-undecenyloxy)phenyl]-ethylene. The hybrid systems have been probed by monochromatized angle-resolved X-ray photoelectron spectroscopy (AR-XPS) and atomic force microscopy (AFM) measurements. Results indicated robust covalent linkage of stilbene molecules to the functionalized substrate surfaces. AFM lithography and contact angle (CA) analysis confirmed that the adopted molecular architectures proved to be well-suited for reversible cis–trans photoswitching promoted by UV irradiation in the solid state.

  Si(100)表面通过共价键连接单层两种二苯乙烯基发色团分子进行分子工程改造，这两种发色团分别是1-氰基-1-苯基-2-[4-(10-十一烯氧基)苯基]乙烯或其氯衍生物1-氰基-1-(4-氯苯基)-2-[4-(10-十一烯氧基)苯基]乙烯。通过单色角分辨X射线光电子能谱（AR-XPS）和原子力显微镜（AFM）测量对混合系统进行了研究。结果表明，二苯乙烯分子与功能化基底表面之间存在牢固的共价键。AFM光刻和接触角（CA）分析证实，所采用的分子结构非常适合在固态下通过紫外线照射进行可逆的顺式-反式光开关。