1,5-dimethyl-9,10-anthraquinone | 15815-39-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,5-dimethyl-9,10-anthraquinone
• 英文别名: 1,5-dimethylanthracene-9,10-dione；1,5-dimethyl-anthraquinone；1,5-Dimethyl-anthrachinon；1,5-Dimethyl-9,10-anthrachinon；1,5-Dimethylanthrachinon
• CAS: 15815-39-1
• 化学式: C₁₆H₁₂O₂
• 分子量: 236.27
• InChiKey: UCEDBFHGRARVAJ-UHFFFAOYSA-N

物化性质

• 熔点：
  191-193 °C
• 沸点：
  421.0±45.0 °C(Predicted)
• 密度：
  1.233±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,5-dimethyl-9,10-anthraquinone 在 硝酸 作用下， 反应 6.0h， 生成 9,10-dihydro-9,10-dioxo-1,5-anthracenedicarboxylic acid
  参考文献：
  名称：

  64.炔类化合物的研究。第LXII部分。五1,2,4-三烯和五1,2-二烯-4-炔的制备及一些合成应用

  摘要：

  DOI：

  10.1039/jr9600000341
• 作为产物：
  描述：

  2-methyl-6-o-toluoyl-benzoic acid 在 硫酸 作用下， 生成 1,5-dimethyl-9,10-anthraquinone
  参考文献：
  名称：

  Meso-dihydroanthracene chemistry. II. The preparation of 1,5- and 1,8-dimethylanthraquinones

  摘要：

  DOI：

  10.1021/jo01269a068

文献信息

• Highly Selective Three-Step Synthesis of Rhein in Chloroaluminate Molten Salt: Preclusion of the Hayashi Rearrangement
  作者：Vanessa Gonnot、Cyril Antheaume、Marc Nicolas、Charles Mioskowski、Rachid Baati

  DOI：10.1002/ejoc.200900960

  日期：2009.12

  expeditious, three-step synthesis of rhein (2) was optimized starting from bis(N,N-diethyl)-5-methoxybenzene-1,3-dicarboxamide. The key final step, involving deprotection/cyclization of ortho-benzoylbenzoic acid 9 in acidic chloroaluminate molten salts, yielded the desired natural product with high selectivity and good overall yield by precluding the competitive Hayashi rearrangement.(© Wiley-VCH Verlag

  从双 (N,N-二乙基)-5-甲氧基苯-1,3-二甲酰胺开始，优化了快速、三步合成大黄酸 (2)。关键的最后一步，包括邻苯甲酰基苯甲酸 9 在酸性氯铝酸盐熔盐中的脱保护/环化，通过排除竞争性 Hayashi 重排，以高选择性和良好的总收率获得了所需的天然产物。 (© Wiley-VCH Verlag GmbH & Co. KGaA，69451 魏因海姆，德国，2009）
• The nature of para-bond and of para-coupling
  作者：E. Clar、C.C. Mackay

  DOI：10.1016/0040-4020(72)88157-2

  日期：1972.1

  The para-coupling in a number of tetracene- and anthracene-derivatives was investigated and found to be not measurable in the middle ring of these compounds. There is also no peri- and epi-coupling between meso-positions. However, there is appreciable coupling between meso- and terminal peri-positions. A very weak para-π-bond is assumed which is very much strengthened in meso-Me derivatives. In this

  研究了许多并四苯和蒽衍生物的对偶偶联，发现在这些化合物的中环无法测量。在中间位置之间也没有周向和外向耦合。但是，在中间位置和末端位置之间存在明显的耦合。假定非常弱的对π键在meso-Me衍生物中得到了很大的增强。在这种情况下，Me信号通过与对位中的质子直接耦合而分裂为双峰。
• Formation of naphthoquinones and anthraquinones by carbonyl-hydroquinone/benzoquinone reactions: A potential route for the origin of 9,10-anthraquinone in tea
  作者：Rosario Zamora、Francisco J. Hidalgo

  DOI：10.1016/j.foodchem.2021.129530

  日期：2021.8

  studied as a potential route for the endogenous formation of naphthoquinones and anthraquinones in foods. Polycyclic quinones were produced at a low water activity, within a wide pH range, and in the presence of air. 9,10-Anthraquinone formation had an activation energy of 46.1 ± 0.1 kJ·mol–1, and a reaction pathway for the formation of the different naphthoquinones and anthraquinones is proposed. These

