3,3'-[dodecane-1,12-diylbis(oxy)]dibenzaldehyde | 158096-36-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,3'-[dodecane-1,12-diylbis(oxy)]dibenzaldehyde
• 英文别名: 3-[12-(3-Formylphenoxy)dodecoxy]benzaldehyde
• CAS: 158096-36-7
• 化学式: C₂₆H₃₄O₄
• 分子量: 410.554
• InChiKey: OZAIQODDODLEJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  30
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,3'-[dodecane-1,12-diylbis(oxy)]dibenzaldehyde 在 chromium(VI) oxide 、 硫酸 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 生成 1-[3-[12-(3-Prop-2-ynoylphenoxy)dodecoxy]phenyl]prop-2-yn-1-one
  参考文献：
  名称：

  超支化大分子的新途径：通过双（芳酰基乙炔）的1,3,5-区域选择性多环三聚反应合成光敏聚（芳基亚芳基）。

  摘要：

  开发了一种新的合成超支化聚合物的途径。官能二炔的Polycyclotrimerizations 1 - 3通过的哌啶引线的简单碱启动以形成超支化聚（aroylarylene）类P的1 -P 3具有完美1,3,5-区域规整和高的支化度（高达100％）高产（高达99％）。该聚合物显示出高的光敏性，并且可以容易地进行光交联以产生具有纳米分辨率的光致抗蚀剂图案。

  DOI：

  10.1021/ma050342v
• 作为产物：
  描述：

  1,12-二溴十二烷 、 间羟基苯甲醛 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 3,3'-[dodecane-1,12-diylbis(oxy)]dibenzaldehyde
  参考文献：
  名称：

  超支化大分子的新途径：通过双（芳酰基乙炔）的1,3,5-区域选择性多环三聚反应合成光敏聚（芳基亚芳基）。

  摘要：

  开发了一种新的合成超支化聚合物的途径。官能二炔的Polycyclotrimerizations 1 - 3通过的哌啶引线的简单碱启动以形成超支化聚（aroylarylene）类P的1 -P 3具有完美1,3,5-区域规整和高的支化度（高达100％）高产（高达99％）。该聚合物显示出高的光敏性，并且可以容易地进行光交联以产生具有纳米分辨率的光致抗蚀剂图案。

  DOI：

  10.1021/ma050342v

文献信息

• Synthesis and Photocyclization of Macrocyclic Stilbene Derivatives
  作者：Gerald Dyker、Jutta Körning、Wolfgang Stirner

  DOI：10.1002/(sici)1099-0690(199801)1998:1<149::aid-ejoc149>3.0.co;2-2

  日期：1998.1

  The stereoselectivity of the formation of macrocyclic stilbenes as well as the regioselectivity of their photocyclization are strongly influenced by the length of the connecting alkanediyl chain. The stereoisomers of the macrocyclic stilbenes and the corresponding diols are identified by chemical and spectroscopic means.

  形成大环芪的立体选择性以及它们的光环化的区域选择性受到连接烷二基链长度的强烈影响。大环芪的立体异构体和相应的二醇通过化学和光谱方法鉴定。
• Synthesis, Antimicrobial Evaluations, and DNA Photo Cleavage Studies of New Bispyranopyrazoles
  作者：Mohamad Yusuf、Manvinder Kaur、Harvinder Singh Sohal

  DOI：10.1002/jhet.2530

  日期：2017.1

  13C‐NMR, and ESI‐MS). The newly prepared compounds were screened for their antimicrobial activity against seven bacterial and five fungal strains. The DNA photo cleavage potential of these compounds was also evaluated by using agarose gel electrophoresis, and bispyranopyrazoles 4b, 4d and 4e exhibited significant level of DNA photocleavage activity.

