3,3,6,6,9-pentamethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione | 19225-63-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,3,6,6,9-pentamethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione
• 英文别名: 3,3,6,6,9-pentamethyl-4,5,7,9-tetrahydro-2H-xanthene-1,8-dione
• CAS: 19225-63-9
• 化学式: C₁₈H₂₄O₃
• 分子量: 288.387
• InChiKey: YRIGLRKCKHBJHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,3,6,6,9-pentamethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione 在 高氯酸 、 乙酸酐 作用下， 以 异丙醇 为溶剂， 反应 7.0h， 生成 3,3,6,6,9,10-hexamethyl-1,8-dioxo-1,2,3,4,5,6,7,8-octahydroacridinium perchlorate
  参考文献：
  名称：

  Transformations of sym-octahydroxanthene-1,8-diones and 1,8-dioxo-sym-octahydroxanthylium salts in recyclization under the influence of amines

  摘要：

  DOI：

  10.1007/s10593-006-0042-1
• 作为产物：
  描述：

  5,5,5',5'-tetramethyl-2,2'-ethylidene-bis-cyclohexane-1,3-dione 在 硫酸 作用下， 生成 3,3,6,6,9-pentamethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione
  参考文献：
  名称：

  Vorlaender, Fresenius Zeitschrift fur Analytische Chemie, 1929, vol. 77, p. 266

  摘要：

  DOI：

文献信息

• Tungstophosphoric acid nanoparticles supported on polyamic acid: A mild and recoverable heterogeneous catalyst for the selective synthesis of mono and bulky bis(1,8-dioxooctahydroxanthene)s under solvent-free conditions
  作者：Masoud Nasr-Esfahani、Zahra Rafiee、Hassan Kashi

  DOI：10.1080/10426507.2015.1100185

  日期：2016.5.3

  8-dioxooctahdroxanthene) were selectively synthesized using tungstophosphoric acid nanoparticles supported on polyamic acid (TPA/PAA) as a new catalyst in solvent-free conditions. The high purity products were isolated and catalyst was easily separated in simple work-up and was recycled several times without loss of reactivity under the described reaction conditions. The reaction is characterized by short reaction

  摘要 使用负载在聚酰胺酸 (TPA/PAA) 上的磷钨酸纳米粒子作为无溶剂条件下的新型催化剂，选择性地合成了一系列 1,8-二氧代八氧杂蒽衍生物和一些拥挤的双（1,8-二氧代八氧杂蒽）。分离出高纯度产物，催化剂在简单的后处理中很容易分离，并在所述反应条件下循环多次而不会损失反应性。该反应具有反应时间短、效率高、反应条件环保等特点。图形概要
• A green and efficient procedure for one-pot synthesis of xanthenes and acridines using silica boron–sulfuric acid nanoparticles (SBSANs) as a solid Lewis-protic acid
  作者：Ali Khalafi-Nezhad、Farhad Panahi、Somayeh Mohammadi、Habib Ollah Foroughi

  DOI：10.1007/s13738-012-0140-1

  日期：2013.4

  Silica boron–sulfuric acid nanoparticles (SBSANs) as a solid Lewis-protic acid have been found to be an efficient heterogeneous catalyst in the synthesis of xanthene and acridine derivatives. The SBSAN-catalyzed reaction between carbonyl compound (aldehyde/ketone/ethyl orthoformate) and 5,5-dimethyl-1,3-cyclohexanedione (dimedone) for synthesis of xanthene derivatives is performed under mild conditions with the excellent isolated yield. Also, we can apply a broad scope of carbonyl compounds and amines for efficient synthesis of various acridine derivatives in the presence of SBSAN catalyst. In these multicomponent approaches the SBSAN catalyst can be reused for several times without any treatment in its catalytic activity.

  硅硼硫酸纳米颗粒（SBSANs）作为一种固态Lewis-质子酸，已被发现是合成氧杂蒽和吖啶衍生物的高效非均相催化剂。在温和条件下，通过SBSAN催化下的羰基化合物（醛/酮/原甲酸三乙酯）与5,5-二甲基-1,3-环己二酮（二甲基酮）的反应合成氧杂蒽衍生物，具有出色的分离产率。此外，我们可以在SBSAN催化剂的存在下，应用广泛的羰基化合物和胺，高效合成各种吖啶衍生物。在这些多组分方法中，SBSAN催化剂无需任何处理即可多次重复使用，其催化活性保持不变。
• Features of the Reaction of Dimedone with Some Amines in the Presence of Mercury(II) Acetate
  作者：N. G. Hobosyan、K. V. Balyan、H. S. Nersisyan、L. M. Galechyan、A. B. Sargsyan、R. A. Tamazyan、A. G. Ayvazyan

  DOI：10.1134/s1070363220120312

  日期：2020.12

  Abstract Regiochemistry of the reaction of N-substituted propargylamines with dimedone in the presence of mercury(II) acetate was studied. Xanthene and diene derivatives, as well as symmetric mercury aminopropinides, were obtained, for one of which the crystallographic parameters are given.

  摘要 研究了在乙酸汞（II）存在下N-取代的炔丙基胺与二甲酮反应的区域化学。获得了an吨和二烯衍生物，以及对称的汞氨基丙啶，并给出了其中的结晶学参数。
• A synthetic entry into fused pyran derivatives through carbon transfer reactions of 1,3-oxazinanes and oxazolidines with carbon nucleophiles
  作者：Kamaljit Singh、Jasbir Singh、Harjit Singh

  DOI：10.1016/0040-4020(96)00879-4

  日期：1996.11

  of various 2 substituted 1,3-oxazinanes 3 and 1,3-oxazolidines 4 with cyclic carbon nucleophiles viz. 5,5-dimethyl-1,3-cyclohexanedione and 1,3-cyclohexanedione furnish xanthene derivatives, whereas a Knoevenagel reaction proceeds with acyclic nucleophiles. In case of 4b and 4c, a unique synthesis of functionalised α-tetralones has emerged. Reactions of mixtures of cyclic and acyclic carbon nucleophiles

  各种2个取代的1,3-恶嗪并3和1,3-恶唑烷4与环状碳亲核试剂的酸催化缩合。5,5-二甲基-1,3-环己二酮和1,3-环己二酮提供了x吨衍生物，而Knoevenagel反应则与无环亲核试剂一起进行。在4b和4c的情况下，出现了功能化的α-四氢萘酮的独特合成。环状和无环碳亲核试剂与3的混合物的反应提供了一些官能化的且部分还原的苯并吡喃衍生物。
• 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。

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