10-Ethyl-10-hydroxy-9(10H)anthracenone | 17104-32-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 10-Ethyl-10-hydroxy-9(10H)anthracenone
• 英文别名: 9-ethyl-9-hydroxy-10-anthrone；10-Aethyl-10-hydroxy-anthron；9-Ethylanthrol；9-Aethyl-9-hydroxy-10-oxo-9,10-dihydro-anthracen；10-ethyl-10-hydroxy-anthrone；10-Ethyl-10-hydroxyanthracen-9-one
• CAS: 17104-32-4
• 化学式: C₁₆H₁₄O₂
• 分子量: 238.286
• InChiKey: XOXWZUKUKDXTQI-UHFFFAOYSA-N

物化性质

• 沸点：
  416.5±24.0 °C(Predicted)
• 密度：
  1.218±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  10-Ethyl-10-hydroxy-9(10H)anthracenone 在 硫酸 、 potassium acetate 、 溶剂黄146 作用下， 生成 acetic acid-(10-vinyl-[9]anthryl ester)
  参考文献：
  名称：

  Conjugated Systems. V. A 1,7-Shift of Hydrogen in the Conversion of Alkylidene Anthrones into Vinyl Anthranols¹

  摘要：

  DOI：

  10.1021/ja01226a033
• 作为产物：
  描述：

  10-乙基-10H-蒽-9-酮 在 乙醚 、 乙醇 、 氧气 、 铂 作用下， 生成 10-Ethyl-10-hydroxy-9(10H)anthracenone
  参考文献：
  名称：

  Conjugated Systems in the Anthracene Series. IV. Transannular Anthranol Peroxides

  摘要：

  DOI：

  10.1021/ja01226a032

文献信息

• Reaction of anthraquinone with some alkylmagnesium halides. Configuration and conformation of 9,10-diethyl- and 9,10-di-n-propyl-anthracene-9,10-diols
  作者：D. Cohen、L. Hewitt、Ian T. Millar

  DOI：10.1039/j39690002266

  日期：——

  The reaction of anthraquinone with a series of alkylmagnesium halides has been examined. With ethyl- or n-propylmagnesium bromide, the major product is a separable mixture of conformationally isomeric 9,10-diols resulting from 1,2-addition at both carbonyl groups, together with the hydroxyanthrone resulting from 1,2-addition at one carbonyl group. Isopropyl- and neopentyl-magnesium chloride resemble

  已经研究了蒽醌与一系列烷基卤化镁的反应。与乙基或正丙基溴化镁一起，主要产物是由两个羰基上的1,2-加成产生的构象异构体9,10-二醇与由一个羰基上的1,2-加成产生的羟基蒽酮可分离的混合物团体。异丙基和新戊基氯化镁与叔丁基卤化镁相似，主要是对蒽醌进行1,2-和1,6-加成。
• Assessing Chronic Exposure to Fumonisin Mycotoxins: The Use of Hair as a Suitable Noninvasive Matrix
  作者：V. Sewram、J. J. Nair、T. W. Nieuwoudt、W. C. A. Gelderblom、W. F. O. Marasas、G. S. Shephard

  DOI：10.1093/jat/25.6.450

  日期：2001.9.1

  This study describes for the first time the accumulation of measurable levels of fumonisin mycotoxins in the hair of nonhuman primates (vervet monkeys, Cercopithecus aethiops) and rats exposed to contaminated feed. Hair was subjected to reflux with methanol, and the resulting extract was cleaned up on strong anion exchange (SAX) and C18 solid-phase sorbents. Fumonisins FB1, FB2, and FB3 as well as their hydrolysis products commonly known as aminopolyols, AP1 and AP2, were detected in monkey hair using high-performance liquid chromatography coupled to electrospray ionization mass spectrometry (HPLC-ESI-MS). Despite matrix interferences, the two-stage mass spectrometric process (MS-MS) yielded product ion mass spectra, which served as diagnostic indicators thus providing unequivocal identification of FB1, FB2, and FB3 as well as AP1 and AP2. In vervet monkeys, the levels of exposure related well to the levels of toxin detected in hair, and levels as high as 5.98 mg FB1, 33.77 mg FB1, and 65.93 mg FB1/kg of hair were found in monkeys receiving control, low-dose, and high-dose contaminated diets, respectively. Hair was also analyzed from rats given either single gavage doses of 1 and 10 mg FB1/kg body weight or contaminated feed (50 mg FB1/kg), resulting in an exposure of approximately 4.25 mg FB1/kg body weight/day based on the measured daily feed intake. Analysis of rat hair over a four-week period indicated that mean levels up to 34.50 mg/kg and 42.20 mg/kg were detectable by the fourth week in the rats treated by gavage (10 mg FB1/kg body weight) and those receiving contaminated feed, respectively. This relationship indicates that hair can provide an easily applicable non-invasive matrix for assessing chronic exposure to fumonisin mycotoxins.

