2-菲甲酸甲酯 | 25308-63-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 中文名称: 2-菲甲酸甲酯
• 中文别名: 菲-2-羧酸甲酯
• 英文名称: methyl phenanthrene-2-carboxylate
• CAS: 25308-63-8
• 化学式: C₁₆H₁₂O₂
• 分子量: 236.27
• InChiKey: ATXRQOKSTOTYJH-UHFFFAOYSA-N

物化性质

• 熔点：
  96-96.5 °C
• 沸点：
  176 °C(Press: 0.4 Torr)
• 密度：
  1.208

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  2-菲甲酸甲酯 在 lithium aluminium tetrahydride 作用下， 生成 2-羟甲基菲
  参考文献：
  名称：

  548.某些芳基甲基氯的溶剂分解速率，以及对该反应和类似反应的简单分子轨道处理

  摘要：

  DOI：

  10.1039/jr9560002789
• 作为产物：
  描述：

  菲 在 sodium hypochlorite 、 三氯化铝 、 硫酸 、 硝基苯 作用下， 生成 2-菲甲酸甲酯
  参考文献：
  名称：

  Semantic aspects of morphological processing: Transparency effects in Serbian

  摘要：

  We examined the contribution of semantics to morphological facilitation in the visual lexical decision task at two stimulus onset asynchronies (SOAs) with Serbian materials. Primes appeared in Roman or Cyrillic characters. Targets always were printed in Roman. When primes were presented at an SOA of 250 msec, decision latencies to verbal targets (e.g., VOLIM) showed greatest facilitation after inflectionally (e.g., VOLE) related primes, significantly less after semantically transparent derived primes (e.g., ZAVOLE), and less again after semantically opaque derived primes (e.g., PREVOLE). Latencies after semantically transparent and opaque derived target words did not differ at an SOA of 48 msec. Both were slower than after inflectionally related primes. Stated generally, effects of semantic transparency among derivationally related verb forms were evident at long SOAs, but not at short ones. Under alphabet-alternating conditions, magnitudes of facilitation were greater overall, but the pattern was similar. The outcome suggests that restricted processing time for the prime limits the contribution of semantics to morphological processing and calls into question accounts that posit a task-invariant semantic criterion for morphological decomposition within the lexicon.

  DOI：

  10.3758/bf03194964

文献信息

• A Combined Experimental and Computational Study on the Cycloisomerization of 2-Ethynylbiaryls Catalyzed by Dicationic Arene Ruthenium Complexes
  作者：Yoshihiko Yamamoto、Kazuma Matsui、Masatoshi Shibuya

  DOI：10.1002/chem.201500248

  日期：2015.5.4

  Ruthenium‐catalyzed cycloisomerization of 2‐ethynylbiaryls was investigated to identify an optimal ruthenium catalyst system. A combination of [η6‐(p‐cymene)RuCl2(PR3)] and two equivalents of AgPF6 effectively converted 2‐ethynylbiphenyls into phenanthrenes in chlorobenzene at 120 °C over 20 h. Moreover, 2‐ethynylheterobiaryls were found to be favorable substrates for this ruthenium catalysis, thus

  研究了钌催化的2-乙炔基联芳基的环异构化反应，以确定最佳的钌催化剂体系。的组合[η 6 - （p -cymene）的RuCl 2（PR 3）]和AgPF两个当量6有效地在120℃下经20小时转化2- ethynylbiphenyls成菲在氯苯。此外，发现2-乙炔基杂联芳基是该钌催化的有利底物，从而实现了先前未使用的杂环底物的环异构化。此外，进行了一些控制实验和模型配合物的DFT计算，以提出合理的反应机理。
• Reactions of K-region oxides of carcinogenic and noncarcinogenic aromatic hydrocarbons. Comparative studies on reactions with nucleophiles and acid-catalyzed reactions.
  作者：TOSHIHIKO OKAMOTO、KOICHI SHUDO、NAOKI MIYATA、YOSHIYASU KITAHARA、SHUNJI NAGATA

  DOI：10.1248/cpb.26.2014

  日期：——

  Several K-region arene oxides of carcinogenic and noncarcinogenic polycyclic aromatic hydrocarbons were synthesized, and their reactivities with various nucleophiles and their acid-catalyzed reactions were discussed. Relationship between these chemical reactivities and mutagenicity was also discussed.

  合成了几种致癌和非致癌多环芳烃的 K 区芳烃氧化物，并讨论了它们与各种亲核物的反应活性及其酸催化反应。还讨论了这些化学反应性与致突变性之间的关系。
• Visible-Light-Mediated Synthesis of Phenanthrenes through Successive Photosensitization and Photoredox by a Single Organocatalyst
  作者：Tanumoy Mandal、Samrat Mallick、Nidhi Kumari、Suman De Sarkar

  DOI：10.1021/acs.orglett.2c03612

  日期：2022.11.18

  An efficient approach for the synthesis of phenanthrene scaffolds by utilizing the dual catalytic activity of an organo-photocatalyst is documented. The controlled cascade transformation proceeds via in situ diazotization followed by olefin isomerization and subsequent arene radical generation through photoreduction. The overall process demonstrates both the photosensitization and photoredox properties

  记录了一种利用有机光催化剂的双重催化活性合成菲支架的有效方法。受控的级联转化通过原位重氮化进行，然后是烯烃异构化，随后通过光还原产生芳烃自由基。整个过程展示了单一有机光催化剂的光敏化和光氧化还原特性，并以高精度和高效性促进了所需的分子内环化。在此背景下，采用了未充分开发的有机催化剂吖啶橙碱，并记录了催化剂与底物之间的光物理相互作用以及详细的反应动力学。
• 548. The rates of solvolysis of certain arylmethyl chlorides, and a simple molecular-orbital treatment of this and similar reactions
  作者：M. J. S. Dewar、R. J. Sampson

  DOI：10.1039/jr9560002789

  日期：——
• 1-Phenylisobenzofuran, 1-phenylnaphtho[2,3-c]furan, 1-phenylnaphtho[1,2-c]furan, and 3-phenylnaphtho[1,2-c]furan via cyclic hemiaminal, hemiacetal, and acetal precursors
  作者：James G. Smith、Deryn E. Fogg、Ian J. Munday、Richard E. Sandborn、Peter W. Dibble

  DOI：10.1021/jo00248a009

  日期：1988.6