methoxy-2 methyl-9 anthracene | 42298-27-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: methoxy-2 methyl-9 anthracene
• 英文别名: 2-methoxy-9-methylanthracene；9-Methyl-2-methoxy-anthracen；9-Methy-2-methoxyanthracen
• CAS: 42298-27-1
• 化学式: C₁₆H₁₄O
• 分子量: 222.287
• InChiKey: HZUXRFOYCGKDOF-UHFFFAOYSA-N

物化性质

• 熔点：
  142 °C(Solv: cyclohexane (110-82-7))
• 沸点：
  390.7±11.0 °C(Predicted)
• 密度：
  1.122±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  methoxy-2 methyl-9 anthracene 在 氢氧化钾 、 四氯化钛 、 一水合肼 作用下， 以 二氯甲烷 为溶剂， 反应 3.67h， 生成 methoxy-2 dimethyl-9,10 anthracene
  参考文献：
  名称：

  Bilger, Christine; Demerseman, Pierre; Royer, Rene, Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 565 - 570

  摘要：

  DOI：
• 作为产物：
  描述：

  2-methoxyanthracene 在 氢氧化钾 、 吡啶盐酸盐 、 四氯化钛 、 potassium carbonate 、 一水合肼 作用下， 以 丙酮 为溶剂， 反应 6.75h， 生成 methoxy-2 methyl-9 anthracene
  参考文献：
  名称：

  Bilger, Christine; Demerseman, Pierre; Royer, Rene, Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 565 - 570

  摘要：

  DOI：

文献信息

• 비스무트 촉매를 이용한 안트라센 유도체의 제조방법
  申请人：KNU-Industry Cooperation Foundation 강원대학교산학협력단(220040088571) BRN ▼221-82-10213

  公开号：KR101546374B1

  公开（公告）日：2015-08-24

  본 발명은 비스무트 촉매를 이용한 안트라센 유도체의 제조방법에 관한 것으로, 비스무트 촉매 및 산 첨가제를 이용하여 간단하고 효율적으로 안트라센 유도체를 제조방법에 관한 것이다. 상기 제조방법은 비스무트 촉매 및 산 첨가제를 사용함에 따라 짧은 시간에 고수율로 목적물질을 얻을 수 있고, 이때 제조된 안트라센 유도체는 의약품 및 농약을 포함하는 정밀화학 중간체 및 광학 성질을 가지는 다양한 고분자 물질의 합성에 이용될 수 있다.

  This invention relates to a method for producing anthracene derivatives using bismuth catalysts, wherein the method utilizes bismuth catalysts and acid additives to efficiently produce anthracene derivatives. The production method allows for obtaining the target material at a high yield in a short time by using bismuth catalysts and acid additives. The anthracene derivatives produced by this method can be used in the synthesis of various high molecular substances with precise chemical properties, including pharmaceuticals, pesticides, and optical properties.
• Pyridoxal Model Compounds. I. The Regioselective Formylation of Methoxy-substituted Aromatic Compounds
  作者：Masaaki Iwata、Sakae Emoto

  DOI：10.1246/bcsj.47.1687

  日期：1974.7

  9-Substituted 2-methoxyanthracenes (IVa–d) and -triptycenes (Va, b), and 3-substituted anisoles (VIa, b) were formylated by the use of the Vilsmeier-Haack method (Method A) and the metallation method using n-butyllithium (Method B). By the Method A, IVa–c, Vs’, and VIs’ were regioselectively formylated at C-1, C-3, and C-6 respectively, without exception, while by the Method B IVa–c, Va, VIa, and VIb

  通过使用 Vilsmeier-Haack 方法（方法 A）和金属化方法，将 9-取代的 2-甲氧基蒽 (IVa-d) 和 -triptycenes (Va, b) 以及 3-取代的苯甲醚 (VIa, b) 甲酰化正丁基锂（方法 B）。通过方法 A，IVa–c、Vs' 和 VIs' 无一例外地分别在 C-1、C-3 和 C-6 处区域选择性甲酰化，而通过方法 B，IVa–c、Va、VIa 和VIb 分别在 C-3、C-3、C-2 和 C-6 处区域选择性甲酰化，Vb 分别以 10:1 的比例生成 C-1 和 C-3 甲酰化衍生物。提出并讨论了与区域选择性发生有关的可能过渡态。
• Bismuth-catalyzed synthesis of anthracenes via cycloisomerization of o-alkynyldiarylmethane
  作者：Jungmin Park、Hyuck Choi、Deug-Chan Lee、Kooyeon Lee

  DOI：10.1016/j.tetlet.2015.10.111

  日期：2015.12

  In this study, anthracenes were efficiently synthesized from o-alkynyldiarylmethane using a novel method that exploits the synergistic effect between Bi(OTf)3 as the catalyst, and trifluoroacetic acid (TFA). Through this reaction, we achieved the rapid and efficient synthesis of anthracenes bearing various functional groups under mild conditions.

  在这项研究中，蒽利用一种新颖的方法从邻-炔基二芳基甲烷中高效合成，该方法利用了Bi（OTf）3作为催化剂与三氟乙酸（TFA）的协同作用。通过该反应，我们在温和条件下实现了快速高效合成具有各种官能团的蒽。
• Flexible and Practical Synthesis of Anthracenes through Gold-Catalyzed Cyclization of<i>o</i>-Alkynyldiarylmethanes
  作者：Chao Shu、Cheng-Bin Chen、Wei-Xi Chen、Long-Wu Ye

  DOI：10.1021/ol402713g

  日期：2013.11

  A concise gold-catalyzed method for the preparation of anthracenes from o-alkynyldiarylmethanes has been developed. Under mild reaction conditions, versatile anthracene derivatives were formed in moderate to good yields. The high flexibility, broad substrate scope, and mild nature of this reaction render it a viable alternative for the synthesis of anthracenes.
• BILGER, CHRISTINE;DEMERSEMAN, PIERRE;ROYER, RENE, J. HETEROCYCL. CHEM., 24,(1987) N 3, 565-569
  作者：BILGER, CHRISTINE、DEMERSEMAN, PIERRE、ROYER, RENE

  DOI：——

  日期：——