3-carbomethoxy-1,2-naphthoquinone | 89509-95-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-carbomethoxy-1,2-naphthoquinone
• 英文别名: methyl 3,4-dioxo-3,4-dihydronaphthalene-2-carboxylate；3-Methoxycarbonyl-1,2-naphthochinon；3,4-dioxo-3,4-dihydro-[2]naphthoic acid methyl ester；3,4-Dioxo-3,4-dihydro-[2]naphthoesaeure-methylester；Naphthochinon-(1.2)-carbonsaeure-(3)-methylester；methyl 3,4-dioxonaphthalene-2-carboxylate
• CAS: 89509-95-5
• 化学式: C₁₂H₈O₄
• 分子量: 216.193
• InChiKey: SHCIHWKSJVAFEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-carbomethoxy-1,2-naphthoquinone 在 吡啶 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 4-allyl-3-carbomethoxynaphthalene-1,2-diyl diacetate
  参考文献：
  名称：

  Reactions of 1,2-naphthoquinones with allyltrialkyltins

  摘要：

  DOI：

  10.1021/jo00185a003
• 作为产物：
  描述：

  3,4-Dihydroxy-naphthoesaeure-(2)-methylester 在 mercury(II) diacetate 作用下， 生成 3-carbomethoxy-1,2-naphthoquinone
  参考文献：
  名称：

  Pracejus, Justus Liebigs Annalen der Chemie, 1956, vol. 601, p. 61,79

  摘要：

  DOI：

文献信息

• Reactions between Pentadienyltins and 1,2-Naphthoquinones, Regiocontrolled Introduction of Pentadienyl Group
  作者：Yutaka Nishigaichi、Akio Takuwa

  DOI：10.1246/cl.1990.1575

  日期：1990.9

  efficiently pentadienylated at their 4-position with usa of pentadienyltin (PDT) reagents. Regiochemistry of the introduced pentadienyl moiety, α, γ, or e position of the PDT, was controlled by both the reaction conditions and the reactants.

  使用戊二烯基锡 (PDT) 试剂将 1,2-萘醌在其 4 位有效地戊二烯基化。引入的戊二烯基部分、α、γ 或 PDT 的 e 位的区域化学受反应条件和反应物的控制。
• Construction of C‐N Atropisomers by Aminocatalytic Enantioselective Addition of Indole‐2‐carboxaldehydes to <i>o</i> ‐Quinone Derivatives
  作者：Vasco Corti、Mathias Kirk Thøgersen、Valdemar Juel Enemærke、Nomaan M. Rezayee、Casper L. Barløse、Karl Anker Jørgensen

  DOI：10.1002/chem.202202395

  日期：2022.10.26

  You (don't) spin me right ‘round, baby, right ‘round. A new organocatalytic atroposelective method for the construction of C−N atropisomers is presented. The newly developed F-substituted aminocatalyst, with an increased outer-sphere steric control, enables the atroposelective formation of the desired product, which feature interesting biological motifs.

  你（不要）让我转圈，宝贝，转圈。提出了一种用于构建C-N阻转异构体的有机催化阻转异构体的新方法。新开发的 F 取代氨基催化剂具有增强的外球空间位阻控制，能够选择性地形成具有有趣生物基序的所需产物。
• Moehlau; Kriebel, Chemische Berichte, 1895, vol. 28, p. 3092
  作者：Moehlau、Kriebel

  DOI：——

  日期：——
• Multiple Oxo-Vanadium Schiff Base Containing Cyclotriphosphazene as a Robust Heterogeneous Catalyst for Regioselective Oxidation of Naphthols and Phenols to Quinones
  作者：Praveen K. Khatri、Suman L. Jain

  DOI：10.1007/s10562-012-0852-y

  日期：2012.8

  Grafting of multiple oxo-vanadium Schiff base moieties to cyclotriphosphazene provided an efficient and recyclable heterogeneous catalyst for the regioselective oxidation of naphthols and phenols to quinones by using t-butylhydroperoxide as oxidant. One of the main advantages of the developed catalyst was the presence of multiple oxo-vanadium moieties in close proximity which made the developed catalyst more active as compared to its homogeneous oxo-vanadium Schiff base. After the reaction, the catalyst was easily recovered from the reaction mixture by simple filtration and reused for five runs without loss in activity.
• Gradenwitz, Chemische Berichte, 1894, vol. 27, p. 2623
  作者：Gradenwitz

  DOI：——

  日期：——