2-methoxy-6-methylanthracene-9,10-dione | 83312-52-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-methoxy-6-methylanthracene-9,10-dione
• 英文别名: 2-methoxy-6-methyl-9,10-anthraquinone；2-methoxy-6-methylanthraquinone；2-methoxy-6-methyl-anthraquinone；2-Methoxy-6-methyl-anthrachinon
• CAS: 83312-52-1
• 化学式: C₁₆H₁₂O₃
• 分子量: 252.269
• InChiKey: HKRISPLRYUVTFF-UHFFFAOYSA-N

物化性质

• 熔点：
  192-193 °C(Solv: ethanol (64-17-5); ethyl ether (60-29-7))
• 沸点：
  441.7±45.0 °C(Predicted)
• 密度：
  1.265±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(4'-methylphenyl)-5-methoxyphthalide 在 palladium on activated charcoal chromium(VI) oxide 、 氢气 、 三氟乙酸酐 作用下， 以 溶剂黄146 为溶剂， 25.0~80.0 ℃ 、101.33 kPa 条件下， 反应 13.0h， 生成 2-methoxy-6-methylanthracene-9,10-dione
  参考文献：
  名称：

  Regiochemical control in the Diels-Alder reaction of substituted naphthoquinones. The directing effects of C-6 oxygen substitutents

  摘要：

  DOI：

  10.1021/jo00146a034

文献信息

• Palladium-Catalyzed Direct Acylation: One-Pot Relay Synthesis of Anthraquinones
  作者：Gedu Satyanarayana、Basuli Suchand

  DOI：10.1055/s-0037-1610296

  日期：2019.2

  anthraquinones via one-pot relay process, is presented. The first acylation was feasible under [Pd]-catalyzed intermolecular direct acylation reaction, while, the second acylation was accomplished by using intramolecular Friedel–Crafts acylation. Notably, benchtop aldehydes have been utilized as non-toxic acylation agents in the key [Pd]-catalyzed acylation. A bis-acylation strategy to access functionalized anthraquinones

  摘要 提出了一种双酰化策略，可通过一锅接力过程获得功能化的蒽醌。在[Pd]催化的分子间直接酰化反应下，第一次酰化是可行的，而第二次酰化是通过使用分子内Friedel-Crafts酰化来完成的。值得注意的是，台式醛已在关键的[Pd]催化的酰化反应中用作无毒的酰化剂。 提出了一种双酰化策略，可通过一锅接力过程获得功能化的蒽醌。在[Pd]催化的分子间直接酰化反应下，第一次酰化是可行的，而第二次酰化是通过使用分子内Friedel-Crafts酰化来完成的。值得注意的是，台式醛已在关键的[Pd]催化的酰化反应中用作无毒的酰化剂。
• Utilization of Sulfide, Sulfoxide, and Sulfone Groups as Regiochemical Control Elements in the Diels–Alder Reaction of Naphthoquinones
  作者：Masatomo Iwao、Tsukasa Kuraishi

  DOI：10.1246/bcsj.60.4051

  日期：1987.11

  The Diels–Alder reactions of 2-phenylthio-, 2-phenylsulfinyl-, and 2-phenylsulfonyl-1,4-naphthoquinones, which were unsymmetrically substituted by methoxyl group on the benzenoid ring, with some vinylketene acetals were studied. The regioselectivity of the reactions was cleanly controlled by each of these sulfur substituents. In addition, the reactivity of the naphthoquinones were greatly enhanced

  研究了在苯环上被甲氧基不对称取代的 2-苯硫基-、2-苯亚磺酰基-和 2-苯磺酰基-1,4-萘醌与一些乙烯基烯酮缩醛的 Diels-Alder 反应。这些硫取代基中的每一个都完全控制了反应的区域选择性。此外，通过引入砜或亚砜基团大大提高了萘醌的反应性。作为这项研究的结果，有效地合成了几种蒽醌类化合物，包括天然产物，如 pachybasin 和 phomarin 6-甲基醚，以及 11-脱氧蒽环酮。
• POLYMERIZABLE TYPE II PHOTOINITIATORS AND CURABLE COMPOSITIONS
  申请人：Loccufier Johan

  公开号：US20110063388A1

  公开（公告）日：2011-03-17

  A polymerizable Type II photoinitiator according to Formula (I): wherein: A represents a Norrish Type II initiating group; L represents a divalent linking group positioning the Norrish Type II initiating group A and the CR2R3-group in a 1-5 to a 1-8 position wherein position 1 is defined as the first atom in the aromatic or alicyclic ring of A to which L is covalently bonded and the position 5 to 8 is defined as the carbon atom of the CR2R3-group to which L is covalently bonded, with the proviso that L does not contain an amine. Radiation curable compositions and inks include the multifunctional Type II photoinitiator.

  一种可聚合的二型光引发剂，其化学式为（I）：其中：A代表Norrish二型引发基团；L代表二价连接基团，将Norrish二型引发基团A和CR2R3基团定位在1-5到1-8位置之间，其中位置1定义为A芳香或螺环的第一个原子，与L共价键合，位置5到8定义为CR2R3基团的碳原子，与L共价键合，但L不含胺基。辐射可固化组合物和油墨包括多功能二型光引发剂。
• MULTIFUNCTIONAL TYPE II PHOTOINITIATORS AND CURABLE COMPOSITIONS
  申请人：Loccufier Johan

  公开号：US20110069130A1

  公开（公告）日：2011-03-24

  A multifunctional Type II photoinitiator according to Formula (I): wherein X represents a structural moiety according to Formula (II): wherein: A represents a Norrish Type II initiating group; and L represents a divalent linking group positioning the Norrish Type II initiating group A and the CR2R3-group in a 1-5 to a 1-9 position wherein position 1 is defined as the first atom in the aromatic or alicyclic ring of A to which L is covalently bonded and the position 5 to 9 is defined as the carbon atom of the CR2R3-group to which L is covalently bonded, with the proviso that L does not contain an amine. Radiation curable compositions and inks include the multifunctional Type II photoinitiator.

  一种多功能的二型光引发剂，其化学式为(I)：其中X代表化学式(II)的结构基团：其中：A代表Norrish二型引发基团；L代表二价连结基团，将Norrish二型引发基团A和CR2R3基团定位于1-5到1-9的位置，其中位置1定义为A芳香环或脂环中与L共价结合的第一个原子，位置5到9定义为CR2R3基团中与L共价结合的碳原子，但L不包含胺基。辐射可固化组合物和油墨包括该多功能二型光引发剂。
• Mitter; Sarkar, Journal of the Indian Chemical Society, 1930, vol. 7, p. 619,624
  作者：Mitter、Sarkar

  DOI：——

  日期：——