ω,ω,ω',ω'-Tetraacetoxy-o-xylol | 6500-54-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ω,ω,ω',ω'-Tetraacetoxy-o-xylol
• 英文别名: o-Phthalaldehydtetraacetat；1,2-bis-diacetoxymethyl-benzene；1,2-Bis-diacetoxymethyl-benzol；1,2-Benzenedimethanol, I+/-1,I+/-2-bis(acetyloxy)-, 1,2-diacetate；[acetyloxy-[2-(diacetyloxymethyl)phenyl]methyl] acetate
• CAS: 6500-54-5
• 化学式: C₁₆H₁₈O₈
• 分子量: 338.314
• InChiKey: JNRFYMKESPWUBP-UHFFFAOYSA-N

物化性质

• 熔点：
  137-139 °C(Solv: hexane (110-54-3))
• 沸点：
  388.5±35.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ω,ω,ω',ω'-Tetraacetoxy-o-xylol 在 乙醇 作用下， 反应 0.08h， 以90%的产率得到邻苯二甲醛
  参考文献：
  名称：

  聚（4-乙烯基吡啶）高氯酸盐作为一种有效的固体酸催化剂，用于在无溶剂条件下从醛化学选择性制备 1,1-二乙酸酯

  摘要：

  摘要 聚（4-乙烯基吡啶）高氯酸盐已被用作负载型、可回收、环境友好的催化剂，用于在无溶剂条件下以良好至极好的收率从脂肪族和芳香族醛形成酰基。值得注意的是，反应条件对酮是耐受的。这种方法提供了几个明显的优势，包括操作简单和产品收率高，以及在避免使用有毒催化剂和溶剂方面是绿色的。此外，催化剂可以回收和重复使用多次而不会损失其活性。

  DOI：

  10.1016/s1872-2067(12)60750-5
• 作为产物：
  描述：

  四溴对烯 在 硫酸 作用下， 生成 ω,ω,ω',ω'-Tetraacetoxy-o-xylol
  参考文献：
  名称：

  Weygand; Vogelbach; Zimmermann, Chemische Berichte, 1947, vol. 80, p. 391,398

  摘要：

  DOI：

文献信息

• A succinimide-N-sulfonic acid catalyst for acetylation reactions in absence of a solvent
  作者：Farhad SHIRINI、Nader Ghaffari KHALIGH

  DOI：10.1016/s1872-2067(11)60499-3

  日期：2013.4

  Abstract A small amount of succinimide-N-sulfonic acid efficiently catalyzed the acetylation of a variety alcohols, phenols, thiols, amines and aldehydes with acetic anhydride at room temperature under solvent free conditions. This catalyst has the advantages of excellent yields and short reaction times and the reaction can be carried out on a large scale, which makes it potentially useful for industrial

  摘要 在室温、无溶剂条件下，少量的琥珀酰亚胺-N-磺酸可有效催化多种醇类、酚类、硫醇类、胺类和醛类与乙酸酐的乙酰化反应。该催化剂具有收率高、反应时间短等优点，反应可以大规模进行，具有潜在的工业应用价值。
• Novel aromatic systems. Part IV. Synthesis and dehydrogenation of 4′-hydroxy-1,2-benzocycloheptatrienes
  作者：A. M. Khan、G. R. Proctor、L. Rees

  DOI：10.1039/j39660000990

  日期：——

  Several routes to hydroxybenzocycloheptatrienes have been investigated. 4′-Hydroxybenzotropylium perchlorate has been isolated and shown to give a red unstable substance on treatment with base.

  已经研究了几种制备羟基苯并环庚基酮的途径。已分离出4'-羟基高苯甲酸羟苯甲酸，经碱处理后显示红色不稳定物质。
• Lewis-Acid-Mediated Domino Reactions of Bis(diacetoxymethyl)-Substituted Arenes and Heteroarenes
  作者：J. Arul Clement、Ramakrishnan Sivasakthikumaran、Arasambattu K. Mohanakrishnan、S. Sundaramoorthy、Devadasan Velmurugan

  DOI：10.1002/ejoc.201001174

  日期：2011.1

  A one-pot synthesis of annulated heterocycles involving a Lewis-acid-mediated domino reaction of bis(diacetoxymethyl)-substituted arenes and heteroarenes is described. The reaction of the tetraacetates with arenes and heteroarenes leads to the formation of 1,1-bis-arylated diacetates upon elimination followed by electrocyclohetero-arylated intermediate may lead to the formation of bis-arylated 1,1-diacetates

  描述了涉及双（二乙酰氧基甲基）取代的芳烃和杂芳烃的路易斯酸介导的多米诺反应的环状杂环的一锅合成。四乙酸酯与芳烃和杂芳烃的反应导致在消除后形成 1,1-双芳基化二乙酸酯，然后是电环杂芳基化中间体可能导致形成双芳基化 1,1-二乙酸酯，其在环化后芳构化提供环状杂环。
• Ultrasound assisted the chemoselective 1,1-diacetate protection and deprotection of aldehydes catalyzed by poly(4-vinylpyridinium)hydrogen sulfate salt as a eco-benign, efficient and reusable solid acid catalyst
  作者：Nader Ghaffari Khaligh、Farhad shirini

  DOI：10.1016/j.ultsonch.2012.07.016

  日期：2013.1

  Poly(4-vinylpyridinium) hydrogen sulfate solid acid was found to be efficient catalyst for preparation of 1,1-diacetate using ultrasound irradiation at ambient temperature and neat condition. Deprotection of the resulting 1,1-diacetates were achieved using the same catalyst in methanol solvent under ultrasound irradiation at room temperature. This new method consistently has the advantage of excellent yields and short reaction times. Utilization of solvent free, simple reaction conditions, isolation, and purification makes this manipulation very interesting from an economic and environmental perspective. Further, the catalyst can be reused and recovered for several times. (C) 2012 Elsevier B.V. All rights reserved.
• Introduction of N-sulfonic acid poly(4-vinylpyridinum) chloride as an efficient and reusable catalyst for the chemoselective 1,1-diacetate protection and deprotection of aldehydes
  作者：Farhad Shirini、Omid Goli Jolodar

  DOI：10.1016/j.molcata.2012.01.002

  日期：2012.4

  N-sulfonic acid poly(4-vinylpyridinium) chloride is easily prepared by the reaction of poly(4-vinylpyridine) with neat chlorosulfonic acid. This reagent can be used as an efficient catalyst for the preparation of 1,1-diacetates at room temperature and neat condition. Deprotection of the resulting 1,1-diacetates can also be achieved using the same catalyst in methanol. This new method consistently has the advantages of excellent yields and short reaction times. Further, the catalyst can be reused and recovered for several times. (C) 2012 Elsevier B.V. All rights reserved.