  研究了2-烯醛（巴豆醛和2-戊烯）与对苯二酚（对苯二酚和叔丁基对苯二酚）和苯醌（苯醌，甲基苯醌和甲氧基苯醌）的反应，这是食品中萘醌和蒽醌内源性形成的潜在途径。多环醌是在低水活度，宽pH范围和空气存在下生产的。9,10-蒽醌的活化能为46.1±0.1 kJ·mol –1并提出了形成不同萘醌和蒽醌的反应途径。这些反应也发生在茶中，因此表明常见的茶污染物9,10-蒽醌也是一种过程诱导的污染物。实际上，当将四种商品茶（总共研究的八种茶）在60°C下加热72小时时，它们显着（p <0.05）增加了这种有毒物质的量。建议通过减少/清除其前体来减少茶中9,10-蒽醌的形成。
• POLYIMIDE PRECURSOR, POLYIMIDE, AND LIQUID CRYSTAL ALIGNING AGENT
  申请人：Nagao Masato

  公开号：US20120088888A1

  公开（公告）日：2012-04-12

  To provide a novel polyimide precursor or polyimide which can provide a liquid crystal alignment film having a low volume resistivity, a liquid crystal aligning agent containing these polymers, a liquid crystal alignment film and a novel diamine which is useful as the starting material of these polymers. A polyimide precursor having polymerized units represented by the formula (1), and characterized by satisfying any one of the following (i) to (iii): (i) the structure of X, Y or each of them in formula (1) has a group represented by the following formula (2); (ii) R 2 , R 3 or each of them in formula (1) is a group represented by the following formula (2); (iii) the structure of X, Y or each of them in formula (1) has a group represented by the following formula (2), and R 2 , R 3 or each of them is a group represented by following formula (2):

  提供一种新型聚酰亚胺前体或聚酰亚胺，可提供具有低体积电阻率的液晶取向膜，包含这些聚合物的液晶取向剂，液晶取向膜和一种新型二胺，作为这些聚合物的起始材料。聚酰亚胺前体具有由式（1）表示的聚合单元，其特征在于满足以下任一条件（i）至（iii）中的任一条件：（i）式（1）中的X、Y或它们中的每一个具有以下式（2）表示的基团的结构；（ii）式（1）中的R2、R3或它们中的每一个是以下式（2）表示的基团；（iii）式（1）中的X、Y或它们中的每一个具有以下式（2）表示的基团的结构，而R2、R3或它们中的每一个是以下式（2）表示的基团。
• LIQUID CRYSTAL ALIGNING AGENT, LIQUID CRYSTAL ALIGNMENT FILM AND LIQUID CRYSTAL DISPLAY DEVICE
  申请人：NISSAN CHEMICAL INDUSTRIES, LTD.

  公开号：US20160244673A1

  公开（公告）日：2016-08-25

  To provide a liquid crystal aligning agent to obtain a liquid crystal alignment film which is excellent in the adhesion to a sealing agent and in the liquid crystal alignment property. A liquid crystal aligning agent containing at least one polymer selected from the group consisting of a polyimide precursor having structural units represented by the formula (1) and structural units represented by the formula (3) and an imidized polymer of the polyimide precursor: wherein X 1 and X 4 are a tetravalent organic group, Y 1 is a bivalent organic group having a thermally-leaving group, Y 2 is a bivalent organic group, R 1 and R 2 are a hydrogen atom or a C 1-5 alkyl group, and Z 1 and Z 2 are a hydrogen atom, or a C 1-10 alkyl group, C 2-10 alkenyl group or C 2-10 alkynyl group which may have a substituent.

  提供一种液晶定向剂，以获得具有优异密封剂附着性和液晶定向性的液晶定向膜。所述液晶定向剂包含至少一种聚合物，所述聚合物从以下组中选择：具有由公式（1）和公式（3）表示的结构单元的聚酰亚胺前体和聚酰亚胺前体的缩酐聚合物：其中X1和X4是四价有机基团，Y1是具有热离基的双价有机基团，Y2是双价有机基团，R1和R2是氢原子或C1-5烷基基团，Z1和Z2是氢原子或C1-10烷基基团、C2-10烯基基团或C2-10炔基基团，可以具有取代基。