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5-(4-methoxyphenyl)-2-(thiophen-2-yl)thiazol-4-ol | 1376711-56-6

中文名称
——
中文别名
——
英文名称
5-(4-methoxyphenyl)-2-(thiophen-2-yl)thiazol-4-ol
英文别名
5-(4-Methoxyphenyl)-2-thiophen-2-yl-1,3-thiazol-4-ol;5-(4-methoxyphenyl)-2-thiophen-2-yl-1,3-thiazol-4-ol
5-(4-methoxyphenyl)-2-(thiophen-2-yl)thiazol-4-ol化学式
CAS
1376711-56-6
化学式
C14H11NO2S2
mdl
——
分子量
289.379
InChiKey
AXEAVJZHRDPUOT-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    3.9
  • 重原子数:
    19
  • 可旋转键数:
    3
  • 环数:
    3.0
  • sp3杂化的碳原子比例:
    0.07
  • 拓扑面积:
    98.8
  • 氢给体数:
    1
  • 氢受体数:
    5

上下游信息

  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    5-(4-methoxyphenyl)-2-(thiophen-2-yl)thiazol-4-ol正丁基锂potassium carbonate 作用下, 以 四氢呋喃正己烷丙酮 为溶剂, 反应 6.0h, 生成 5-(4-ethoxy-5-(4-methoxyphenyl)thiazol-2-yl)thiophene-2-carbaldehyde
    参考文献:
    名称:
    小分子作为长波长荧光团:推挽取代4-烷氧基-1,3-噻唑
    摘要:
    专用于瓦尔德马亚当教授在他的80之际个生日 抽象的 已经合成了一系列供体-π-受体(D-π-A)取代的4-羟基噻唑。给电子基团(4-甲氧基苯基和4-二甲基氨基苯基)安装在噻唑的5-位;将噻吩/吡啶桥联的受体(甲酰基及其Knoevenagel缩合产物)置于2位。通过UV / Vis和荧光光谱研究了D-π-A特性对光物理性质和电子结构的影响。 已经合成了一系列供体-π-受体(D-π-A)取代的4-羟基噻唑。给电子基团(4-甲氧基苯基和4-二甲基氨基苯基)安装在噻唑的5-位;将噻吩/吡啶桥联的受体(甲酰基及其Knoevenagel缩合产物)置于2位。通过UV / Vis和荧光光谱研究了D-π-A特性对光物理性质和电子结构的影响。
    DOI:
    10.1055/s-0036-1588581
  • 作为产物:
    描述:
    噻吩-2-硫代甲酰胺2-溴-2-(4-甲氧基苯基)乙酸乙酯N,N-二甲基甲酰胺 为溶剂, 反应 24.0h, 以70%的产率得到5-(4-methoxyphenyl)-2-(thiophen-2-yl)thiazol-4-ol
    参考文献:
    名称:
    4-Methoxy-1,3-thiazole based donor-acceptor dyes: Characterization, X-ray structure, DFT calculations and test as sensitizers for DSSC
    摘要:
    Four donor-(pi-conjugated-bridge)-acceptor type dyes A-D were designed and synthesized. These new compounds use an unconventional 4-hydroxy-1,3-thiazole building block as an additional chromophore for light harvesting and to extend the pi-conjugated system of the molecules. The synthetic route involved a double N-arylation Hartwig-Buchwald reaction using Pd(dba)(2) as precatalyst and P(Bu-t)(3) as ligand. Two different triarylamines and a 4-methoxyphenyl group were used as electron donor moieties. The electron acceptor (anchoring) group was 2-cyanoacrylic acid for all dyes, whereas the pi-spacer was varied and the influence was investigated. The dyes were thoroughly characterized using photophysical and electrochemical methods and by density functional theory calculations. Additionally, they were evaluated in nanocrystalline TiO2-based dye-sensitized solar cells (DSSCs). The DSSCs were prepared with and without deoxycholic acid (DCA) as a co-adsorbent to inhibit dye aggregation. The efficiencies obtained were low for DSSCs fabricated without DCA, but were significantly improved for DCCS with co-adsorbed DCA. Additionally, the X-ray structure of dye D was obtained, demonstrating the stereochemistry and planar geometry of the molecule. The DSSC based on dye A showed an efficiency of eta = 1.70% (J(sc) = 4.49 mA cm(-2), V-OC = 0.61 V, FF = 0.62) under 100 mW cm(-2) simulated AM 1.5 G solar irradiation compared to eta = 4.1% of the standard N-3 obtained under same conditions. (C) 2012 Elsevier Ltd. All rights reserved.
    DOI:
    10.1016/j.dyepig.2012.02.014
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文献信息

