1,3-bis-(3-ethyl-benzothiazol-2-yl)-trimethinium; toluene-4-sulfonate | 2452-74-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,3-bis-(3-ethyl-benzothiazol-2-yl)-trimethinium; toluene-4-sulfonate
• 英文别名: 3-ethyl-2-[3-(3-ethyl-3H-benzothiazol-2-ylidene)-propenyl]-benzothiazolium; toluene-4-sulfonate；3,3'-Diethylthiacarbocyanin p-Tosylat*1/2 Hydrat；(2Z)-3-ethyl-2-[(E)-3-(3-ethyl-1,3-benzothiazol-3-ium-2-yl)prop-2-enylidene]-1,3-benzothiazole;4-methylbenzenesulfonate
• CAS: 2452-74-6
• 化学式: C₇H₇O₃S*C₂₁H₂₁N₂S₂
• 分子量: 536.74
• InChiKey: FAVYNYZCEFYGQV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  6.59
• 重原子数：
  36.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  64.32
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,3-bis-(3-ethyl-benzothiazol-2-yl)-trimethinium; toluene-4-sulfonate 、 1-(4-磺酸苯基)-3-甲基-5-吡唑酮 以 吡啶 为溶剂， 反应 2.5h， 生成 4-{4-[2-(3-ethyl-3H-benzothiazol-2-ylidene)-ethylidene]-3-methyl-5-oxo-4,5-dihydro-pyrazol-1-yl}-benzenesulfonic acid
  参考文献：
  名称：

  Metzger,J. et al., Bulletin de la Societe Chimique de France, 1964, p. 2888 - 2897

  摘要：

  DOI：
• 作为产物：
  描述：

  3-乙基-2-甲基苯并唑对甲基苯磺酸酯 、 N,N-双(三甲基硅基)甲酰胺 以75%的产率得到
  参考文献：
  名称：

  LAZUKINA L. A.;MUSHKALO I. L.;NEPLYUEV V. M.;KUXAR V. P., ZH. ORGAN. XIMII, 1983, 19, NO 11, 2417-2420

  摘要：

  DOI：

文献信息

• Photophysics of Cyanine Dyes on Surfaces: Laser-Induced Photoisomer Emission of 3,3'-Dialkylthiacarbocyanines Adsorbed on Microcrystalline Cellulose
  作者：Anabela S. Oliveira、Paulo Almeida、Luis Filipe Vieira Ferreira

  DOI：10.1135/cccc19990459

  日期：——

  The photophysics of three thiacarbocyanine dyes, 3,3'-dimethylthiacarbocyanine iodide (DMTCC), 3,3'-diethylthiacarbocyanine iodide (DETCC), and 3,3′-dipropylthiacarbocyanine iodide (DPTCC) was studied when adsorbed on microcrystalline cellulose in the concentration range from 5.0 · 10^-4 to 10.0 μmol g^-1. Using ground-state diffuse reflectance absorption technique, only H aggregate formation was detected for all the probes. The amount of aggregate formed depends on the hydration degree of the sample, always decreasing with sample dryness. The fluorescence quantum yields for all the adsorbed dyes are one order of magnitude higher than those observed in nonviscous solvents, being 0.98 for DMTCC, 0.96 for DETCC, and 0.63 for DPTCC. Laser-induced fluorescence emissions were recorded (using an intensified-charge-coupled-device detection system) as a function of the laser power, showing that for dry concentrated samples irradiated with high laser intensity, a second fluorescence emission band (bathochromically shifted relative to the monomer emission) was detected. This emission shows a supralinear dependence on laser power. The new emissions here detected arise from fluorescent photoisomers formed via singlet monomers, by a two-photon absorption process.