  双苯并吡唑（4a，4b，4c，4d，4e，4f，4g）是由苯甲醛（2a，2b，2c，2d，2e，2f，2g）与3-甲基吡唑-5-酮3反应合成的和丙二腈在酒精介质中回流。二苯甲醛是在碱性条件下，在干燥的EtOH / DMF存在下，由3-羟基苯甲醛与合适的1，ω-二溴代烷烃进行O-烷基化反应而获得的。双环化合物的结构是通过对其光谱参数（IR，1 H-NMR，13 C-NMR和ESI-MS）进行严格分析而确定的。筛选了新制备的化合物对七种细菌和五种真菌菌株的抗菌活性。还通过使用琼脂糖凝胶电泳评估了这些化合物的DNA光裂解潜力，并且双吡喃并吡唑4b，4d和4e表现出显着水平的DNA光裂解活性。
• Biological evaluation of bisbenzaldehydes against four Mycobacterium species
  作者：Davie Cappoen、Delphine Forge、Frank Vercammen、Vanessa Mathys、Mehdi Kiass、Virginie Roupie、Roel Anthonissen、Luc Verschaeve、Jean Jacques Vanden Eynde、Kris Huygen

  DOI：10.1016/j.ejmech.2013.03.023

  日期：2013.5

  A series of bisbenzaldehydes and structurally related analogs, conveniently synthesized via microwave-assisted reactions, were evaluated in vitro against drug susceptible and multi-drug resistant Mycobacterium tuberculosis, against virulent Mycobacterium bovis, against Mycobacterium ulcerans and against two Mycobacterium avium subspecies. Among the 33 substances that were tested, compound 12, i.e. 4,4'-[1,12-dodecanediyl(oxy)]bisbenzaldehyde, emerged as the most promising hit. Its activity was further confirmed in an intracellular growth inhibition assay of M. tb in murine J774 A.1 macrophages. None of the compounds showed significant cytotoxicity on human C3A hepatocytes in a neutral red dye uptake assay and no genotoxicity or mutagenicity was observed as demonstrated by a VITOTOX (TM) test and confirmed with a comet assay. (C) 2013 Elsevier Masson SAS. All rights reserved.
• New 1,3,4-bisthiadiazolines: Synthesis, characterization and antimicrobial evaluations
  作者：Mohamad Yusuf、Manvinder Kaur、Payal Jain、Indu Solanki

  DOI：10.1016/j.saa.2012.06.030

  日期：2012.11

  The bisthiadiazolines 4a-4g have been synthesized in good yields from the cyclization reactions of bisthiosemicarbazones 3a-3g with acetic anhydride. The condensation reaction of dibenzaldehydes 2a-2g with thiosemicarbazide in alcoholic medium provided 3a-3g and former were obtained from the O-alkylation of 3-hydroxybenzaldehyde with suitable 1,omega-dibromoalkanes under alkaline conditions in the presence of dry EtOH/DMF. The intermediates 3a-3g and bishetrocyclics 4a-4g were also screened for their in vitro antimicrobial activities against seven bacterial strains (Klubsellia pneumoniae, Pseudomonas aeruginosa, Escherichia coli, Straphylococcus aureus, Bacillius subtilis, Pseudomonas fluorescens and Streptoccus pyrogens) and five fungi strains (Aspergillius Janus, Pencillium glabrum, Fusarium oxysporum, Aspergillus sclerotiorum, Aspergillus niger). The compounds 3f, 3g, 4f & 4g were found to be significantly active against the tested microorganisms. (C) 2012 Elsevier B.V. All rights reserved.
• A New Route to Hyperbranched Macromolecules:  Syntheses of Photosensitive Poly(aroylarylene)s via 1,3,5-Regioselective Polycyclotrimerization of Bis(aroylacetylene)s
  作者：Hongchen Dong、Ronghua Zheng、Jacky W. Y. Lam、Matthias Häussler、Anjun Qin、Ben Zhong Tang

  DOI：10.1021/ma050342v

  日期：2005.7.26

  A new synthetic route to hyperbranched polymers is developed. Polycyclotrimerizations of functional diynes 1−3 initiated by a simple base of piperidine lead to the formation of hyperbranched poly(aroylarylene)s P1−P3 with perfect 1,3,5-regioregularity and high degree of branching (up to 100%) in high yields (up to 99%). The polymers show high photosensitivities and can be readily photo-cross-linked

  开发了一种新的合成超支化聚合物的途径。官能二炔的Polycyclotrimerizations 1 - 3通过的哌啶引线的简单碱启动以形成超支化聚（aroylarylene）类P的1 -P 3具有完美1,3,5-区域规整和高的支化度（高达100％）高产（高达99％）。该聚合物显示出高的光敏性，并且可以容易地进行光交联以产生具有纳米分辨率的光致抗蚀剂图案。