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2-羟基环己-2,5-二烯-1,4-二酮 | 2474-72-8

中文名称
2-羟基环己-2,5-二烯-1,4-二酮
中文别名
羟基醌
英文名称
hydroxyquinone
英文别名
2-hydroxy-1,4-benzoquinone;hydroxybenzoquinone;2-hydroxybenzoquinone;2-hydroxycyclohexa-2,5-diene-1,4-dione
2-羟基环己-2,5-二烯-1,4-二酮化学式
CAS
2474-72-8
化学式
C6H4O3
mdl
——
分子量
124.096
InChiKey
GPLIMIJPIZGPIF-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 熔点:
    128 °C(Solv: benzene (71-43-2))
  • 沸点:
    247.8±40.0 °C(Predicted)
  • 密度:
    1.531±0.06 g/cm3(Predicted)
  • 稳定性/保质期:
    - 存在于烟叶中。 - 具有致癌活性。

计算性质

  • 辛醇/水分配系数(LogP):
    0.2
  • 重原子数:
    9
  • 可旋转键数:
    0
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.0
  • 拓扑面积:
    54.4
  • 氢给体数:
    1
  • 氢受体数:
    3

安全信息

  • 海关编码:
    2914690090

SDS

SDS:5199216ff8131fae2721143d508ac5eb
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反应信息

  • 作为反应物:
    描述:
    2-羟基环己-2,5-二烯-1,4-二酮 在 potassium hexacyanoferrate(III) 作用下, 以 甲酸乙腈 为溶剂, 反应 0.17h, 生成 5-(N-Acetylcystein-S-yl)-2-hydroxy-1,4-benzoquinone
    参考文献:
    名称:
    谷胱甘肽的α-氨基的环加成增加了苯醌硫醚的反应性。
    摘要:
    发现2-(谷胱甘肽-S-基)-1,4-苯醌在磷酸盐缓冲液(pH 7.4)中即使在没有氧气的情况下也明显不稳定。谷氨酸残基的α-氨基分子内加到醌环上最终产生2,3-(谷胱甘肽-N,S-基)-1,4-苯醌和2,6-(谷胱甘肽-N,S-基) )-1,4-苯醌与3:2-(谷胱甘肽-S-基)-1,4-氢醌的比例为3:1。动力学研究表明,环化反应以k1为0.093 min-1的速率进行,而分子间反应遵循二级动力学,k2为94 M-1 min-1(pH 7.4,37摄氏度),从而导致多重聚合产品。2-(谷胱甘肽-S-基)-1,4-苯醌的两个分子内氨基加合物都易于水解,导致在环中插入一个额外的OH基。这些S-取代的三羟基苯衍生物特别容易自氧化。已显示模型化合物6-(N-乙酰基半胱氨酸-S-基)-2-羟基-1,4-氢醌在自氧化时容易形成两个阻转异构联苯:2,4'-双(N-乙酰基半胱氨酸-S-基) -2',3
    DOI:
    10.1021/tx9800699
  • 作为产物:
    参考文献:
    名称:
    Oxidation Processes. XII.1 The Autoxidation of Hydroquinone and of the Mono-, Di- and Trimethylhydroquinones
    摘要:
    DOI:
    10.1021/ja01276a020
  • 作为试剂:
    描述:
    正溴丁烷甲基丙烯酸二甲氨乙酯2-羟基环己-2,5-二烯-1,4-二酮 作用下, 以 二氯甲烷 为溶剂, 反应 72.0h, 以70%的产率得到N-(2-(甲基丙烯酰)乙基)-N,N-二甲基-1-丁胺溴化物
    参考文献:
    名称:
    Influence of Zwitterions on Thermomechanical Properties and Morphology of Acrylic Copolymers: Implications for Electroactive Applications
    摘要:
    n-Butyl acrylate-based zwitterionomers and ionomers containing 3-[[2-(methacryloyloxy)ethyn(dimethypammonio]-1-propanesulfonate (SBMA) and 2-[butyl(dimethyl)amino]ethyl methacrylate methanesulfonate (BDMAEMA MS), respectively, were synthesized using conventional free radical polymerization. Size-exclusion chromatography confirmed the molecular weights of the copolymers exceeded the critical molecular weight between entanglements (Me) for poly(n-butyl acrylate). Differential scanning calorimetry (DSC), small-angle X-ray scattering (SAXS), and atomic force microscopy (AFM) revealed that zwitterionomers promoted more well-defined microphase separation than cationic analogues. Dynamic mechanical analyses (DMA) of the copolymers showed a rubbery plateau region due to physical cross-links between charges for zwitterionomers only. Since SBMA and BDMAEMA MS have very similar chemical structures, we attributed improved microphase separation and superior elastomeric performance of the zwitterionomers to stronger association between covalently tethered charged pairs.
    DOI:
    10.1021/ma201211j
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文献信息

