1,5-dihydroxy-2,6-bis(prop-2'-enyl)anthraquinone | 113681-16-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,5-dihydroxy-2,6-bis(prop-2'-enyl)anthraquinone
• 英文别名: 2,6-(prop-2'-enyl)-1,5-dihydroxyanthraquinone；1,5-dihydroxy-2,6-diallylanthraquinone；1,5-Dihydroxy-2,6-bis(prop-2-enyl)anthracene-9,10-dione
• CAS: 113681-16-6
• 化学式: C₂₀H₁₆O₄
• 分子量: 320.345
• InChiKey: PBMMBKMOHBYQFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,5-dihydroxy-2,6-bis(prop-2'-enyl)anthraquinone 以17%的产率得到
  参考文献：
  名称：

  Cambie Richard C., Dudding Suzanne M., Higgs Kerianne C., Holroyd Stephen+, Austral. J. Chem, 47 (1994) N 8, S 1561-1577

  摘要：

  DOI：
• 作为产物：
  描述：

  1-hydroxy-5-methoxy-2,6-bis(prop-2'-enyl)anthraquinone 生成 1,5-dihydroxy-2,6-bis(prop-2'-enyl)anthraquinone
  参考文献：
  名称：

  Cambie Richard C., Dudding Suzanne M., Higgs Kerianne C., Holroyd Stephen+, Austral. J. Chem, 47 (1994) N 8, S 1561-1577

  摘要：

  DOI：

文献信息

• Sequential Double Claisen Rearrangement and Two-Directional Ring-Closing Metathesis as a Route to Various Benzofused Bisoxepin and Bisoxocin Derivatives
  作者：Shital Chattopadhyay、Titas Biswas、Susama Maity

  DOI：10.1055/s-2006-950398

  日期：2006.9

  A synthetic strategy based on tandem application of double Claisen rearrangement and two-directional ring-closing metathesis reaction as key-steps has been developed for the synthesis of various hitherto unknown tri-, tetra- and pentacyclic benzofused bisoxepin and bisoxocin derivatives.

  已经开发了一种基于串联应用双克莱森重排和双向闭环复分解反应作为关键步骤的合成策略，用于合成各种迄今为止未知的三环、四环和五环苯并稠合双氧氟沙星和双氧星环衍生物。
• Colorant compounds, intermediates, and compositions
  申请人：Connor M. Daniel

  公开号：US20060223993A1

  公开（公告）日：2006-10-05

  Colorants are disclosed that exhibit high color strength, bright shades, and high thermal stability. Such compounds have found application as colorants for polyethylene terephthalate (“PET”). Potential end uses include disperse dyes, non-warping pigments, decolorizable colorants, and the like. Compounds and methods for synthesis include benzodifuranone related compounds, benzene centered lactones, benzene centered lactams; benzene-centered thiolactones; naphthalene-centered lactones; naphthalene-centered lactams; naphthalene-centered thiolactones; anthraquinone-centered lactones; anthraquinone-centered lactams; anthraquinone-centered thiolactones; anthracene-centered lactones; anthracene-centered lactams; anthracene-centered thiolactones; hetero-aromatic-centered lactones; hetero-aromatic centered lactams and hetero-aromatic centered thiolactone compounds, and the like. Furthermore, resins such as PET or other polymeric resins containing the compounds are disclosed.

  揭示了具有高色彩强度、明亮色调和高热稳定性的着色剂。这些化合物已被应用作聚对苯二甲酸乙二醇酯（“PET”）的着色剂。潜在的最终用途包括分散染料、不变形颜料、可褪色的着色剂等。合成的化合物和方法包括苯二呋喃酮相关化合物、苯中心内酯、苯中心内酰胺；苯中心巯内酯；萘中心内酯；萘中心内酰胺；萘中心巯内酯；蒽醌中心内酯；蒽醌中心内酰胺；蒽醌中心巯内酯；蒽中心内酯；蒽中心内酰胺；蒽中心巯内酯；杂芳环中心内酯；杂芳环中心内酰胺和杂芳环中心巯内酯化合物等。此外，还揭示了含有这些化合物的PET或其他聚合物树脂。
• Efficient reductive Claisen rearrangement of prop-2'-enyloxyanthraquinones and 2'-chloroprop-2'-enyloxyanthraquinones with iron powder in ionic liquids
  作者：Nadali, Samaneh、Khoshroo, Ali、Aghapour, Ghasem

  DOI：10.3906/kim-1711-49

  日期：——

  A rapid and selective iron-mediated reductive Claisen rearrangement of various prop-2'-enyloxyanthraquinones and 2'-chloroprop-2'-enyloxyanthraquinones to 1-hydroxy-2-(prop-2'-enyl)anthraquinones and anthrafurandiones is presented. All reactions are carried out in a mixture of ionic liquids, [Bzmim]Cl (1-benzyl-3-methylimidazolium chloride) and [Hmim]BF$_4}$ (1-methylimidazolium tetrafluoroborate), in short reaction times (5-35 min). Our study showed that 1-(prop-2'-enyloxy)anthraquinone is more active than 1-(2'-chloroprop-2'-enyloxy)anthraquinone to perform this rearrangement.

  本研究介绍了铁介导的各种丙-2'-烯氧基蒽醌和 2'-氯丙-2'-烯氧基蒽醌到 1-羟基-2-(丙-2'-烯基)蒽醌和蒽呋喃酮的快速和选择性还原性克莱森重排反应。 所有反应均在离子液体[Bzmim]Cl（1-苄基-3-甲基咪唑氯化物）和[Hmim]BF$_4}$（1-甲基咪唑四氟硼酸盐）的混合物中进行，反应时间短（5-35 分钟）。我们的研究表明，1-(丙-2'-烯氧基)蒽醌比 1-(2'-氯丙-2'-烯氧基)蒽醌在进行这种重排反应时更为活跃。
• Cambie, Richard C.; Howe, Trudi A.; Pausler, M. Gabrielle, Australian Journal of Chemistry, 1987, vol. 40, # 6, p. 1063 - 1072
  作者：Cambie, Richard C.、Howe, Trudi A.、Pausler, M. Gabrielle、Rutledge, Peter S.、Woodgate, Paul D.

  DOI：——

  日期：——
• Cambie, Richard C.; Dudding, Suzanne M.; Higgs, Kerianne C., Australian Journal of Chemistry, 1994, vol. 47, # 8, p. 1561 - 1578
  作者：Cambie, Richard C.、Dudding, Suzanne M.、Higgs, Kerianne C.、Holroyd, Stephen E.、Rutledge, Peter S.、Woodgate, Paul D.

  DOI：——

  日期：——