4,5,6,8-tetrahydroxynaphthalene-1,2-dione | 15257-45-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4,5,6,8-tetrahydroxynaphthalene-1,2-dione
• 英文别名: 2,5,6,8-tetrahydroxy-1,4-naphthoquinone；2,6-dihydroxynaphthazarin；isomonpain；isomompain
• CAS: 15257-45-1
• 化学式: C₁₀H₆O₆
• 分子量: 222.154
• InChiKey: YJYKWPBXNPHTFP-UHFFFAOYSA-N

物化性质

• 沸点：
  564.0±50.0 °C(Predicted)
• 密度：
  1.969±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.62
• 重原子数：
  16.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  115.06
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  乙烯酮 、 4,5,6,8-tetrahydroxynaphthalene-1,2-dione 以 苯 为溶剂， 生成 2,6-Diacetoxy-naphthazarin
  参考文献：
  名称：

  取代萘醌的电子光谱

  摘要：

  棘皮动物基于萘醌骨架精心构造了许多紧密相关的结构颜料（spinochromes）。为了阐明这些化合物，对大量取代的萘醌的电子光谱进行了研究。1,4-萘醌，ju酮和萘达沙林的电子光谱中240-600mμ范围内的谱带已被分配给苯类或醌型电子激发，并且已经系统地研究了取代对这些谱带位置的影响。结果，已经得出了许多经验相关性，这些经验相关性可用于未知颜料的结构确定。

  DOI：

  10.1016/s0040-4020(01)90989-5
• 作为产物：
  描述：

  萘茜 在 硫酸 作用下， 反应 4.0h， 以34%的产率得到4,5,6,8-tetrahydroxynaphthalene-1,2-dione
  参考文献：
  名称：

  萘甲素衍生物的化学性质

  摘要：

  用浓二氧化锰直接氧化萘甲素。H2SO4 被发现是一种简单而有效的合成mompain 的方法。

  DOI：

  10.1007/bf02494659

文献信息

• Trimethyl orthoacetate as a convenient reagent for selective methylation of β-OH groups of (poly)hydroxynaphthazarins
  作者：N. N. Balaneva、O. P. Shestak、V. L. Novikov

  DOI：10.1007/s11172-019-2415-5

  日期：2019.1

  Trimethyl orthoacetate was found to be a convenient reagent for methylation of the β-OH groups of (poly)hydroxynaphthazarins. The substrates bearing one β-OH group react with MeC(OMe)3 to give the corresponding methoxy derivatives in 79–89% yields. Depending on the reaction conditions, methylation of substrates with two β-OH groups on the different and the same rings affords either the corresponding

  原乙酸三甲酯被发现是一种方便的试剂，用于甲基化（聚）羟基萘二甲素的 β-OH 基团。带有一个 β-OH 基团的底物与 MeC(OMe)3 反应以 79-89% 的产率得到相应的甲氧基衍生物。根据反应条件，在不同和相同的环上具有两个 β-OH 基团的底物的甲基化提供相应的单-O-甲基化（43-70%）或二-O-甲基化（71-78%）衍生物。在 O-甲基化（聚）羟基萘甲素衍生物的制备合成中，原乙酸三甲酯是 CH2N2 的良好替代品。
• ——
  作者：V. P. Glazunov、A. Ya. Tchizhova、O. P. Shestak、G. I. Sopel"nyak、V. Ph. Anufriev

  DOI：10.1023/a:1009533403588

  日期：——

  A set of substituted 2-hydroxy-6(7)-methoxynaphthazarins and 7(8)-hydroxypyranonaphthazarins were synthesized. The IR spectra of 2-hydroxy-6-methoxynaphthazarins and 7-hydroxypyranonaphthazarins, on the one hand, and of 2-hydroxy-7-methoxynaphthazarins and 8-hydroxypyranonaphthazarins, on the other hand, have the characteristic nonoverlapping intervals of stretching vibration frequencies of the beta -hydroxy groups. These regularities confirm the structures of cristazarin and 6-methylcristazarin, which are metabolites of lichen Cladonia cristatella.
• ——
  作者：V. P. Glazunov、A. Ya. Tchizhova、M. I. Shuvalova、V. Ph. Anufriev

  DOI：10.1023/a:1009581319518

  日期：——

  A set of substituted 2,6- and 2,7-dihydroxynaphthazarins were synthesized. The difference in the UV spectra of alkaline alcoholic solutions of 2,6- and 2,7-dihydroxynaphthazarins allows the reliable differentiation of the structures of these compounds. The IR spectra of 2,6- and 2,7-dihydroxynaphthazarins have characteristic nonoverlapping intervals of stretching vibration frequencies of the beta -hydroxy groups. Based on these spectral regularities, the data on cuculoquinone, which has been isolated previously from lichen Cetraria cucullata and has been identified as 7,7'-bis(3-ethyl-2,5,6,8-tetrahydroxynaphthalene-1,4-dione), were revised and the structure of 6,6 '-bis(3-ethyl-2,5,7,8-tetrahydroxynaphthalene- 1,4-dione) was assigned to this compound.
• RADICAL POLYMERIZATION CONTROL AGENT AND RADICAL POLYMERIZATION CONTROL METHOD
  申请人：Kawasaki Kasei Chemicals Ltd.

  公开号：US20210122692A1

  公开（公告）日：2021-04-29

  A conventional polymerization inhibitor is for example an agent to scavenge radicals generated during storage of a radical polymerizable compound and used to stably handle the radical polymerizable compound, but is unnecessary when the radical polymerizable compound is to be subjected to radical polymerization reaction, and is preferably removed at the time of the radical polymerization reaction. The object of the present invention is to obviate inconvenience of removing the polymerization inhibitor at the time of radical polymerization. The radical polymerization control agent contained in a radical polymerizable composition of the present invention functions as a radical polymerization inhibitor for example stored in a dark place, but loses its radical polymerization inhibiting effect when polymerization is initiated while being irradiated with light at a certain specific wavelength at the time of polymerization. Thus, radical polymerization of the radical polymerizable compound is easily initiated without increasing the amount of a radical polymerization initiator. That is, the radical polymerization control agent of the present invention is a radical polymerization control agent which is a corn pound having an effect to inhibit radical polymerization of a radical polymerizable compound and which loses the radical polymerization inhibiting effect under irradiation with light rays containing light within a wavelength range of from 300 nm to 500 nm.
• [EN] SKIN BONDING PROCESS<br/>[FR] PROCESSUS D'ADHESION CUTANEE
  申请人：UNIV CREIGHTON

  公开号：WO2006107827A1

  公开（公告）日：2006-10-12

  [EN] The present invention relates to methods of providing a desired effect to the skin of a mammal using a Maillard initiating reagent with a skin-modifying compound.
  [FR] La présente invention concerne des procédés permettant d'obtenir un effet souhaité sur la peau d'un mammifère en utilisant une réaction de Maillard avec un composé modifiant la peau.