2-丁基-1,4-二羟基蒽-9,10-二酮 | 23861-69-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 2-丁基-1,4-二羟基蒽-9,10-二酮
• 英文名称: 1,4-dihydroxy-2-butyl-9,10-anthraquinone
• 英文别名: 2-Butyl-1,4-dihydroxy-anthrachinon；2-Butyl-1.4-dihydroxy-9.10-anthrachinon；2-Butyl-chinizarin；1,4-Dihydroxy-2-butyl-9,10-anthrachinon；2-butyl-1,4-dihydroxy-anthraquinone；2-Butyl-1,4-dihydroxyanthracene-9,10-dione
• CAS: 23861-69-0
• 化学式: C₁₈H₁₆O₄
• 分子量: 296.323
• InChiKey: DOASJDOJWIEXEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  2-丁基-1,4-二羟基蒽-9,10-二酮 在 sodium hydroxide 、 sodium dithionite 作用下， 生成 2-n-Butyl-leukochinizarin
  参考文献：
  名称：

  Aldol condensations of leucoquinizarin

  摘要：

  DOI：

  10.1021/jo00834a019
• 作为产物：
  描述：

  羟基茜草素 在 2,6-二甲基吡啶 、 4-二甲氨基吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 lithium chloride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 2-丁基-1,4-二羟基蒽-9,10-二酮
  参考文献：
  名称：

  钯催化三氟甲基苯磺酸与锡烷的偶联反应合成蒽醌衍生物。

  摘要：

  钯催化的羟基蒽醌三氟甲磺酸酯与锡烷的偶联可在中性条件下有效地取代羟基蒽醌。

  DOI：

  10.1016/s0040-4039(00)97839-0

文献信息

• Accumulation in Dasuopu ice core in Qinghai-Tibet Plateau and solar activity
  作者：Keqin Duan、Ninglian Wang、Yuefang Li、Weizheng Sun

  DOI：10.1007/bf02884987

  日期：2000.6

  The time series of accumulation in recent 300 years correlated well with solar activity in Dasuopu ice core. Results of spectrum analysis on the accumulation time series of the Dasuopu ice core shows that there are some periods that coincide with the periods of solar activity. By comparing the long-time change trend of the accumulation in the Dasuopu ice core with various kinds of indexes of solar activity intensity, a negative correlation is found between the trend and solar activity.
• Facile synthesis of 1-butylamino- and 1,4-bis(butylamino)-2-alkyl-9,10-anthraquinone dyes for improved supercritical carbon dioxide dyeing
  作者：Julien Jaxel、Hassan Amer、Markus Bacher、Alexander Roller、Matthias Guggenberger、Nele Sophie Zwirchmayr、Christian Hansmann、Falk Liebner

  DOI：10.1016/j.dyepig.2019.107991

  日期：2020.2

  Supercritical carbon dioxide (scCO(2)) has recently been conquering both material sciences and process engineering owing to its intriguing properties like high diffusivity and tuneable (de)solubilizing performance. However, except for impregnation with biocidal preservatives, utilization of scCO(2) for modification of wood including dyeing has been hitherto less explored. Therefore, we recently proposed a green wood dyeing approach that relies on the excellent carrier medium properties of CO2 for non-polar disperse dyes in supercritical conditions and their reversion when leaving the supercritical state. However, using a common disperse dye of the 9,10-anthraquinone family (Disperse Blue, DB-134) without the addition of co-solvent, only a moderate colour change was obtained for the interior of small wood cuboids (1 cm x 1 cm x 2 cm) even after extensive variation of scCO(2) process conditions. Insufficient solubility of the dye in scCO(2) was assumed to be a major hindrance for homogeneous wood dyeing. Therefore, we synthesized a variety of 1-n-butylamino- and 1,4-bis(n-butylamino)-9,10-anthraquinone derivatives carrying different alkyl moieties in 2-position, which was confirmed to improve scCO(2) solubility. Instead of a previously reported seven-step synthesis affording moderate yields only (60% on average), we propose an alternate much simpler synthesis comprising of Marschalk alkylation (2-position) and a sequence of tosylation and n-alkylamination (1-position). The latter proved to pave way to a wide variety of colours and disperse dyes of improved solubility in scCO(2). Moreover, all products were characterized by various techniques including liquid-state H-1 and C-13 NMR and X-ray crystallography. Complementing X-ray diffraction, quantum-mechanical simulations were performed to predict or confirm conformation and colour of selected compounds.
• Brockmann; Mueller, Chemische Berichte, 1958, vol. 91, p. 1920,1929
  作者：Brockmann、Mueller

  DOI：——

  日期：——
• KROHN K.; HEMME C., LIEBIGS ANN. CHEM., 1979, NO 1, 19-34
  作者：KROHN K.、 HEMME C.

  DOI：——

  日期：——
• TAMAYO, NURIA;ECHAVARREN, ANTONIO M.;PAREDES, M. CARMEN;FARINA, FRANCISCO+, TETRAHEDRON LETT., 31,(1990) N6, C. 5189-5192
  作者：TAMAYO, NURIA、ECHAVARREN, ANTONIO M.、PAREDES, M. CARMEN、FARINA, FRANCISCO+

  DOI：——

  日期：——