  • [EN] THERAPEUTIC ACRYLATES AS ENHANCED MEDICAL ADHESIVES<br/>[FR] ACRYLATES THÉRAPEUTIQUES UTILES EN TANT QU'ADHÉSIFS MÉDICAUX AMÉLIORÉS
    申请人:UNIV CARNEGIE MELLON
    公开号:WO2018052936A1
    公开(公告)日:2018-03-22
    Provided herein are therapeutic acrylate compounds useful as medical adhesives, comprising a therapeutic agent covalently linked to a methacrylate or cyanoacrylate moiety. Adhesive compositions and kits, such as liquid sutures and bone cement also are provided along with uses for the compositions.
    本文提供了作为医用粘合剂有用的治疗丙烯酸酯化合物,包括与甲基丙烯酸酯或氰丙烯酸酯基团共价连接的治疗剂。此外还提供了粘合剂组合物和套件,如液体缝合线和骨水泥,以及这些组合物的用途。
  • Method of using rhodium quinonoid catalysts
    申请人:Trenkle C. William
    公开号:US20070123715A1
    公开(公告)日:2007-05-31
    In accordance with aspects of the invention methods of using rhodium hydroquinone catalysts for the conjugate addition of boronic acids are disclosed.
    根据发明的某些方面,公开了使用铑对苯二酚催化剂进行硼酸偶联加成的方法。
  • Rhodium quinonoid catalysts
    申请人:Sweigart A. Dwight
    公开号:US20070117981A1
    公开(公告)日:2007-05-24
    In accordance with one aspect of the invention a rhodium quinonoid catalyst is disclosed.
    根据发明的某一方面,公开了一种铑醌类催化剂。
  • Fused quinonic compounds
    申请人:Centro Atlantico del Medicamento S.A (Ceamed, S.A)
    公开号:EP2690094A1
    公开(公告)日:2014-01-29
    A compound having the formula (I): for use in treating disease; a composition comprising said fused quinonic compound of formula (I) and at least one pharmaceutically acceptable carrier; as well as a method of modulating a Janus Kinase-Signal Transduction and Activators of Transcription (JAK-STAT) pathway. The activation of a JAK-STAT pathway is associated with several disease states such as immunological and inflammatory diseases, hyperproliferative disorders including cancer, and myeloproliferative diseases.
    具有公式(I)的化合物: 用于治疗疾病;包含所述公式(I)的融合醌类化合物和至少一种药物可接受的载体的组合物;以及一种调节Janus激酶-信号转导和转录激活因子(JAK-STAT)通路的方法。JAK-STAT通路的激活与多种疾病状态有关,如免疫性和炎症性疾病、包括癌症在内的过度增殖障碍以及骨髓增殖性疾病。
  • METHOD OF PREPARATION OF STEREOSPECIFIC QUINONE DERIVATIVES
    申请人:Mehta Dilip S.
    公开号:US20150126763A1
    公开(公告)日:2015-05-07
    The description provides processes for the regio and stereospecific synthesis of polyprenylatedquinone derivatives, such as Vitamin K1, K2 and Ubiquinone, exploiting dithioacetals, especially 1,3-dithiane, mediated Umpolung chemistry which works along a new concept “Inhibiting resonance delocalization (IRD)” to overcome isomerization generated due to delocalization of allyliccarbanion on the π-electron cloud of an allylic systems by the conventional synthesis.
    该描述提供了多种聚戊二烯醌衍生物的区域和立体特异性合成过程,例如维生素K1、K2和辅酶Q,利用二硫代缩醛,特别是1,3-二硫代环戊烷,介导的Umpolung化学,该化学沿着一个新概念“抑制共振离域化(IRD)”工作,以克服由于烯丙基碳负离子在烯丙基体系的π电子云上的离域化而产生的异构化,这是传统合成无法解决的。
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