8-(2,4-dinitro-phenoxy)-quinoline | 84165-39-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 8-(2,4-dinitro-phenoxy)-quinoline
• 英文别名: 8-(2,4-Dinitro-phenoxy)-chinolin；8-(2,4-Dinitrophenoxy)quinoline
• CAS: 84165-39-9
• 化学式: C₁₅H₉N₃O₅
• 分子量: 311.254
• InChiKey: KLYAJBVSMYMPQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  8-(2,4-dinitro-phenoxy)-quinoline 在 sodium sulfide 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 8-羟基喹啉
  参考文献：
  名称：

  2,4-dinitrophenyl ether-containing chemodosimeters for the selective and sensitive ‘in vitro’ and ‘in vivo’ detection of hydrogen sulfide

  摘要：

  Four probes (i.e. D1-D4) for the selective and sensitive fluorogenic detection of HS- have been prepared and characterised. HEPES (10mM, pH 7.4)-DMSO 99:1 v/v solutions of D1-D4 are essentially non-fluorescent. Changes in the emission using D1-D4 in the presence of anions (F-, Cl-, Br-, I-,[GRAPHICS], CN-, SCN-, AcO-,[GRAPHICS],[GRAPHICS],[GRAPHICS], HS- and OH-), biothiols (GSH, Cys, Hcy, Me-Cys and lipoic acid), reducing agents ([GRAPHICS]and[GRAPHICS]) and oxidants (H2O2) demonstrated that only HS- is able to induce the appearance of intense emission bands in the 400-520nm range in the four probes. The selectivity observed was ascribed to a unique hydrogen sulfide-induced hydrolysis of the 2,4-dinitrophenyl ether moiety that yielded the corresponding free highly fluorescent alcohols. The potential detection of intracellular HS- was also studied.

  DOI：

  10.1080/10610278.2014.977286
• 作为产物：
  描述：

  8-羟基喹啉 、 2,4-二硝基氟苯 在 三乙胺 作用下， 以 丙酮 为溶剂， 生成 8-(2,4-dinitro-phenoxy)-quinoline
  参考文献：
  名称：

  新型荧光“开启”化学计量仪，用于检测水和活细胞中的硫化氢†

  摘要：

  已经开发了一种新的荧光探针，用于选择性检测水和活细胞中的硫化氢，该探针基于被2,6-二硝基苯基醚部分官能化的8-羟基喹啉荧光团。

  DOI：

  10.1039/c3ra45822a

文献信息

• Method for ether formation
  申请人：Occidental Chemical Corporation

  公开号：US05185471A1

  公开（公告）日：1993-02-09

  A process for the preparation of 1,1'-oxy-bis(3-trifluoromethyl-4-nitrobenzene) which comprises reacting a compound of the formula ##STR1## where X is F, Cl, Br or I; with an inorganic base selected from the group consisting of alkali metal hydroxides, alkali metal carbonates, and alkali metal bicarbonates, in the presence of a catalytic quantity of a benzoate catalyst. In addition, benzoate esters of 4-nitro-3-trifluoromethylphenol may be isolated.

  制备1,1'-氧化物-双(3-三氟甲基-4-硝基苯)的方法，包括将式为##STR1##的化合物与选自碱金属氢氧化物、碱金属碳酸盐和碱金属氢碳酸盐的无机碱在苯甲酸催化剂的催化下反应。此外，可以分离出4-硝基-3-三氟甲基苯甲酸酯。
• A novel method for ether formation
  申请人：OCCIDENTAL CHEMICAL CORPORATION

  公开号：EP0509241A2

  公开（公告）日：1992-10-21

  A process for the preparation of 1,1'-oxy-bis(3-trifluoromethyl-4-nitrobenzene) which comprises reacting a compound of the formula where X is F, Cl, Br or I; with an inorganic base selected from the group consisting of alkali metal hydroxides, alkali metal carbonates, and alkali metal bicarbonates, in the presence of a catalytic quantity of a benzoate catalyst. In addition, benzoate esters of 4-nitro-3-(trifluoromethyl)phenol may be isolated.

  一种制备 1,1'-氧基双(3-三氟甲基-4-硝基苯)的工艺，其包括使一种式如 下的化合物发生反应 其中 X 为 F、Cl、Br 或 I；与选自碱金属氢氧化物、碱金属碳酸盐和碱金属碳酸氢盐组成的组的无机碱在催化量的苯甲酸酯催化剂存在下反应。此外，还可分离出 4-硝基-3-(三氟甲基)苯酚的苯甲酸酯。
• The Use of Phase-Transfer Catalysis for the Synthesis of Phenyl and 8-Quinolinyl Ethers
  作者：WANG Chin-Hsien、LIU Xiang-Te、CHAO Xiao-Hun

  DOI：10.1055/s-1982-29976

  日期：——
• Notes - Aromatic Nucleophilic Substitution Reaction in Qualitative Organic Chemistry: The Reaction of 2,4-Dinitrofluorobenzene with Phenols
  作者：John Reinheimer、James Douglass、Howard Leister、Martha Voelkel

  DOI：10.1021/jo01363a642

  日期：1957.12.1
• CHIN-HSIEN, WANG;XIANG-TE, LIU;XIAO-HUN, CHAO, SYNTHESIS, BRD, 1982, N 10, 858-861
  作者：CHIN-HSIEN, WANG、XIANG-TE, LIU、XIAO-HUN, CHAO

  DOI：——

  日期：——