2-(1-Hydroxy-ethyl)-anthrachinon | 92964-76-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-(1-Hydroxy-ethyl)-anthrachinon
• 英文别名: 2-(1-Hydroxyethyl)anthracene-9,10-dione
• CAS: 92964-76-6
• 化学式: C₁₆H₁₂O₃
• 分子量: 252.269
• InChiKey: CVVMLKCFZSJYLZ-UHFFFAOYSA-N

物化性质

• 沸点：
  463.6±34.0 °C(Predicted)
• 密度：
  1.326±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(1-Hydroxy-ethyl)-anthrachinon 在 potassium hydrogensulfate 、 铜 作用下， 175.0~195.0 ℃ 、133.32 Pa 条件下， 生成 2-乙烯基蒽醌
  参考文献：
  名称：

  Manecke,G.; Storck,W., Chemische Berichte, 1961, vol. 94, p. 3239 - 3250

  摘要：

  DOI：
• 作为产物：
  描述：

  2-乙酰基蒽 在 chromium(VI) oxide 、 sodium hydroxide 、 sodium tetrahydroborate 、 溶剂黄146 作用下， 生成 2-(1-Hydroxy-ethyl)-anthrachinon
  参考文献：
  名称：

  Manecke,G.; Storck,W., Chemische Berichte, 1961, vol. 94, p. 3239 - 3250

  摘要：

  DOI：

文献信息

• Photo-Ritter Reaction of Arylmethyl Bromides in Acetonitrile
  作者：Nai-Min Bi、Ming-Guang Ren、Qin-Hua Song

  DOI：10.1080/00397910903297555

  日期：2010.8.5

  The photo-Ritter reaction of five arylmethyl bromides can occur in acetonitrile to give acetamides. The intermediates, carbocations, which are formed from subsequent electron transfer between the radical pairs generated from initial homolytic cleavage of the C–Br bond, are trapped by acetonitrile, and subsequent hydrolysis generates the corresponding acetamides.

  五种芳基甲基溴化物在乙腈中可发生光敏反应生成乙酰胺。中间体碳正离子是由 C-Br 键的初始均裂产生的自由基对之间随后的电子转移形成的，被乙腈捕获，随后水解产生相应的乙酰胺。
• PHOTOBASE GENERATOR
  申请人：Kuramoto Ayako

  公开号：US20110233048A1

  公开（公告）日：2011-09-29

  There is intended to provide the novel compounds which generate a base easily when irradiated with long wavelength light (active energy rays), a photobase generator containing the compounds and a photobase generation method, and the present invention relates to the compounds represented by the general formula [1], a photobase generator containing the compounds and a photobase generation method: (wherein, Ar represents any of groups with specific structures selected from the group consisting of an anthracenyl group, an anthraquinonyl group and a pyrenyl group; R 1 and R 2 each independently represent a hydrogen atom or a linear, branched or cyclic alkyl group having 1 to 10 carbon atoms, or represent ones which can form an alicyclic ring containing nitrogen atom(s) or an aromatic ring containing nitrogen atom(s) together with a nitrogen atom to which they are bound, which the rings having 3 to 8 carbon atoms which may have a substituent, R 3 and R 4 each independently represent a hydrogen atom, a linear, branched or acyclic alkyl group having 1 to 10 carbon atoms).

  本发明旨在提供当受长波长光（活性能量射线）照射时易于产生碱的新化合物，包含这些化合物的光碱发生器以及光碱生成方法，本发明涉及由通式[1]表示的化合物，包含这些化合物的光碱发生器以及光碱生成方法：（其中，Ar代表从蒽基团、蒽醌基团和芘基团中选择的具有特定结构的任何基团；R1和R2各自独立地代表氢原子或具有1至10个碳原子的直链、支链或环烷基基团，或表示能够与它们结合的氮原子形成含氮原子的脂环烷基环或含氮原子的芳香环，这些环具有3至8个碳原子，可能有取代基；R3和R4各自独立地代表氢原子，具有1至10个碳原子的直链、支链或非环烷基基团）。
• Phenol transformation photosensitised by quinoid compounds
  作者：Valter Maurino、Andrea Bedini、Daniele Borghesi、Davide Vione、Claudio Minero

  DOI：10.1039/c1cp20355j

  日期：——

  could account for the difference in reactivity. The spin distribution of EtAQ is similar to that of AQ. Under simulated sunlight, EtAQ induced the highest rate of phenol degradation. Radiation-excited EtAQ would oxidise both ground-state EtAQ and phenol; a kinetic model that excludes the ˙OH radical and singlet oxygen as reactive species is supported by the experimental data. Quinones were also able to

