4-[(4-二甲胺苯基)-噻吩-2-基-甲基]-N,N-二甲基-苯胺 | 6339-91-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-[(4-二甲胺苯基)-噻吩-2-基-甲基]-N,N-二甲基-苯胺
• 英文名称: bis-(4-dimethylamino-phenyl)-[2]thienyl-methane
• 英文别名: Bis-(4-dimethylamino-phenyl)-[2]thienyl-methan；Thiophengruen；4-[[4-(Dimethylamino)phenyl]-thiophen-2-ylmethyl]-N,N-dimethylaniline
• CAS: 6339-91-9
• 化学式: C₂₁H₂₄N₂S
• 分子量: 336.501
• InChiKey: UPRXGDYQEMAUCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  34.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  4-[(4-二甲胺苯基)-噻吩-2-基-甲基]-N,N-二甲基-苯胺 在 盐酸 、 sodium hydroxide 、 水 、 lead dioxide 作用下， 生成 2-thiophene
  参考文献：
  名称：

  STUDIES ON THE CHEMISTRY OF HETEROCYCLICS. XIII. TRIARYLMETHANE DYES CONTAINING A THIOPHENE RING¹

  摘要：

  DOI：

  10.1021/jo01145a011
• 作为产物：
  描述：

  2-噻吩甲醛 、 N,N-二甲基苯胺 在 zinc(II) chloride 作用下， 生成 4-[(4-二甲胺苯基)-噻吩-2-基-甲基]-N,N-二甲基-苯胺
  参考文献：
  名称：

  TRIARYLMETHANE COMPOUNDS AS REDOX INDICATORS IN THE SCHOENEMANN REACTION: II. SYNTHESES OF THE TRIARYLMETHANES

  摘要：

  报道了一系列在噻吩环中不同取代的4,4'-亚乙基双[N,N-二甲基苯胺]化合物的合成和性质。这些化合物被用作Schönenmann反应中检测溶液中磷酸氟酯酯的氧化还原指示剂。其中最有效的指示剂是4,4'(5-甲基-4-丙基-2-亚乙基)双[N,N-二甲基苯胺]。

  DOI：

  10.1139/v57-023

文献信息

• SbCl₃-catalyzed one-pot synthesis of 4,4′-diaminotriarylmethanes under solvent-free conditions: Synthesis, characterization, and DFT studies
  作者：Ghasem Rezanejade Bardajee

  DOI：10.3762/bjoc.7.19

  日期：——

  A simple, efficient, and mild procedure for a solvent-free one-step synthesis of various 4,4′-diaminotriarylmethane derivatives in the presence of antimony trichloride as catalyst is described. Triarylmethane derivatives were prepared in good to excellent yields and characterized by elemental analysis, FTIR, ¹H and ¹³C NMR spectroscopic techniques. The structural and vibrational analysis were investigated by performing theoretical calculations at the HF and DFT levels of theory by standard 6-31G*, 6-31G*/B3LYP, and B3LYP/cc-pVDZ methods and good agreement was obtained between experimental and theoretical results.

  本文介绍了一种简单、高效、温和的无溶剂单步合成各种4,4'-二氨基三芳基甲烷衍生物的方法，该方法以三氯化锑为催化剂。三芳基甲烷衍生物的产率良好至优良，并通过元素分析、傅里叶变换红外光谱、¹H和¹³C NMR光谱技术进行了表征。通过标准6-31G*、6-31G*/B3LYP和B3LYP/cc-pVDZ方法进行理论计算，研究了结构和振动分析，并获得了实验和理论结果之间的良好一致性。
• Spectral Properties of Fluorogenic Thiophene-derived Triarylmethane Dyes
  作者：Kenneth F. Stensrud、Kimberly J. Zanotti、Alan S. Waggoner、Bruce A. Armitage

  DOI：10.1111/php.13037

  日期：2019.1

  Spectral properties and fluorogenic behaviors of five novel thiophene variants of malachite green (MG), termed MGTs, were determined. Appreciable changes as a function of homologation and substitution pattern, including absorption band positions and intensities and fluorescence quantum yields were observed. In particular, the shorter wavelength y‐band absorption was found to shift over a nearly 200

  确定了孔雀石绿 (MG) 的五种新型噻吩变体（称为 MGT）的光谱特性和荧光行为。观察到作为同源性和取代模式的函数的可观变化，包括吸收带位置和强度以及荧光量子产率。特别是，基于芳基变化，发现较短波长的 y 波段吸收在近 200 nm 范围内移动，从而可以微调这些染料的激发波长。此外，当染料与同源蛋白伴侣结合时，一些 MGT 的荧光强度显着增加（高达 4600 倍），这对细胞成像研究可能有用。
• Shanmuga; Varma, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001, vol. 40, # 12, p. 1258 - 1263
  作者：Shanmuga、Varma

  DOI：——

  日期：——
• Efficient Synthesis of Bis(4-Dimethaminophenyl)arylmethanes and Bis(4-Diamethaminophenyl)alkanes Using Iodine Reagent
  作者：Harshal M. Bachhav、Balaram S. Takale、Vikas N. Telvekar

  DOI：10.1080/00397911.2012.680569

  日期：2013.7.18

  A novel synthetic utility of NaICl2 for the preparation of bis(4-dimethaminophenyl)arylmethanes and bis(4-dimethaminophenyl)alkanes is described. In the presence of an aqueous solution of NaICl2, the reaction of arenes with aromatic aldehydes gives corresponding triarylmethane derivatives regioselectively in moderate to good yields. The method is also useful for the preparation of diarylalkane derivatives by using aliphatic aldehydes. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications((R)) to view the free supplemental file.
• Levi, Chemische Berichte, 1887, vol. 20, p. 514
  作者：Levi

  DOI：——

  日期：——