  • Small Molecules as Long-Wavelength Fluorophores: Push-Pull Substituted 4-Alkoxy-1,3-thiazoles
    作者:Rainer Beckert、Stefanie Habenicht、Philip Rohland、Jeaninne Reichel、Tarita Biver、Pierpaolo Minei、Dörthe Jakobi、Andrea Pucci、Dieter Weiß、Helmar Görls
    DOI:10.1055/s-0036-1588581
    日期:2018.1
    investigated by means of UV/Vis and fluorescence spectroscopy. A series of donor-π-acceptor (D-π-A) substituted 4-hydroxythiazoles have been synthesized. Electron-donating groups (4-methoxyphenyl and 4-dimethylaminophenyl) were installed in the 5-position of the thiazole; thiophene/pyridine-bridged acceptors (formyl groups and their Knoevenagel condensation products) were placed in the 2-position. The influence
    专用于瓦尔德马亚当教授在他的80之际个生日 抽象的 已经合成了一系列供体-π-受体(D-π-A)取代的4-羟基噻唑。给电子基团(4-甲氧基苯基和4-二甲基氨基苯基)安装在噻唑的5-位;将噻吩/吡啶桥联的受体(甲酰基及其Knoevenagel缩合产物)置于2位。通过UV / Vis和荧光光谱研究了D-π-A特性对光物理性质和电子结构的影响。 已经合成了一系列供体-π-受体(D-π-A)取代的4-羟基噻唑。给电子基团(4-甲氧基苯基和4-二甲基氨基苯基)安装在噻唑的5-位;将噻吩/吡啶桥联的受体(甲酰基及其Knoevenagel缩合产物)置于2位。通过UV / Vis和荧光光谱研究了D-π-A特性对光物理性质和电子结构的影响。
  • 4-Methoxy-1,3-thiazole based donor-acceptor dyes: Characterization, X-ray structure, DFT calculations and test as sensitizers for DSSC
    作者:Roberto Menzel、Daniel Ogermann、Stephan Kupfer、Dieter Weiß、Helmar Görls、Karl Kleinermanns、Leticia González、Rainer Beckert
    DOI:10.1016/j.dyepig.2012.02.014
    日期:2012.9
    Four donor-(pi-conjugated-bridge)-acceptor type dyes A-D were designed and synthesized. These new compounds use an unconventional 4-hydroxy-1,3-thiazole building block as an additional chromophore for light harvesting and to extend the pi-conjugated system of the molecules. The synthetic route involved a double N-arylation Hartwig-Buchwald reaction using Pd(dba)(2) as precatalyst and P(Bu-t)(3) as ligand. Two different triarylamines and a 4-methoxyphenyl group were used as electron donor moieties. The electron acceptor (anchoring) group was 2-cyanoacrylic acid for all dyes, whereas the pi-spacer was varied and the influence was investigated. The dyes were thoroughly characterized using photophysical and electrochemical methods and by density functional theory calculations. Additionally, they were evaluated in nanocrystalline TiO2-based dye-sensitized solar cells (DSSCs). The DSSCs were prepared with and without deoxycholic acid (DCA) as a co-adsorbent to inhibit dye aggregation. The efficiencies obtained were low for DSSCs fabricated without DCA, but were significantly improved for DCCS with co-adsorbed DCA. Additionally, the X-ray structure of dye D was obtained, demonstrating the stereochemistry and planar geometry of the molecule. The DSSC based on dye A showed an efficiency of eta = 1.70% (J(sc) = 4.49 mA cm(-2), V-OC = 0.61 V, FF = 0.62) under 100 mW cm(-2) simulated AM 1.5 G solar irradiation compared to eta = 4.1% of the standard N-3 obtained under same conditions. (C) 2012 Elsevier Ltd. All rights reserved.
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