5-methyltetracene | 14214-56-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: 5-methyltetracene
• 英文别名: 5-Methyltetracen；5-Methylnaphthacene
• CAS: 14214-56-3
• 化学式: C₁₉H₁₄
• 分子量: 242.32
• InChiKey: WBLVPEOSMJVSTE-UHFFFAOYSA-N

物化性质

• 熔点：
  160 °C
• 沸点：
  449.4±12.0 °C(Predicted)
• 密度：
  1.164±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  并四苯 在 一水合肼 、 邻二氯苯 、 N-甲基甲酰苯胺 、 三氯氧磷 、 二乙二醇 作用下， 反应 2.0h， 生成 5-methyltetracene
  参考文献：
  名称：

  Buu-Hoi; Lavit, Recueil des Travaux Chimiques des Pays-Bas, 1957, vol. 76, p. 674,678

  摘要：

  DOI：

文献信息

• Equilibrium Between Methyl-Acences and Methylenedihydroacenes
  作者：E. CLAR、J. W. WRIGHT

  DOI：10.1038/163921a0

  日期：1949.6

  TAUTOMERISM beween methyl-acenes (I, II, III, IV, V) and methylene-dihydroacenes (la, Ila, IIIa, IVa, Va, respectively) has often been postulated to explain side -chain reactivity of aromatic compounds but hitherto no methylene-dihydroacene has beprt isolated. This weakness in the hypothesis has rfow been removed by the synthesis of pure 6-methylene-6 : 13-dihydropentacene (Va). The 'anellation principle'1

  甲基并苯（I、II、III、IV、V）和亚甲基二氢并苯（分别为 Ia、IIa、IIIa、IVa、Va）之间的互变异构经常被假定来解释芳香族化合物的侧链反应性，但迄今为止没有亚甲基-二氢并苯已经分离。合成纯 6-亚甲基-6 : 13-二氢并五苯 (Va) 消除了假设中的这一弱点。“烷化原理”1要求并苯系列的性质逐渐转变，因此可以推断，（IV）、（III）、（II）和（I）也将包含相应的亚甲基形式，但呈递减的比例。
• 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.
• Facile Synthesis of Polycyclic Aromatic Hydrocarbons: Brønsted Acid Catalyzed Dehydrative Cycloaromatization of Carbonyl Compounds in 1,1,1,3,3,3-Hexafluoropropan-2-ol
  作者：Takeshi Fujita、Ikko Takahashi、Masaki Hayashi、Jingchen Wang、Kohei Fuchibe、Junji Ichikawa

  DOI：10.1002/ejoc.201601406

  日期：2017.1.10

  The cycloaromatization of aromatic aldehydes and ketones was readily achieved by using a Bronsted acid catalyst in 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP). In the presence of a catalytic amount of trifluoromethanesulfonic acid, biaryl-2-ylacetaldehydes and 2-benzylbenzaldehydes underwent sequential intramolecular cationic cyclization and dehydration to afford phenacenes and acenes, respectively. Furthermore

  通过在 1,1,1,3,3,3-六氟丙-2-醇 (HFIP) 中使用布朗斯台德酸催化剂，可以很容易地实现芳香醛和酮的环芳构化。在催化量的三氟甲磺酸存在下，联芳基-2-基乙醛和2-苄基苯甲醛依次进行分子内阳离子环化和脱水，分别得到非并苯和并苯。此外，在 α 位带有环戊烯部分的联芳基-2-基乙醛经历了前所未有的环芳构化，包括扩环以提供三亚苯。HFIP 通过抑制副反应有效地促进了环化，这可能是阳离子中间体稳定的结果。
• 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.