(2-甲基苯基)萘-2-羧酸酯 | 88639-91-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: (2-甲基苯基)萘-2-羧酸酯
• 英文名称: o-tolyl 2-naphthoate
• 英文别名: 2-methylphenyl 2-naphthoate；2-MPN；[2]naphthoic acid o-tolyl ester；[2]Naphthoesaeure-o-tolylester；o-tolyl-2-naphthyl carboxylate；2-Methylphenyl naphthalene-2-carboxylate；(2-methylphenyl) naphthalene-2-carboxylate
• CAS: 88639-91-2
• 化学式: C₁₈H₁₄O₂
• 分子量: 262.308
• InChiKey: UEMAZHYHANXBBG-UHFFFAOYSA-N

物化性质

• 熔点：
  86-87 °C
• 沸点：
  462.6±24.0 °C(Predicted)
• 密度：
  1.174±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  20
• 可旋转键数：
  3
• 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

反应信息

• 作为反应物：
  描述：

  (2-甲基苯基)萘-2-羧酸酯 在 bis(1,5-cyclooctadiene)nickel (0) 、 3,4-bis(dicyclohexylphosphino)thiophene 、 zinc diacetate 、 nickel diacetate 、 sodium phosphate 、 锌 作用下， 以 甲苯 为溶剂， 反应 48.0h， 生成 4-methoxyphenyl propyl sulfide
  参考文献：
  名称：

  Ni催化芳基交换反应合成芳基硫化物

  摘要：

  通过芳基硫化物与多种芳基亲电试剂之间的芳基交换反应，开发了镍催化芳基硫化物合成。通过使用2-吡啶基硫醚作为硫化物供体，该反应实现了芳基硫化物的合成，而无需使用有臭味和有毒的硫醇。使用能够裂解和形成芳基-S 键的 Ni/dcypt 催化剂对于 2-吡啶基硫化物和芳基亲电试剂之间的芳基交换反应很重要，包括芳族酯、芳醇衍生物和芳基卤化物。机理研究表明，Ni/dcypt 可以同时进行芳基硫化物和芳族酯的氧化加成，然后在生成的芳基-Ni-SR 和芳基-Ni-OAr 物种之间进行配体交换，以提供芳基交换化合物。

  DOI：

  10.1021/jacs.1c04215
• 作为产物：
  描述：

  2-氯萘 在 bis(1,5-cyclooctadiene)nickel (0) 、 3,4-bis(dicyclohexylphosphino)thiophene 、 锌 作用下， 以 甲苯 为溶剂， 反应 36.0h， 生成 (2-甲基苯基)萘-2-羧酸酯
  参考文献：
  名称：

  Ni催化芳基交换反应合成芳基硫化物

  摘要：

  通过芳基硫化物与多种芳基亲电试剂之间的芳基交换反应，开发了镍催化芳基硫化物合成。通过使用2-吡啶基硫醚作为硫化物供体，该反应实现了芳基硫化物的合成，而无需使用有臭味和有毒的硫醇。使用能够裂解和形成芳基-S 键的 Ni/dcypt 催化剂对于 2-吡啶基硫化物和芳基亲电试剂之间的芳基交换反应很重要，包括芳族酯、芳醇衍生物和芳基卤化物。机理研究表明，Ni/dcypt 可以同时进行芳基硫化物和芳族酯的氧化加成，然后在生成的芳基-Ni-SR 和芳基-Ni-OAr 物种之间进行配体交换，以提供芳基交换化合物。

  DOI：

  10.1021/jacs.1c04215

文献信息

• Ester Transfer Reaction of Aromatic Esters with Haloarenes and Arenols by a Nickel Catalyst
  作者：Ryota Isshiki、Naomi Inayama、Kei Muto、Junichiro Yamaguchi

  DOI：10.1021/acscatal.0c00291

  日期：2020.3.6

  transfer reaction of aromatic esters with aryl halides/arenols was developed. The present reaction can transfer an ester functional group from certain aromatic esters to haloarenes. This ester transfer reaction involves two oxidative additions—one from the C–C bond of the aromatic ester and one from the C–halogen bond of haloarenes—onto a nickel catalyst. The utilization of a Ni/dcypt catalyst capable

  开发了芳族酯与芳基卤化物/芳烃的催化酯转移反应。本反应可以将酯官能团从某些芳族酯转移至卤代芳烃。这种酯转移反应涉及到镍催化剂上的两种氧化加成反应（一种是芳香族酯的C–C键，另一种是卤代芳烃的C–卤素键）。使用能够裂解两个化学键的Ni / dcypt催化剂是反应进展的关键。此外，基于萘酚的芳基亲电试剂也可通过C–O键活化而应用于催化体系。
• Decarbonylative C–H Coupling of Azoles and Aryl Esters: Unprecedented Nickel Catalysis and Application to the Synthesis of Muscoride A
  作者：Kazuma Amaike、Kei Muto、Junichiro Yamaguchi、Kenichiro Itami

  DOI：10.1021/ja306062c

  日期：2012.8.22

  A nickel-catalyzed decarbonylative C-H biaryl coupling of azoles and aryl esters is described. The newly developed catalytic system does not require the use of expensive metal catalysts or silver- or copper-based stoichiometric oxidants. We have successfully applied this new C-H arylation reaction to a convergent formal synthesis of muscoride A.
• COMPOUND PROTECTING AGAINST ULTRAVIOLET
  申请人：Lead Chemical Co. Ltd.

  公开号：EP1561743B1

  公开（公告）日：2017-01-04
• A new algorithm for generalized optimal discriminant vectors
  作者：Xiaojun Wu、Yang Jingyu、Shitong Wang、Guo Yuefei、Qiying Cao

  DOI：10.1007/bf02947310

  日期：2002.5

  A study has been conducted on the algorithm of solving generalized optimal set of discriminant vectors in this paper. This paper proposes an analytical algorithm of solving generalized optimal set of discriminant vectors theoretically for the first time. A lot of computation time can be saved because all the generalized optimal sets of discriminant vectors can be obtained simultaneously with the proposed algorithm, while it needs no iterative operations. The proposed algorithm can yield a much higher recognition rate. Furthermore, the proposed algorithm overcomes the shortcomings of conventional human face recognition algorithms which were effective for small sample size problems only. These statements are supported by the numerical simulation experiments on facial database of ORL.
• Singularity analysis of geometric constraint systems
  作者：Xiaobo Peng、Liping Chen、Fanli Zhou、Ji Zhou

  DOI：10.1007/bf02947309

  日期：2002.5

  Singularity analysis is an important subject of the geometric constraint satisfaction problem. In this paper, three kinds of singularities are described and corresponding identification methods are presented for both under-constrained systems and over-constrained systems. Another special but common singularity for under-constrained geometric systems, pseudo-singularity, is analyzed. Pseudo-singularity is caused by a variety of constraint matching of under-constrained systems and can be removed by improving constraint distribution. To avoid pseudo-singularity and decide redundant constraints adaptively, a differentiation algorithm is proposed in the paper. Its correctness and efficiency have been validated through its practical applications in a 2D/3D geometric constraint solver CBA.