  的光转化 苯酚 在水溶液中进行了不同的研究 喹诺酮 通常在大气颗粒物上检测到的化合物： 2-乙基蒽醌 （质量保证）， 苯并蒽-7,12-二酮 （坏的）， 5,12-萘并苯醌 （NQ）， 9,10-蒽醌 （AQ）， 和 2,6-二羟基蒽醌 （数据采集​​器）。所有研究过的醌都能够敏化对苯二酚的光转化。苯酚。在蓝光照射下，近似的多色量子产率为苯酚 光降解顺序 AQ > 坏的 > 质量保证 > NQ > 数据采集​​器。量子力学计算表明AQ 和 数据采集​​器 在三重态下有很大不同的自旋分布（主要位于 羰 氧和分别在芳香环上离域），这可以解释反应性的差异。的自旋分布质量保证 类似于 AQ。在模拟阳光下质量保证导致苯酚降解率最高。辐射激发质量保证 会同时氧化基态 质量保证 和 苯酚; 一个动力学模型，不包括哦 激进和单重态 氧因为反应性物质得到了实验数据的支持。醌也能氧化亚硝酸盐 到 二氧化氮从而引起
• How and When Does an Unusual and Efficient Photoredox Reaction of 2-(1-Hydroxyethyl) 9,10-Anthraquinone Occur? A Combined Time-Resolved Spectroscopic and DFT Study
  作者：Jiani Ma、Tao Su、Ming-De Li、Wei Du、Jinqing Huang、Xiangguo Guan、David Lee Phillips

  DOI：10.1021/ja304441n

  日期：2012.9.12

  was formed, the predominant reaction was the photohydration reaction instead of the photoredox reaction. In stronger basic solutions (pH 12), (2-HEAQ)(3) decayed with no obvious photochemical reactions detected by time-resolved spectroscopic experiments. Reaction mechanisms and key reactive intermediates for the unusual photoredox reaction were elucidated from time-resolved spectroscopy and DFT results

  使用飞秒瞬态吸收 (fs-TA)、纳秒瞬态吸收 (ns-TA) 和纳秒时间分辨共振研究了 2-(1-羟乙基) 9,10-蒽醌 (2-HEAQ) 的光物理和光化学反应拉曼 (ns-TR(3)) 光谱技术和密度泛函理论 (DFT) 计算。在乙腈中，2-HEAQ 经历了有效的系统间穿越到三重激发态 ((2-HEAQ)(3))。芳香酮的典型光还原反应是通过在异丙醇中生成 2-HEAQ 的羰基自由基中间体而发生的。在 pH 值介于 2 和 10 之间的含水溶液中，检测到并表征了 Wan 及其同事报告的一种不寻常的光氧化还原反应。通过 fs-TA 光谱观察中性和酸性水溶液中的质子化物种表明 (2-HEAQ)(3) 的羰基氧最初被质子化并充当光氧化还原反应的前体。与使用 ns-TR(3) 光谱观察到的中性条件相比，在中等酸性条件下发生光氧化还原反应的偏好与 DFT 计算的结果一致，这表明羰基的质子化是速率决定步骤。在强酸性条件下
• Synthesis of Water-Soluble 9,10-Anthraquinone Analogues with Potent Cyanobactericidal Activity toward the Musty-Odor Cyanobacterium Oscillatoria perornata
  作者：N. P. Dhammika Nanayakkara、Kevin K. Schrader

  DOI：10.1021/jf072836s

  日期：2008.2

  A series of water-soluble 9,10-anthraquinone analogues were prepared and evaluated for their selective toxicity toward Oscillatoria perornata, which grows in catfish production ponds and causes,"musty" off-flavor in channel catfish (Ictalurus punctatus). Water-soluble mono- and dicationic salts were prepared by conjugating various small amines directly or through a methylene or ethylene bridge to the 9,10-anthraquinone nucleus. One of the dicationicsalts, 2-[N-(1'-methyl-4'-N,N-diethylaminobutyl)aminometyl]anthraquinone diphosphate, exhibited very high water solubility and potent selective toxicity toward O. perornata. However, the tendency of this compound to potentially bind to suspended sediments may be the reason for its limitations in controlling O. perornata in catfish production ponds. The monocationic salt, 2-[N-(1'-methylethyl)]aminomethyl]anthraquinone monophosphate, showed good solubility and high selective toxicity toward O. perornata. Neutral water-soluble analogues prepared by conjugating terta- or pentaethylene glycol directly or by a methylene bridge to the 9,10-anthraquinone nucleus had less activity than the parent compound.