1,2,3,3-tetramethyl-5-chloro-3H-indolium perchlorate | 31878-25-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1,2,3,3-tetramethyl-5-chloro-3H-indolium perchlorate
• 英文别名: 5-chloro-1,2,3,3-tetramethyl-3H-indolium perchlorate；3H-Indolium, 5-chloro-1,2,3,3-tetramethyl-, perchlorate；5-chloro-1,2,3,3-tetramethylindol-1-ium;perchlorate
• CAS: 31878-25-8
• 化学式: C₁₂H₁₅ClN*ClO₄
• 分子量: 308.161
• InChiKey: DXMYVRGZOHTVSK-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.39
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  77.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4,5-diphenyl-1,3-oxazol-2-yl)-2-hydroxy-1-naphthaldehyde 、 1,2,3,3-tetramethyl-5-chloro-3H-indolium perchlorate 在 溶剂黄146 作用下， 反应 17.5h， 生成
  参考文献：
  名称：

  Photochromic and thermochromic spiranes. 34.* synthesis of photochromic 5-(4,5-diphenyl-1,3-oxazol-2-yl)-substituted spirobenzochromeneindolines

  摘要：

  A simple and effective method is proposed for the synthesis of 4,5-diphenyloxazolyl-substituted o-hydroxynaphthaldehydes. Photochromic spirobenzochromeneindolines containing a 4,5-diphenyl-oxazole group at position 5 of the benzochromene fragment were obtained. In the cyclic form the new (diphenyloxazolyl)-substituted spiropyrans exhibit luminescent properties.

  DOI：

  10.1007/s10593-011-0848-3
• 作为产物：
  描述：

  5-氯-1,3,3-三甲基-2-亚甲基吲哚啉 在 高氯酸 作用下， 生成 1,2,3,3-tetramethyl-5-chloro-3H-indolium perchlorate
  参考文献：
  名称：

  费歇尔碱和 α,β-不饱和亚胺盐通过迈克尔型反应形成的不对称取代的无色三芳基甲烷分子

  摘要：

  E-mail: [e-mail] January 14, 2013 Accepted February 22, 2013Key Words : 三芳基甲烷、孔雀绿、甲醇、迈克尔型加成、α,β-不饱和亚胺盐三芳基甲烷（TAM）化合物，又称“leuco-TAM” (LTAM) 用于各种化学、制药和生命科学行业，包括热成像和无碳复印材料。

  DOI：

  10.5012/bkcs.2013.34.5.1563

文献信息

• 3<i>H</i>-indolium salts efficiently prepared from<i>N</i>-substituted anilines and α-branched ketones by an one-pot synthesis
  作者：Thomas Zimmermann、Ortwin Brede

  DOI：10.1002/jhet.5570410117

  日期：2004.1

  and the α-branched ketones 3 the 3H-indolium salts 1 and their fused derivatives 13 are prepared by combining a sodium nitrite nitrosation, a zinc dust reduction, a hydrazone formation and a Fischer indolization to a reaction sequence in which the isolation and purification of intermediates is not necessary. The scope and limitations of this effective one-pot synthesis are discussed.

  从N-取代的苯胺4/12和α-支化的酮3开始，通过结合亚硝酸钠亚硝化，还原锌粉尘，a的形成和Fischer吲哚化反应制得3 H-吲哚鎓盐1及其稠合衍生物13。不需要中间体的分离和纯化的反应顺序。讨论了这种有效的一锅法合成的范围和局限性。
• Photo- and Thermochromic Spirans 40*. Spiropyrans based on 5-Benzoxazolyl-4-Hydroxyisophthalic Aldehyde
  作者：N. A. Voloshin、A. V. Chernyshev、E. V. Solov’eva、K. E. Shepelenko、A. V. Metelitsa、V. I. Minkin

  DOI：10.1007/s10593-014-1434-2

  日期：2014.3

  Formylation of 2-(2-hydroxyphenyl)benzoxazole gave 5-benzoxazolyl-substituted 4-hydroxyisophthalic aldehyde, which served as a precursor to the synthesis of novel photochromic spiro[indoline-benzopyrans] containing a benzoxazole group at position 8 of the benzopyran moiety. The obtained compounds possess photochromic properties in solution.

  2-（2-羟苯基）苯并恶唑的甲酰化得到5-苯并恶唑基取代的4-羟基间苯二甲酸醛，其作为合成在苯并吡喃部分的位置8处含有苯并恶唑基团的新型光致变色螺[吲哚啉-苯并吡喃]的前体。所获得的化合物在溶液中具有光致变色性质。
• Synthesis and structure of indoline spiropyrans based on benzo[f]coumarin
  作者：O. G. Nikolaeva、O. Yu. Karlutova、A. A. Guseva、E. B. Gaeva、A. G. Starikov、A. D. Dubonosov、V. A. Bren、A. V. Metelitsa、V. I. Minkin

  DOI：10.1007/s11172-020-2912-6

  日期：2020.7

  Indoline spiropyrans containing benzo[f]coumarin moiety annulated to the 2H-pyran cycle were synthesized. The obtained compounds exist in solutions as a tautomeric mixture of their spirocyclic and merocyanine forms. The spiro form exhibits an enhanced resistance to UV irradiation and does not rearranges into the merocyanine isomer in the temperature range of 278–303 K.

  合成了含有与 2H-吡喃循环成环的苯并[f]香豆素部分的二氢吲哚螺吡喃。所得化合物以其螺环和部花青形式的互变异构混合物存在于溶液中。螺形式对紫外线照射具有增强的抵抗力，并且在 278-303 K 的温度范围内不会重新排列成部花青异构体。
• Spiropyrans and spirooxazines 10. Synthesis of photochromic 5′-(1,3-benzoxazol-2-yl)-substituted spiro[indoline-naphthopyrans]
  作者：N. A. Voloshin、A. V. Chernyshev、E. V. Solov’eva、I. A. Rostovtseva、A. V. Metelitsa、G. S. Borodkin、V. A. Kogan、V. I. Minkin

  DOI：10.1007/s11172-014-0605-8

  日期：2014.6

  New photochromic 5′-(1,3-benzoxazol-2-yl)-substituted spiro[indoline-naphthopyrans] exhibiting luminescent properties in the spirocyclic form were synthesized. Their reverse thermal reaction barrier decreases with the increase in the electron-withdrawing properties of substituent in the indoline fragment.

  合成了新型光变色5′-(1,3-苯并恶唑-2-基)取代的螺旋[吲哚-萘吡喃]，在螺环形态下具有发光特性。随着吲哚片段中取代基的电子吸引特性的增强，它们的逆热反应势垒降低。
• Spiropyrans and spirooxazines 5. Synthesis of photochromic 8-(4,5-diphenyl-1,3-oxazol-2-y1)-substituted spiro[indoline-benzopyrans]
  作者：N. A. Voloshin、E. B. Gaeva、A. V. Chernyshev、A. V. Metelitsa、V. I. Minkin

  DOI：10.1007/s11172-009-0024-4

  日期：2009.1

  Photochromic spiro[indoline-benzopyrans] containing 4,5-diphenyloxazolyl group at position 8 of the benzopyran fragment have been obtained. New diphenyloxazolyl-substituted spiropyrans manifest considerably higher thermal stability of the merocyanine isomers than their naphthopyran analogs.

  在苯并吡喃片段的第 8 位含有 4,5-二苯基恶唑基团的光致变色螺[吲哚啉-苯并吡喃]已经问世。与萘吡喃类似物相比，新的二苯基恶唑基取代的螺[吲哚啉-苯并吡喃]表现出更高的美拉德异构体热稳定性。