1,2,4,5-Benzenetetrol Tetraacetate | 107770-91-2

• 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: 1,2,4,5-Benzenetetrol Tetraacetate
• 英文别名: 1,2,4,5-tetraacetoxy-benzene；1,2,4,5-Tetraacetoxy-benzol；1,2,4,5-benzenetetrol, tetraacetate；1,2,4,5-Tetraacetoxybenzol；1,2,4,5-Tetraacetoxybenzene；(2,4,5-triacetyloxyphenyl) acetate
• CAS: 107770-91-2
• 化学式: C₁₄H₁₄O₈
• 分子量: 310.26
• InChiKey: LVGRBFDLIDYLOF-UHFFFAOYSA-N

物化性质

• 熔点：
  226 °C
• 沸点：
  423.0±45.0 °C(Predicted)
• 密度：
  1.293±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,5-二羟基-1,4-苯喹酮 、 乙酸酐 在 吡啶 作用下， 生成 1,2,4,5-Benzenetetrol Tetraacetate
  参考文献：
  名称：

  Farfan, N.; Ortega, E.; Contreras, R., Journal of Heterocyclic Chemistry, 1986, vol. 23, p. 1609 - 1612

  摘要：

  DOI：

文献信息

• CONCERTED PROCESSES FOR FORMING 1,2,4-TRIHYDROXYBENZENE FROM HYDROQUINONE
  申请人：LOCKHEED MARTIN ADVANCED ENERGY STORAGE, LLC

  公开号：US20180105544A1

  公开（公告）日：2018-04-19

  Flow batteries incorporating an active material with one or more catecholate ligands can have a number of desirable operating features. Commercial syntheses of catechol produce significant quantities of hydroquinone as a byproduct, which presently has limited value in the battery industry and can represent a significant waste disposal issue at industrial production scales. Using a concerted, high-yield process, low-value hydroquinone can be transformed into high-value 1,2,4-trihydroxybenzene, which can be a desirable ligand for active materials of relevance in the flow battery industry. Methods for forming 1,2,4-trihydroxybenzene can include: oxidizing hydroquinone in a first reaction to form p-benzoquinone, converting the p-benzoquinone in a second reaction to form 1,2,4-triacetoxybenzene, deacetylating the 1,2,4-triacetoxybenzene in a third reaction to form 1,2,4-trihydroxybenzene, and isolating the 1,2,4-trihydroxybenzene after performing the first reaction, the second reaction and the third reaction consecutively.

  含有一个或多个邻苯二酚配体的流动电池可以具有许多理想的运行特性。邻苯二酚的商业合成会产生大量的对苯二酚作为副产品，目前在电池行业中对其价值有限，同时在工业生产规模下可能代表着一个重要的废物处理问题。通过一个协同、高产率的过程，低价值的对苯二酚可以转化为高价值的1,2,4-三羟基苯，这可以成为流动电池行业中相关活性材料的理想配体。形成1,2,4-三羟基苯的方法可以包括：在第一反应中氧化对苯二酚以形成对苯醌，将对苯醌在第二反应中转化为1,2,4-三乙酰氧基苯，将1,2,4-三乙酰氧基苯在第三反应中去乙酰化以形成1,2,4-三羟基苯，并在依次进行第一反应、第二反应和第三反应后分离出1,2,4-三羟基苯。
• Concerted processes for forming 1,2,4-trihydroxybenzene from hydroquinone
  申请人：LOCKHEED MARTIN ADVANCED ENERGY STORAGE, LLC

  公开号：US10065977B2

  公开（公告）日：2018-09-04

  Flow batteries incorporating an active material with one or more catecholate ligands can have a number of desirable operating features. Commercial syntheses of catechol produce significant quantities of hydroquinone as a byproduct, which presently has limited value in the battery industry and can represent a significant waste disposal issue at industrial production scales. Using a concerted, high-yield process, low-value hydroquinone can be transformed into high-value 1,2,4-trihydroxybenzene, which can be a desirable ligand for active materials of relevance in the flow battery industry. Methods for forming 1,2,4-trihydroxybenzene can include: oxidizing hydroquinone in a first reaction to form p-benzoquinone, converting the p-benzoquinone in a second reaction to form 1,2,4-triacetoxybenzene, deacetylating the 1,2,4-triacetoxybenzene in a third reaction to form 1,2,4-trihydroxybenzene, and isolating the 1,2,4-trihydroxybenzene after performing the first reaction, the second reaction and the third reaction consecutively.

  含有一种或多种邻苯二酚配体的活性材料的液流电池具有许多理想的工作特性。邻苯二酚的商业合成会产生大量对苯二酚作为副产品，目前这种副产品在电池行业中的价值有限，而且在工业生产规模下会造成严重的废物处理问题。利用一种协调、高产的工艺，低价值的对苯二酚可以转化为高价值的 1,2,4-三羟基苯，它可以成为液流电池行业相关活性材料的理想配体。形成 1,2,4-三羟基苯的方法包括在第一反应中氧化对苯二酚以形成对苯醌，在第二反应中将对苯二酚转化为 1,2,4-三乙酰氧基苯，在第三反应中将 1,2,4-三乙酰氧基苯脱乙酰基以形成 1,2,4-三羟基苯，以及在连续进行第一反应、第二反应和第三反应后分离出 1,2,4-三羟基苯。
• Kohn; Sussmann, Monatshefte fur Chemie, 1927, vol. 48, p. 209
  作者：Kohn、Sussmann

  DOI：——

  日期：——
• 309. The action of alcoholic monomethylamine on derivatives of benzoquinone and toluquinone. Part I. The methoxy- and hydroxy-methoxy-derivatives
  作者：W. K. Anslow、H. Raistrick

  DOI：10.1039/jr9390001446

  日期：——
• A Study of an Oxidative-amination Method for the Synthesis of Aminoquinones¹
  作者：Alan H. Crosby、Robert E. Lutz

  DOI：10.1021/ja01587a042

  日期：1956.3