1-(ethylamino)anthraquinone | 5960-63-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-(ethylamino)anthraquinone
• 英文别名: 1-Ethylamino-anthrachinon；1-(ethylamino)anthracene-9,10-dione
• CAS: 5960-63-4
• 化学式: C₁₆H₁₃NO₂
• 分子量: 251.285
• InChiKey: IKXYMMLZBXSFAM-UHFFFAOYSA-N

物化性质

• 熔点：
  123-124 °C
• 沸点：
  469.6±34.0 °C(Predicted)
• 密度：
  1.288±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(ethylamino)anthraquinone 在 硫酸 、 溶剂黄146 作用下， 生成 1-(acetyl-ethyl-amino)-5-nitro-anthraquinone
  参考文献：
  名称：

  DE292395

  摘要：

  公开号：
• 作为产物：
  描述：

  1-(diethylamino)anthraquinone 以31%的产率得到
  参考文献：
  名称：

  DENISOV V. YA.; ANISHINA L. N.; FOKIN E. P., XIMIYA GETEROTSIKL. SOEDIN. , 1975, HO 10, 1360-1363

  摘要：

  DOI：

文献信息

• Perfluoroalkylquinones. Synthesis Using Bis(perfluoroalkanoyl) Peroxides, Absorption Bands, and Solubility
  作者：Masaki Matsui、Shigeru Kondoh、Katsuyoshi Shibata、Hiroshige Muramatsu

  DOI：10.1246/bcsj.68.1042

  日期：1995.3

  The reactions of 1,4-benzo-, naphtho-, and 9,10-anthraquinones with bis(perfluoroalkanoyl) peroxides gave the corresponding perfluoroalkylated derivatives. Those of 2-methyl- and 2-[4-(chloroanilino)]-1,4-naphthoquinones with bis(oxaperfluoroalkanoyl) peroxides afforded the dichloromethyl and trifluoromethyl derivatives, respectively. Absorption bands of the perfluoroalkylated naphtho- and anthraquinone dyes showed a slight hypsochromic shift. The solubilities of the perfluoroalkylated anthraquinone dyes into hexane were much more higher than those of the non-perfluoroalkylated ones.

  1,4-苯并蒽醌、萘并蒽醌和 9,10-蒽醌与双（全氟烷酰基）过氧化物的反应生成了相应的全氟烷基化衍生物。2-甲基和 2-[4-(氯苯胺基)]-1,4-萘醌与双(氧代全氟烷酰基)过氧化物的反应分别产生了二氯甲基和三氟甲基衍生物。全氟烷基化萘醌和蒽醌染料的吸收带显示出轻微的低色移。全氟烷基化蒽醌染料在正己烷中的溶解度远高于非全氟烷基化蒽醌染料。
• Nonanebis(peroxoic acid): a stable peracid for oxidative bromination of aminoanthracene-9,10-dione
  作者：Vilas Venunath Patil、Ganapati Subray Shankarling

  DOI：10.3762/bjoc.10.90

  日期：——

  A new protocol for the oxidative bromination of aminoanthracene-9,10-dione, which is highly deactivated towards the electrophilic substitution is investigated. The peracid, nonanebis(peroxoic acid), possesses advantages such as better stability at room temperature, it is easy to prepare and non-shock sensitiv as compared to the conventional peracids. The present protocol has a broad scope for the bromination

  研究了氨基蒽-9,10-二酮氧化溴化的新方案，该方案对亲电取代高度失活。过酸壬二（过氧酸）与传统过酸相比，具有室温稳定性好、制备容易、无冲击敏感性等优点。本协议对各种取代和未取代的氨基蒽-9,10-二酮的溴化具有广泛的范围。
• Process for the preparation of 1-alkylamino-anthraquinones
  申请人：Bayer Aktiengesellschaft

  公开号：US04163747A1

  公开（公告）日：1979-08-07

  Process for the preparation of 1-alkylamino-anthraquinones which comprises reacting 1-nitroanthraquinone with a monoalkylamine in the presence of an ether, a hydrocarbon or a mixture of an ether and a hydrocarbon. The 1-alkylamino-anthraquinones which are obtained can be employed directly as dyestuffs or used, without further purification, for the production of dyestuffs. Process of the invention results in the procurement of 1-alkylamine-anthraquinones of high purity and in high yield and avoids the formation of undesired by-products.

  制备1-烷基氨基蒽醌的过程包括在醚、烃或醚和烃混合物存在下，将1-硝基蒽醌与单烷基胺反应。所得到的1-烷基氨基蒽醌可直接用作染料或在不经过进一步纯化的情况下用于染料的生产。该发明的过程可获得高纯度和高产率的1-烷基氨基蒽醌，并避免了不良副产物的形成。
• Synthesis, redox properties, and basicity of substituted 1-aminoanthraquinones: spectroscopic, electrochemical, and computational studies in acetonitrile solutions
  作者：D. Zarzeczańska、P. Niedziałkowski、A. Wcisło、L. Chomicz、J. Rak、T. Ossowski

  DOI：10.1007/s11224-013-0332-z

  日期：2014.4

  or the absence of internal hydrogen bonds, account well for the sequence of the measured/calculated basicity. The basicity of the investigated compounds strongly influences their electrochemical properties in acetonitrile. Indeed, the cyclic voltammograms of 1-aminoanthraquinone and 1-(ethylamino)anthraquinone display two well-resolved reduction waves that indicate a two-step reduction process (EE

  摘要 1-氨基-、1-乙氨基-和 1-(二乙氨基)-蒽醌在 B3LYP/6-31 + 上通过紫外-可见光谱、酸碱滴定、电化学方法和量子化学 (QM) 计算表征+G** 级别。酸碱滴定以及所研究物种的碱性和酸性形式的自由能之间的相对差异表明，1-（二乙氨基）蒽醌是乙腈溶液中最强的碱。此外，B3LYP 优化的中性和质子化蒽醌之间的结构差异，特别是内部氢键的存在与否，很好地解释了测量/计算碱度的顺序。所研究化合物的碱性强烈影响其在乙腈中的电化学性质。确实，1-氨基蒽醌和 1-（乙氨基）蒽醌的循环伏安图显示两个解析良好的还原波，表明两步还原过程（EE 机制）。另一方面，1-（二乙氨基）蒽醌的电还原由于其还原形式与乙腈溶液中存在的痕量水的相互作用而变得复杂（ECE 机制）。提出了该反应的机理，并基于 QM 计算检查了其发生的可能性。
• Ionic liquids as novel and recyclable reaction media for N-alkylation of amino-9,10-anthraquinones by trialkyl phosphites
  作者：Issa Yavari、Elaheh Kowsari

  DOI：10.1016/j.tetlet.2007.03.077

  日期：2007.5

  Ionic liquids such as 1,3-dialkylimidazolium bromides make excellent catalysts and solvents for N-alkylation of amino-9,10-anthraquinones in the presence of trialkyl phosphites. For triethyl phosphite, [bpim][Br] gave better results. The ionic liquids are successfully regenerated and reused.

  在亚磷酸三烷基酯存在下，离子液体（如1,3-二烷基咪唑鎓溴化物）是氨基-9,10-蒽醌N-烷基化的极佳催化剂和溶剂。对于亚磷酸三乙酯，[bpim] [Br]给出了更好的结果。离子液体已成功再生并重新使用。