  三种硫代碳青霉素染料，3,3'-二甲基硫代碳青霉素碘化物（DMTCC），3,3'-二乙基硫代碳青霉素碘化物（DETCC）和3,3'-二丙基硫代碳青霉素碘化物（DPTCC）在微晶纤维素上的光物理学研究，浓度范围为5.0·10^-4至10.0 μmol g^-1。使用基态漫反射吸收技术，仅检测到所有探针的H聚集物形成。形成的聚集物量取决于样品的水合度，始终随着样品干燥而减少。所有吸附染料的荧光量子产率比在非粘性溶剂中观察到的高一个数量级，DMTCC为0.98，DETCC为0.96，DPTCC为0.63。记录了激光诱导的荧光发射（使用增强电荷耦合器件检测系统），作为激光功率的函数，结果显示对于受高激光强度照射的干燥浓缩样品，检测到了第二个荧光发射带（相对于单体发射的巴托克移位）。这种发射显示对激光功率的超线性依赖。这里检测到的新发射来自通过单体的荧光异构体形成的，通过双光子吸收过程。
• Reactions of 2,2-disubstituted 1,1-dicyanoethenes with β-dimethylaminoacrolein aminal and 3-dimethylamino-1,1,3-trimethoxypropane
  作者：Zh. A. Krasnaya、E. O. Tret’yakova、V. V. Kachala、S. G. Zlotin

  DOI：10.1007/s11172-008-0219-0

  日期：2008.8

  A reaction of 2,2-disubstituted 1,1-dicyanoethenes with β-dimethylaminoacrolein aminal and 3-dimethylamino-1,1,3-trimethoxypropane leads to substituted 6,6-dicyano-1-dimethyl-aminohexatrienes and an organic salt containing 1,1,9,9-tetracyano-2,8-diphenylnona-2,4,6,8-tetraenide as the anion and (dimethylaminopropenylidene)dimethylammonium as the cation, on the basis of which new cation-anionic polymethine dyes were obtained.

  2,2-二取代的 1,1-二氰基乙烯与 β-二甲基氨基丙烯醛氨基和 3-二甲基氨基-1,1,3-三甲氧基丙烷反应，生成取代的 6,6-二氰基-1-二甲基氨基己三烯和含有 1、1,9,9-tetracyano-2,8-diphenylnona-2,4,6,8-tetraenide 作为阴离子，(dimethylaminopropenylidene)dimethylammonium 作为阳离子的有机盐。
• Synthesis, spectral properties, and conformations of nonlinear cross-conjugated polyenes containing pyrane or dihydropyridine fragment
  作者：Zh. A. Krasnaya、E. O. Dorofeeva、V. V. Kachala、A. S. Tatikolov、S. G. Zlotin

  DOI：10.1007/s11172-013-0292-x

  日期：2013.9

  spectroscopy (NOESY and ROESY): the chromophores are arranged at an acute or obtuse angle in the structures with the pyrane or dihydropyridine fragment, respectively. The conformational differences in polyenes result in a drastic change in their spectral properties: for the dyes with an acute angles between the chromophores, the long-wavelength absorption band is less intense, as a rule, than the shorter-wavelength

  合成了含有中心吡喃或 N-甲基二氢吡啶片段的新型交叉共轭 ω,ω'-二甲基氨基多烯。在新化合物中，氨基多烯发色团的相互作用是通过杂环 4 位的二氰基亚甲基、1-氰基-1-(4-硝基苯基)亚甲基或 1,3-二氧茚满-2-亚基发生的。合成化合物的构象通过 2D 1H NMR 光谱（NOESY 和 ROESY）确定：发色团在结构中分别以锐角或钝角排列，分别带有吡喃或二氢吡啶片段。多烯的构象差异导致其光谱性质发生剧烈变化：对于发色团之间呈锐角的染料，长波长吸收带通常不如短波长吸收带强，而钝角化合物的情况则相反。合成的具有二腈和其他受体基团的化合物的吸收光谱比相应的具有羰基受体基团的化合物的吸收光谱位于更长的波长区域。中心桥接取代基 NMe 降低了发色团相互作用的能量。
• Ushenko,I.K., Journal of general chemistry of the USSR, 1960, vol. 30, p. 2632 - 2639
  作者：Ushenko,I.K.

  DOI：——

  日期：——
• Shirokova,N.I. et al., Doklady Chemistry, 1965, vol. 162, p. 524 - 527
  作者：Shirokova,N.I. et al.

  DOI：——

  日期：——