3,4-二丁基-5-(羟甲基)噻吩 | 1022089-65-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: 3,4-二丁基-5-(羟甲基)噻吩
• 英文名称: 3,4-dibutyl-5-(hydroxymethyl)thiophene
• 英文别名: (3,4-Dibutylthiophen-2-yl)methanol
• CAS: 1022089-65-1
• 化学式: C₁₃H₂₂OS
• 分子量: 226.383
• InChiKey: SOZXDLZYOYFNGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  48.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4-二丁基-5-(羟甲基)噻吩 在 N-溴代丁二酰亚胺(NBS) 、 三溴化磷 、 溶剂黄146 作用下， 以 乙醚 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 2-benzenesulfonylmethyl-5-bromo-3,4-dibutylthiophene
  参考文献：
  名称：

  π-Expanded Cyclic Oligothiophene 12-Mers as Semishape-Persistent Macrocycles

  摘要：

  pi-Expanded macrocyclic oligothiophene 12-mer E,E-12T10A, 18-mer E,E,E-18T15A, and 24-mer E,E,E,E-24T20A composed of thienylene, ethynylene, and vinylene moieties were synthesized in good total yield by the McMurry coupling reaction of dialdehyde 1. E,E-12T10A was converted to cyclo[12](3,4-dibutyl-2,5-thienylene-ethynylene) 12T12A in 20% yield by bromination-dehydrobromination procedure. Furthermore, the synthesis of 12T12A was carried out by using double elimination procedure starting from the sulfone dianion 2(2-) and dialdehyde 1. The crystal structure of E,E-12T10A was determined by X-ray analysis. In the solid state, macrocyclic oligothiophenes formed nanostructured polymorphs such as single crystals, petal-shaped structure, and chained lumps depending on the ring size.

  DOI：

  10.3987/com-16-s(s)29
• 作为产物：
  描述：

  3,4-dibutylthiophene-2-carbaldehyde 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 3,4-二丁基-5-(羟甲基)噻吩
  参考文献：
  名称：

  Synthesis and nonlinear optical properties of linear and Λ-shaped pyranone-based chromophores

  摘要：

  New, pyranone-based chromophores were synthesized and their (nonlinear) optical properties were measured. The chromophores were prepared by first condensing an electron withdrawing group with pyranone, followed by reaction with an aldehyde-functionalized pi-conjugated bridged donor molecule. This approach enables one to easily incorporate the pyranone moiety and to prepare both linear and A-shaped chromophores. The (nonlinear) optical properties were measured using femtosecond hyper-Rayleigh scattering. These measurements demonstrated the advantages of this approach. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.009

文献信息

• Linear and nonlinear optical properties of a quadrupolar carbo-benzene and its benzenic parent: The carbo-merization effect
  作者：Rodrigo M. Barba-Barba、Marwa Chammam、Gabriel Ramos-Ortiz、Dymytrii Listunov、Jayaramakrishnan Velusamy、Mario Rodriguez、Ramon Carriles、Carlos Silva、Carine Duhayon、Brice Kauffmann、Valérie Maraval、Remi Chauvin

  DOI：10.1016/j.dyepig.2021.109133

  日期：2021.4

  their benzene parent in the wavelength range 650–950 nm, with a maximum of σ2PA = 1430 GM (1 GM = 10−50 cm4 s/photon). Beyond a moderate nonlinearity, this comparative study provides quantitative insights about the way carbo-merization or insertion of a π-conjugated macrocycle between chromophoric functions (here thiophene rings) can tune optical properties of organic molecules. The optical properties

  在此，对噻吩官能化的四极碳苯和一般结构为Th–C C– [core] –C C–Th，Th = R 2 C 4 HS的苯型母体的光学性质进行了比较研究。除了以前未知的二辛基噻吩基乙炔基苯（核心=  p -C 6 H 4，R =  n Oct）之外，还考虑了两个双-二烷基噻吩基乙炔基-碳-苯（core = C 18 Ph 4，R =  n Oct，n Bu）C 18的“碳-芳香族”特征大循环。从相应的乙炔基噻吩分别以47％，20％和10％的收率合成这三个靶标，然后通过经典方法（如NMR光谱学和X射线晶体学）对一种碳苯进行表征。关于线性和非线性光学性质，我们的结果表明，碳母化诱导单光子电子激发的低能显着转移，同时摩尔消光系数比母体分子增加8倍。有趣的是，这些激励导致光致发光包括所述类型的衰减转变的宽频带š 1 →小号0但类型的也S 2 → S 0。与Kasha法则相反，这种来自较高激发态的发射现象被归因于-或通过-S
• OPTICAL POWER LIMITING POLYMERIC MATRIX
  申请人：Oxazogen, Inc.

  公开号：EP2406794B1

  公开（公告）日：2014-08-06
• NON-FOCAL OPTICAL POWER LIMITING POLYMERIC MATERIALS
  申请人：Sarkar Abhijit

  公开号：US20120002312A1

  公开（公告）日：2012-01-05

  This invention concerns a solid polymer matrix for use as non-focal optical power limiting polymeric materials. This matrix contains: (1) a hyperbranched polymer family, especially HB-PCS OR HB-PU, HB-PUSOX or PC; (2) one or more of RSA dye, MPA dye, azo dye or DMNPAA; 3) CNT and 4) a self-focusing component. This solid polymer matrix provides efficient protection from laser beam damage along with its self-focusing mechanism.
• [EN] OPTICAL POWER LIMITING POLYMERIC MATRIX<br/>[FR] MATÉRIAUX POLYMÈRES À LIMITATION DE PUISSANCE OPTIQUE NON FOCALE
  申请人：OXAZOGEN INC

  公开号：WO2010104600A1

  公开（公告）日：2010-09-16

  This invention concerns a solid polymer matrix for use as non-focal optical power limiting polymeric materials. This matrix contains: (1) a hyperbranched polymer family, especially HB-PCS OR HB-PU, HB-PUSOX or PC; (2) one or more of RSA dye, MPA dye, azo dye or DMNPAA; 3) CNT and 4) a self-focusing component. This solid polymer matrix provides efficient protection from laser beam damage along with its self-focusing mechanism.