9-isopropyl-3,3,6,6-tetramethyl-1,2,3,4,5,6,7,9-octahydro-1H-xanthene-1,8(2H)-dione | 71827-84-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 9-isopropyl-3,3,6,6-tetramethyl-1,2,3,4,5,6,7,9-octahydro-1H-xanthene-1,8(2H)-dione
• 英文别名: 9-(isopropyl)-3,3,6,6-tetramethyl-1,2,3,4,5,6,7,8-octahydroxanthene-1,8-dione；3,3,6,6-tetramethyl-9-isopropyl-1,2,3,4,5,6,7,8-octahydroxanthene-1,8-dione；9-isopropyl-3,3,6,6-tetramethyl-2,3,4,5,6,7,8,9-octahydroxanthene-1,8-dione；9-isopropyl-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-2H-xanthene-1,8-dione；9-Isopropyl-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-2H-xanthen-1,8-dion；9-isopropyl-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione；3,3,6,6-tetramethyl-9-propan-2-yl-4,5,7,9-tetrahydro-2H-xanthene-1,8-dione
• CAS: 71827-84-4
• 化学式: C₂₀H₂₈O₃
• 分子量: 316.441
• InChiKey: XGVUCSIATCSZKJ-UHFFFAOYSA-N

物化性质

• 熔点：
  146-147 °C(Solv: ethanol (64-17-5))
• 沸点：
  438.0±45.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 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：

  5,5,5',5'-tetramethyl-2,2'-isobutylidene-bis-cyclohexane-1,3-dione 在 溶剂黄146 作用下， 生成 9-isopropyl-3,3,6,6-tetramethyl-1,2,3,4,5,6,7,9-octahydro-1H-xanthene-1,8(2H)-dione
  参考文献：
  名称：

  Klein; Linser, <1929> S. 204, 217, 218

  摘要：

  DOI：

文献信息

• p-Sulfonic acid calix[4]arene as an efficient and reusable catalyst for the synthesis of acridinediones and xanthenes
  作者：Seyed Meysam Baghbanian、Gonja Khanzad、Seyed Mohammad Vahdat、Hamed Tashakkorian

  DOI：10.1007/s11164-015-2001-x

  日期：2015.12

  p-Sulfonic acid calix[4]arene has been found to be an efficient catalyst for the synthesis of acridinediones and xanthenes under mild conditions in excellent yields. The present approach offers the advantages of simple methodology, short reaction time, and high yield.

  p-磺酸基杯[4]芳烃已被发现是一种高效的催化剂，能够在温和条件下合成吖啶二酮和咕吨类化合物，并具有极佳的产率。目前的方法具有简单的方法、短的反应时间和高产率的优点。
• Zn[(L)Proline]₂: an eligible candidate for the synthesis of xanthenediones in water
  作者：Mazaahir Kidwai、Arti Jain

  DOI：10.1002/aoc.2895

  日期：2012.10

  An efficient route for the condensation of aldehydes with dimedone in the presence of Zn[(L)Proline]2 in water has been reported. Hydrophilicity of the catalyst is the main attribute of this reaction. The water‐mediated reaction using catalytic amounts of recyclable catalyst avoids the use of expensive, corrosive reagents and toxic solvents and provides operational simplicity. Moreover, column chromatography

  已经报道了在水中Zn [（L）脯氨酸] 2存在下醛与二甲酮缩合的有效途径。催化剂的亲水性是该反应的主要属性。使用催化量的可循环催化剂的水介导反应避免了使用昂贵的腐蚀性试剂和有毒溶剂，并简化了操作。此外，由于粗产物本身非常纯净，因此不需要柱色谱和产物重结晶，因此可以用于大规模的目标导向合成。版权所有©2012 John Wiley＆Sons，Ltd.
• Mild and Highly Efficient Method for Synthesis of 14-Aryl(alkyl)-14H-dibenzo[a,j]xanthenes and 1,8-Dioxooctahydroxanthene Derivatives Using Pentafluorophenyl Ammonium Triflate as a Novel Organocatalyst
  作者：Samad KHAKSAR、Nosratollah BEHZADI

  DOI：10.1016/s1872-2067(11)60393-8

  日期：2012.4

  A simple and facile synthesis of 14-aryl and alkyl-14H-dibenzo[a,j]xanthenes and 1,8-dioxooctahydroxanthene derivatives has been successfully developed by treatment of β-naphthol or dimedone with aldehydes under mild conditions in the presence of a pentafluorophenyl ammonium triflate (PFPAT) organocatalyst. These catalytic condensation reactions represent green chemical processes and the PFPAT organocatalyst

  14-芳基和烷基-14H-二苯并[a,j]呫吨和1,8-二氧代辛基羟基呫吨衍生物的简单和容易的合成已经成功地通过在温和条件下用醛处理β-萘酚或二甲酮而成功开发。五氟苯基三氟甲磺酸铵 (PFP​​AT) 有机催化剂。这些催化缩合反应代表了绿色化学过程，并且 PFPAT 有机催化剂在空气中稳定、经济高效、易于处理且易于从反应混合物中去除。
• Secondary amine based ionic liquid: an efficient catalyst for solvent free one pot synthesis of xanthenes and benzoxanthenes
  作者：Pranab J. Das、Jupitara Das

  DOI：10.1039/c4ra12298d

  日期：——

  Amine based ionic liquid was reported as an efficient and easily recyclable catalyst for the solvent free environmental benign synthesis of xanthene and benzoxanthene derivatives within 10–30 minutes.

  基于胺的离子液体被报道为一种高效且易于回收利用的催化剂，可在10-30分钟内在无溶剂环境下合成黄色素和苯并黄色素衍生物。
• A greener synthesis of 1,8-dioxo-octahydroxanthene derivatives under ultrasound
  作者：Naveen Mulakayala、G. Pavan Kumar、D. Rambabu、Madhu Aeluri、M.V. Basaveswara Rao、Manojit Pal

  DOI：10.1016/j.tetlet.2012.10.024

  日期：2012.12

  The ceric ammonium nitrate (CAN) has been identified as an efficient and eco-friendly catalyst for the one pot and virtually three-component reaction of 5,5-dimethyl-1,3-cyclohexanedione with various aldehydes in 2-propanol. Under ultrasound irradiation, the reaction proceeded smoothly at a faster rate at 50 degrees C affording a variety of 9-alkyl/aryl/heteroaryl substituted 3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-diones in good to excellent yields. A probable mechanism for this CAN-mediated synthesis of 1,8-dioxo-octahydroxanthene derivatives is presented. Overall, the methodology provides advantages such as low cost, high yields of products and simple operational procedures and is free from the use of harmful chlorinated solvents. (C) 2012 Elsevier Ltd. All rights reserved.