  这项研究首次描述了非人类灵长类动物（小猕猴，Cercopithecus aethiops）和暴露于污染饲料的老鼠的毛发中可测量的呕吐霉素（fumonisin）毒素的积累情况。毛发经过甲醇回流处理，提取物在强阴离子交换（SAX）和C18固相吸附剂上进行清理。使用高效液相色谱-电喷雾电离质谱联用技术（HPLC-ESI-MS）检测到了小猕猴毛发中的呕吐霉素FB1、FB2和FB3及其水解产物，通常被称为氨基多醇（aminopolyols），AP1和AP2。尽管存在基质干扰，两阶段质谱过程（MS-MS）产生的产物离子质谱作为诊断指标，从而无可置疑地识别了FB1、FB2和FB3以及AP1和AP2。在小猕猴中，曝光水平与毛发中检测到的毒素水平相关，接受对照组、低剂量和高剂量污染饮食的猴子毛发中分别发现高达5.98 mg FB1、33.77 mg FB1和65.93 mg FB1/kg的含量。对老鼠的毛发分析显示，给予1和10 mg FB1/kg体重的单次灌胃剂量或污染饲料（50 mg FB1/kg）后，基于测得的每日饲料摄入量，暴露量大约为4.25 mg FB1/kg体重/天。在为期四周的实验中，灌胃处理（10 mg FB1/kg体重）和接受污染饲料的老鼠在第四周时的平均毛发中可检测到的水平分别高达34.50 mg/kg和42.20 mg/kg。这一关系表明，毛发可以作为评估对呕吐霉素毒素慢性暴露的一个易于应用的非侵入性基质。
• Competition between nucleophilic addition and electron-transfer process in the reaction of 9-diazo-10-anthrone with grignard reagents
  作者：Paolo Bruni、Patricia Carloni、Carla Conti、Elisabetta Giorgini、Lucedio Greci、Marco Iacussi、Pierluigi Stipa、Giorgio Tosi

  DOI：10.1016/0040-4020(96)00291-8

  日期：1996.5

  decrease as the oxidation potentials (Eox) of the Grignards decrease: at the same time additional compounds, formed through a radical mechanism, are obtained in higher yields. The reaction has been interpreted as a competition between single electron transfer (SET) and nucleophilic attack, which occur with ratios varying with the oxidation potentials of the Grignard reagents E'vidences for the SET pathway

  9-重氮-10-蒽酮与RMgX（R = Me，Et，Bu n，5-己烯基，Pr i，苄基，Bu t）反应，基本生成9-烷基偶氮-10-羟基衍生物，将其分离为互变异构醌结构为9,10-蒽醌的烷基hydr。这些化合物的收率随着氧化电位的降低而降低（E ox）的格利雅（Grignards）含量降低：同时，通过自由基机理形成的其他化合物也得到了更高的收率。该反应已被解释为单电子转移（SET）与亲核攻击之间的竞争，这种竞争的比例随格氏试剂的氧化电势而变化。E'的证据表明，SET途径的存在是在存在2的条件下进行的实验，2,6,6-四甲基哌啶-1-氧基（TEMPO）作为C中心自由基的清除剂。
• Electron-Transfer Oxidation of 9-Alkylanthracenes and the Decay Kinetics of Radical Cations in Acetonitrile
  作者：Morifumi Fujita、Shunichi Fukuzumi

  DOI：10.1246/cl.1993.1911

  日期：1993.11

  Transient absorption spectra of radical cations of 9-alkylanthracenes (RAn•+) formed by the electron-transfer oxidation of 9-alkylanthracenes with Fe(ClO4)3·9H2O have been detected by using a stopped flow spectrophotometer. The decay rates of RAn•+ obey the second-order kinetics due to the electron-transfer disproportionation reactions, followed by the nucleophilic attack of H2O on the resulting dications

  9-烷基蒽与Fe(ClO4)3·9H2O进行电子转移氧化形成的9-烷基蒽自由基阳离子(RAn•+)的瞬态吸收光谱已经通过停流分光光度计进行了检测。由于电子转移歧化反应，RAn•+ 的衰变率服从二级动力学，然后是水对所得指示剂的亲核攻击，导致最终的环氧化产物。
• Liebermann, Justus Liebigs Annalen der Chemie, 1882, vol. 212, p. 107
  作者：Liebermann

  DOI：——

  日期：——