2,5-环己二烯-1,4-二酮,2,5-二(乙酰氧基)- | 16523-32-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,5-环己二烯-1,4-二酮,2,5-二(乙酰氧基)-
• 英文名称: 2,5-diacetoxy-p-benzoquinone
• 英文别名: 3,6-Dioxocyclohexa-1,4-diene-1,4-diyl diacetate；(4-acetyloxy-3,6-dioxocyclohexa-1,4-dien-1-yl) acetate
• CAS: 16523-32-3
• 化学式: C₁₀H₈O₆
• 分子量: 224.17
• InChiKey: NAWAHSSRMQMAFB-UHFFFAOYSA-N

物化性质

• 熔点：
  150-155 °C (decomp)
• 沸点：
  361.8±42.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  86.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,5-环己二烯-1,4-二酮,2,5-二(乙酰氧基)- 在 sodium hydroxide 作用下， 生成 2,5-二羟基-3-十三基-[1,4]苯醌
  参考文献：
  名称：

  Reaction of organoboranes with 2,5-dihydroxy-1,4-benzoquinone and related compounds, and its application to the synthesis of rapanone

  摘要：

  DOI：

  10.1021/jo00419a047
• 作为产物：
  描述：

  2,5-二羟基-1,4-苯喹酮 以 苯 为溶剂， 反应 13.0h， 生成 2,5-环己二烯-1,4-二酮,2,5-二(乙酰氧基)-
  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

• Preparation and Structure-Activity Relationships of Novel Asterriquinone Derivatives.
  作者：Akira KAJI、Kengo KIMURA、Masanori TERANISHI、Noriki KIRIYAMA、Masaaki NOMURA、Ken-ichi MIYAMOTO

  DOI：10.1248/cpb.46.1325

  日期：——

  Asterriquinone (ARQ, 1a) is an antitumor metabolite of Aspergillus terreus IFO 6123. To gain insight into the structure-activity relationships of ARQ, a series of chemically modified derivatives (1-6), the ARQ analogues (b-e) and the 2, 5-dihydroxy-p-bezoquinone analogues (f-h), were prepared, and cytotoxic acitivity against mouse leukemia P388 cells investigated. Results indicated that : 1) at least one hydroxy group or acetoxy group in the p-benzoquinone moiety is important to exhibit cytotoxicity; 2) in the p-benzoquinone moiety, a single methoxy group and/or one aceotxy group substitution showed more potent cytotoxicity than when two hydroxy groups are substituted (1); 3) the indole ring is important for the cytotoxicity of ARQ analogues; 4) the 1, 1-dimethly-2-propenyl group in the indole ring is not important for the cytotoxic activity of ARQ.

  Asterriquinone (ARQ, 1a) 是青霉菌 (Aspergillus terreus IFO 6123) 的一种抗肿瘤代谢产物。为了深入了解 ARQ 的结构-活性关系，准备了一系列化学修饰的衍生物 (1-6)，ARQ 同源物 (b-e) 和 2, 5-二羟基-p-苯醌同源物 (f-h)，并研究了其对小鼠白血病 P388 细胞的细胞毒性活性。结果表明：1）在 p-苯醌部分至少需要一个羟基或乙酰氧基才能表现出细胞毒性；2）在 p-苯醌部分，单个甲氧基和/或一个乙酰氧基的取代比两个羟基取代时表现出更强的细胞毒性 (1)；3）吲哚环对 ARQ 同源物的细胞毒性具有重要作用；4）吲哚环中的 1, 1-二甲基-2-丙烯基对 ARQ 的细胞毒性活性并不重要。
• Partial Deacetylation of Asterriquinone Diacetate by Aqueous Sodium Bicarbonate in Pyridine.
  作者：Akira KAJI、Kengo KIMURA、Tomoki IWATA、Noriki KIRIYAMA

  DOI：10.1248/cpb.43.1818

  日期：——

  Asterriquinone (ARQ); 2, 5-bis[1-(1, 1-dimethyl-2-propenyl)-1H-indol-3-yl]-3, 6-dihydroxy-2, 5-cyclohexadiene-1, 4-dione and ARQ monoacetate are metabolites from mycelium of Aspergillus terreus IFO 6123. ARQ diacetate was converted into ARQ monoacetate by treatment with 5% aq. NaHCO3 in pyridine at 80°C for 5 min, and the yield was 93.4%. Similarly, by treatment with 5% aq. NaHCO3 in acetone at room temperature, 2, 5-diacetoxy-p-xyloquinone and 2, 5-diacetoxy-p-benzoquinone were converted into 2-acetoxy-5-hydroxy-p-xyloquinone (yield, 85.8%) and 2-acetoxy-5-hydroxy-p-benzoquinone (yield, 66.7%), respectively.

