2,2,4-三甲基-1,2,3,4-四氢-喹啉-8-醇 | 61855-47-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 2,2,4-三甲基-1,2,3,4-四氢-喹啉-8-醇
• 英文名称: 2,2,4-trimethyl-8-hydroxy-1,2,3,4-tetrahydroquinoline
• 英文别名: 8-hydroxy-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline；2,2,4-trimethyl-1,2,3,4-tetrahydro-quinolin-8-ol；2,2,4-Trimethyl-1,2,3,4-tetrahydroquinolin-8-ol；2,2,4-trimethyl-3,4-dihydro-1H-quinolin-8-ol
• CAS: 61855-47-8
• 化学式: C₁₂H₁₇NO
• mdl: MFCD03410239
• 分子量: 191.273
• InChiKey: HMBHFDWNPXCSFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2933499090

反应信息

• 作为反应物：
  描述：

  3-氨基-1,2,4-三氮唑 、 2,2,4-三甲基-1,2,3,4-四氢-喹啉-8-醇 在 sodium nitrite 作用下， 生成 2,2,4-trimethyl-6-((1H-1,2,4-triazol-3-yl)diazenyl)-1,2,3,4-tetrahydroquinoline-8-ol
  参考文献：
  名称：

  Spectral and time-resolved properties of novel hetarylazo dyes containing hydrogenated quinolines and triazole moieties

  摘要：

  The spectral characteristics of novel hetarylazo dyes containing triazole and hydrogenated quinoline moieties and the spectral and time-resolved parameters of photochemical processes occurring upon their photoexcitation were studied by stationary spectrophotometry and pulse photolysis. All compounds have an intense absorption maximum in the visible spectral range at 470-500 nm with epsilon = 17000-27000 L mol(-1) cm(-1). Upon excitation with the visible light, reversible trans-cis photoisomerization occurs, which is followed by thermal cis-trans isomerization. The temporal parameters of the isomerization depend on the azo dye structure. The introduction of bulky substituents in the triazole and hydroquinoline moieties results in the increase in characteristic times of the thermal transformation of the generated transient species from milliseconds to seconds and in the partial irreversibility of the process.

  DOI：

  10.1134/s0018143914040080

文献信息

• Novel hetarylazo dyes containing tetrazole and hydroquinoline moieties: spectral characteristics, solvatochromism and photochemistry
  作者：Tatiana D. Nekipelova、Evgenii N. Khodot、Olga N. Klimovich、Lidiya N. Kurkovskaya、Irina I. Levina、Vladimir A. Kuzmin

  DOI：10.1039/c6pp00251j

  日期：2016.12

  Novel hetarylazo dyes containing tetrazole and tetra- or dihydroquinoline moieties were synthesized and their spectral properties in solvents of different polarities and H-bonding abilities were examined. The dyes exhibit solvatochromism dramatically depending on the proton accepting ability of solvents: (DMSO > H2O > MeOH > ACN > CH2Cl2) and the dye concentration. Upon dilution the absorption maximum

  合成了含有四唑和四氢或二氢喹啉部分的新型杂芳基偶氮染料，并研究了它们在不同极性和氢键能力下的光谱特性。取决于溶剂的质子接受能力（DMSO> H2O> MeOH> ACN> CH2Cl2）和染料浓度，染料会显着表现出溶剂变色现象。稀释后，可见光带的最大吸收呈现蓝移，并且最大吸收系数减小。这是由于染料分子之间或染料与溶剂分子之间形成络合物而造成的。具有部分质子转移的H键在染料分子的四唑部分的酸性NH基团与另一个染料分子的氢喹啉部分的碱性NH基团之间或与具有质子接受能力的溶剂形成。稀释后，平衡移至与溶剂形成的络合物。在不同波长的光激发下，在脉冲光解中证明了几种具有不同吸收光谱的染料分子的共存。登记了三种形式的顺式异构体。光生顺式异构体的衰变寿命为200μs至5 ms。快速的顺-反暗异构化决定了染料的光稳定性。在具有不同波长的光激发下的脉冲光解中证明了具有不同吸收光谱的几种形式的染料分子的共存。登