9,10-dihydro-10,10-dimethoxy-anthracen-9-one | 40628-58-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9,10-dihydro-10,10-dimethoxy-anthracen-9-one
• 英文别名: 10,10'-dimethoxy-9-anthrone；10,10-dimethoxy-anthrone；10,10-Dimethoxy-anthron；Anthrachinon-mono-dimethylacetal；10,10-Dimethoxy-9-anthron；10,10-Dimethoxyanthracen-9(10H)-one；10,10-dimethoxyanthracen-9-one
• CAS: 40628-58-8
• 化学式: C₁₆H₁₄O₃
• 分子量: 254.285
• InChiKey: SLWLTEZLZWCTQU-UHFFFAOYSA-N

物化性质

• 熔点：
  128 °C
• 沸点：
  379.8±42.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-3-甲基戊-2-烯-4-炔-1-醇 、 9,10-dihydro-10,10-dimethoxy-anthracen-9-one 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.5h， 以83%的产率得到(3Z)-10-hydroxy-9,9-dimethoxy-10-(5-hydroxy-3-methylpent-3-en-1-ynyl)-anthracene
  参考文献：
  名称：

  Anthracenone ABA analogue as a potential photoaffinity reagent for ABA-binding proteins

  摘要：

  An anthracenone analogue of abscisic acid (ABA) was synthesized as a potential photoaffinity reagent and tested for biological activity. Reaction between 10,10'-dimethoxy-9-anthrone with two equivalents of the lithiated dianion of cis-3-methylpent-2-en-4-yn-1-ol afforded an acetylenic alcohol key intermediate. Subsequent reduction of the triple bond, functional group manipulation of the side chain alcohol and deprotection of the dimethoxy protected anthrone provided anthracenone ABA analogue 7 as a potential photoaffinity reagent for ABA-binding proteins. The effect of natural ABA and the potential photoaffinity anthracenone ABA 7 on corn cell growth was determined at various concentrations. The results show that anthracenone ABA 7 is perceived as ABA-like, although producing less inhibition than ABA itself. For example, 7 at 33 mu M produces approximately the same inhibition as ABA at 10 mu M. Crown Copyright (C) 2000 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(99)00482-3
• 作为产物：
  描述：

  9-Hydroperoxy-9,10,10-trimethoxy-9,10-dihydroanthracen 在 三苯基膦 作用下， 以 苯 为溶剂， 生成 9,10-dihydro-10,10-dimethoxy-anthracen-9-one
  参考文献：
  名称：

  Rigaudy,J.; Sparfel,D., Bulletin de la Societe Chimique de France, 1972, p. 3441 - 3446

  摘要：

  DOI：

文献信息

• Anodic oxidation as a synthetic expedient to naphthoquinone and anthraquinone ketals
  作者：Zhen Yang、Yu Xin Cui、Henry N.C. Wong、Ru Ji Wang、Thomas C.W. Mak、Hson Mou Chang、Chi Ming Lee

  DOI：10.1016/0040-4020(92)85005-y

  日期：1992.1

  Some naphthoquinone and anthraquinone ketals have been prepared by anodic oxidation. Regioselective hydrolysis of the above diketals into monoketals is also described. Diels-Alder reaction of (E)-1-methoxybuta-1,3-diene with the monoketal of 1,4-dihydro-4,4-dimethoxy-5-benzyloxynaphthalene proceeded in a regioselective manner.

  已经通过阳极氧化制备了一些萘醌和蒽醌缩酮。还描述了上述双缩酮的区域选择性水解成单缩酮。（E）-1-甲氧基丁1，3-二烯与1，4-二氢-4，4-二甲氧基-5-苄氧基萘的单缩酮的Diels-Alder反应以区域选择性的方式进行。
• Meisenheimer, Justus Liebigs Annalen der Chemie, 1902, vol. 323, p. 221
  作者：Meisenheimer

  DOI：——

  日期：——
• Meyer,K. H.; Zahn, Justus Liebigs Annalen der Chemie, 1913, vol. 396, p. 172
  作者：Meyer,K. H.、Zahn

  DOI：——

  日期：——
• RIGAUDY, J.;CHELU, G.;CUONG, NGUYEN, KIM, J. ORG. CHEM., 1985, 50, N 23, 4474-4478
  作者：RIGAUDY, J.、CHELU, G.、CUONG, NGUYEN, KIM

  DOI：——

  日期：——
• US4188224A
  申请人：——

  公开号：US4188224A

  公开（公告）日：1980-02-12