  阿斯特里奎酮（ARQ）；2, 5-bis[1-(1, 1-二甲基-2-丙烯基)-1H-吲哚-3-基]-3, 6-二羟基-2, 5-环己二烯-1, 4-二酮和ARQ单乙酸酯是来自干酪芽孢杆菌（Aspergillus terreus）IFO 6123的代谢产物。ARQ二乙酸酯在80°C下用5%水合NaHCO3在吡啶中处理5分钟，转化为ARQ单乙酸酯，产率为93.4%。同样，通过在室温下用5%水合NaHCO3在丙酮中处理，2, 5-二乙氧基-p-木酚醌和2, 5-二乙氧基-p-苯醌分别转化为2-乙氧基-5-羟基-p-木酚醌（产率为85.8%）和2-乙氧基-5-羟基-p-苯醌（产率为66.7%）。
• 1H and13C NMR spectral data for a tricyclic derivative of a Diels-Alder adduct
  作者：Susimaire Pedersoli、Mauricio Gomes Constantino、Gil Valdo José da Silva

  DOI：10.1002/mrc.1714

  日期：2006.1

  A complete NMR analysis with full assignment for 1H and 13C NMR spectral data for 5‐(acetyloxy)‐3‐hydroxy‐9,10‐dimethoxy‐6‐oxo‐11‐oxatricyclo[6.2.1.02,7]undec‐2‐yl acetate (8) is described. This compound was prepared by rapid hydrogenation of the unstable Diels–Alder adduct obtained from the reaction between 3,4‐dimethoxyfuran (4) and 2,5‐diacetoxy‐1,4‐benzoquinone (5). Full homonuclear hydrogen coupling

  5-(乙酰氧基)-3-羟基-9,10-二甲氧基-6-氧代-11-氧杂三环[6.2.1.02,7] undec-2-yl 1H和13C NMR光谱数据的完整核磁共振分析描述了醋酸盐 (8)。该化合物是通过快速氢化从 3,4-二甲氧基呋喃 (4) 和 2,5-二乙酰氧基-1,4-苯醌 (5) 之间反应获得的不稳定 Diels-Alder 加合物制备的。进行全同核氢耦合常数测量和分子力学计算以确定相对立体化学。版权所有 © 2005 John Wiley & Sons, Ltd.
• PATTERN FORMING METHOD
  申请人：HANEDA Yuya

  公开号：US20120249664A1

  公开（公告）日：2012-10-04

  A pattern forming method includes: performing a first droplet ejection step by ejecting droplets containing 0.1%-2% polysiloxane by mass onto a substrate; performing a first layer forming step by solidifying the droplets ejected onto the substrate so that a first layer is formed; performing a second droplet ejection step by ejecting more droplets over the first layer; and performing a second layer forming step by solidifying the droplets ejected onto the first layer so that a second layer is formed.

  一种形成图案的方法包括：通过将含有0.1％-2％聚硅氧烷的液滴喷射到基板上执行第一液滴喷射步骤；通过固化喷射到基板上的液滴以形成第一层执行第一层形成步骤；通过在第一层上喷射更多的液滴执行第二液滴喷射步骤；通过固化喷射到第一层上的液滴以形成第二层执行第二层形成步骤。
• POLYMERIZABLE COMPOUND AND CURABLE COMPOSITION COMPRISING SAME
  申请人：Ooga Kazuhiko

  公开号：US20120232183A1

  公开（公告）日：2012-09-13

  Provided are a polymerizable compound, a photocurable composition, and a photocurable moisture-proof insulating coating material for mounting circuit boards, which reduce environmental impact, excel in surface curability at low irradiation dose, and have high adhesion to substrate materials. The compound according to the present invention has a structural unit derived from a dimerdiol and has, as an end group, a group represented by formula (1): wherein R 1 represents H or CH 3 and R 2 represents a hydrocarbon group having 2 to 12 carbon atoms, at an end thereof. Preferably, the compound has, as end groups, the group represented by formula (1) and a group represented by formula (2): wherein R 3 s each independently represent CH 3 or CH 2 CH 3 , and R 4 represents a hydrocarbon group having 3 to 9 carbon atoms, at the end thereof. The structure having the structural unit derived from a dimerdiol is preferably represented by formula (3):

  本发明提供了一种可聚合化合物、一种光固化组合物和一种用于安装电路板的光固化防潮绝缘涂料材料，其减少环境影响，在低辐射剂量下具有优异的表面固化性能，并且对基材具有高粘附性。本发明的化合物具有从二聚醇衍生的结构单元，并具有式（1）所表示的基团作为末端基团，其中R1代表H或CH3，R2代表具有2到12个碳原子的烃基，在其末端。最好的情况是，该化合物具有由式（1）和式（2）所表示的基团作为末端基团：其中R3各自独立地表示 或CH2 ，R4表示具有3到9个碳原子的烃基，在其末端。具有从二聚醇衍生的结构单元的结构最好是由式（3）所表示的。