2-氨基-5,8-二羟基萘-1,4-二酮 | 87927-30-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-氨基-5,8-二羟基萘-1,4-二酮
• 英文名称: 2-amino-5,8-dihydroxynaphthalene-1,4-dione
• 英文别名: 3-amino-5,8-dihydroxy-[1,4]naphthoquinone；2-amino-5,8-dihydroxynaphthoquinone；2-Amino-5,8-dihydroxy-1,4-naphthoquinone
• CAS: 87927-30-8
• 化学式: C₁₀H₇NO₄
• 分子量: 205.17
• InChiKey: HBGVBAQAWXSWQF-UHFFFAOYSA-N

物化性质

• 熔点：
  >270 °C (decomp)
• 沸点：
  521.9±50.0 °C(Predicted)
• 密度：
  1.641±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  101
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-氨基-5,8-二羟基萘-1,4-二酮 在 sodium carbonate 作用下， 以 乙醇 为溶剂， 以74.3%的产率得到6-amino-2,3-dihydro-5,8-dihydroxynaphthalene-1,4-dione
  参考文献：
  名称：

  5,8-dihydroxy naphthalene-1,4-dione derivative and a hair dye

  摘要：

  一种萘衍生物，其一般式为：##STR1## 其中R代表氢，具有1至8个碳原子的烷基，R.sup.1 O(CH.sub.2).sub.n基团，或苄基，R.sup.1代表氢或较低的烷基，n代表2或3的整数。在还原态下，该化合物可以稳定地分离，并在中等条件下氧化产生强烈而快速的颜色。该化合物可以优势地包含在染发组合物中，该组合物能够在中等条件下稳定而安全地染发，并具有良好和稳定的颜色。

  公开号：

  US04605419A1
• 作为产物：
  描述：

  萘茜 在 苄氧基胺盐酸盐 、 三乙胺 作用下， 以 乙醇 为溶剂， 以78%的产率得到2-氨基-5,8-二羟基萘-1,4-二酮
  参考文献：
  名称：

  Reaction of Hydroxylamines with 1,4-Quinones: A New Direct Synthesis of Aminoquinones

  摘要：

  描述了一种对1,4-萘醌和1,4-苯醌的新型一步胺化反应。O-苄基羟肟酸被认为是最佳的胺化试剂，而O-甲基羟肟酸、羧基甲氧基胺和游离羟肟酸的效果较差。

  DOI：

  10.1055/s-1994-25603

文献信息

• Reaction of Hydroxylamines with 1,4-Quinones: A New Direct Synthesis of Aminoquinones
  作者：Shmuel Bittner、Dorit Lempert

  DOI：10.1055/s-1994-25603

  日期：——

  A novel one-step amination of 1,4-naphthoquinones and 1,4-benzoquinones is described. O-Benzylhydroxylamine was found to be the best aminating agent while O-methylhydroxylamine, carboxymethoxylamine and free hydroxylamine are less effective.

  描述了一种对1,4-萘醌和1,4-苯醌的新型一步胺化反应。O-苄基羟肟酸被认为是最佳的胺化试剂，而O-甲基羟肟酸、羧基甲氧基胺和游离羟肟酸的效果较差。
• Direct Amination of Naphthazarin, Juglone, and Some Derivatives
  作者：Alberto Arnone、Lucio Merlini、Gianluca Nasini、Orso Vajna de Pava

  DOI：10.1080/00397910701462864

  日期：2007.8

  Abstract Mono‐ and diamino‐derivatives of naphthazarin, 2‐methoxynaphthazarin, juglone and their methylethers were prepared by reaction with ammonia. The structure of the products was established by NMR studies. Some compounds were tested for cytotoxic activity.

  摘要 通过与氨反应制备萘甲素、2-甲氧基萘甲素、胡桃酮及其甲基醚的单氨基和二氨基衍生物。产物的结构通过NMR研究确定。测试了一些化合物的细胞毒性活性。
• Direct amination of naphthopurpurin and mompain, sea urchin pigments, and their O-methyl ethers by the reaction with ammonia
  作者：O. P. Shestak、V. L. Novikov、V. P. Glazunov

  DOI：10.1007/s11172-021-3152-0

  日期：2021.4

  The regiochemistry of direct amination of 2-hydroxynaphthazarin (naphthopurpurin) and 2,7-dihydroxynaphthazarin (mompain), sea urchin pigments, and their O-methyl ethers by the action of ammonia solutions in H2O and MeOH under mild conditions was studied. The predominant direction of the reactions of all substrates with NH3 was the 1,2-addition of the nucleophile to the C-O group at position 1 of the

  研究了在温和条件下，通过氨水在H 2 O和MeOH中的作用，对2-羟基萘他嘌呤（naphthopurin）和2,7-二羟基萘他莫潘（mompain），海胆颜料及其O-甲基醚进行直接胺化的区域化学。用NH所有底物的反应的主要方向3是1,2-加成的亲核试剂到CO组中的醌型环的1位的H随后消除2从α-羟胺中间体O。所得的奎宁胺进一步转化为具有NH 2基团的更稳定的互变异构体。除萘嘌呤外，所有底物均可添加两个NH 3分子形成不同的产物。讨论了所有底物与NH 3的反应机理，以及起始底物和反应产物的质子互变异构问题。
• ——
  作者：KIKUCHI MASASHI、 MATSUOKA MASAHIRO

  DOI：——

  日期：——
• 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.