(1-溴-6-甲基-[2]萘基)-甲基醚 | 17579-75-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: (1-溴-6-甲基-[2]萘基)-甲基醚
• 英文名称: 1-bromo-2-methoxy-6-methylnaphthalene
• CAS: 17579-75-8
• 化学式: C₁₂H₁₁BrO
• 分子量: 251.123
• InChiKey: ZGOXSHANWHYJDP-UHFFFAOYSA-N

物化性质

• 熔点：
  67 °C(Solv: ethanol (64-17-5))
• 沸点：
  185-190 °C(Press: 3 Torr)
• 密度：
  1.395±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  (1-溴-6-甲基-[2]萘基)-甲基醚 在 sodium hydroxide 、 氢溴酸 、 镍 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 6-甲基萘-2-醇
  参考文献：
  名称：

  Sy,M.; Oiry,J., Bulletin de la Societe Chimique de France, 1967, p. 3759 - 3763

  摘要：

  DOI：
• 作为产物：
  描述：

  1-bromo-6-(chloromethyl)-2-methoxynaphthalene 在 溶剂黄146 、 锌 作用下， 生成 (1-溴-6-甲基-[2]萘基)-甲基醚
  参考文献：
  名称：

  Sy,M.; Oiry,J., Bulletin de la Societe Chimique de France, 1967, p. 3759 - 3763

  摘要：

  DOI：

文献信息

• Palladium-Catalyzed Enantioselective Synthesis of 2-Aryl Cyclohex-2-enone Atropisomers: Platform Molecules for the Divergent Synthesis of Axially Chiral Biaryl Compounds
  作者：Chongqing Pan、Zixi Zhu、Mingkai Zhang、Zhenhua Gu

  DOI：10.1002/anie.201701467

  日期：2017.4.18

  The palladium‐catalyzed asymmetric synthesis of enone‐based atropisomers from 2‐iodo‐3‐methylcyclohex‐2‐enones and aryl boronic acid is reported. BoPhoz‐type phosphine–aminophosphine ligands showed superior enantioselectivity over other ligands. These cyclohexenone‐based atropisomers are useful compounds for further elaboration. The divergent synthesis of biaryl atropisomers with different ortho substituents

  据报道，钯催化从2-碘-3-甲基环己-2-烯酮和芳基硼酸不对称合成基于烯酮的阻转异构体。BoPhoz型膦-氨基膦配体表现出优于其他配体的对映选择性。这些基于环己烯酮的阻转异构体是用于进一步完善的有用化合物。证明了具有不同邻取代基的联芳基阻转异构体的发散合成。
• Construction of Axially Chiral Arylborons via Atroposelective Miyaura Borylation
  作者：Kai Yang、Yanfei Mao、Jie Xu、Hao Wang、Yong He、Wangyang Li、Qiuling Song

  DOI：10.1021/jacs.1c04345

  日期：2021.7.14

  well-developed centrally chiral boron chemistry, C–B axially chiral chemistry remains elusive and challenging. Herein we report the first atroposelective Miyaura borylation of bromoarenes with unsymmetrical diboron reagents for the direct catalytic synthesis of optically active atropisomeric arylborons. This reaction features broad substrate scope and produces axially chiral arylborons with high yields

  与发达的中心手性硼化学相比，C-B 轴向手性化学仍然难以捉摸和具有挑战性。在此，我们报告了第一次使用不对称二硼试剂对溴芳烃进行阻转选择性 Miyaura 硼酸化，用于直接催化合成旋光阻转异构芳基硼。该反应具有广泛的底物范围，可产生高产率和良好对映选择性的轴向手性芳基硼。
• Enantioselective C–H Arylation for Axially Chiral Heterobiaryls
  作者：Ziyue Liu、Ben Gao、Konstantin Chernichenko、He Yang、Sébastien Lemaire、Wenjun Tang

  DOI：10.1021/acs.orglett.3c02478

  日期：2023.9.29

  palladium-catalyzed C–H arylation of functionalized pyrazoles/triazoles/imidazoles is developed, affording a variety of axially chiral ortho-nitro/formyl-substituted heterobiaryls with excellent enantioselectivities and good yields. The method features a deuterated P-chiral phosphorus ligand CD3-AntPhos, a broad substrate scope of functionalized heterobiaryls, mild reaction conditions, and low palladium loadings

  开发了功能化吡唑/三唑/咪唑的对映选择性钯催化C-H芳基化，提供了多种轴向手性邻硝基/甲酰基取代的杂联芳基化合物，具有优异的对映选择性和良好的产率。该方法具有氘代 P-手性磷配体 CD 3 -AntPhos、功能化杂联芳基的广泛底物范围、温和的反应条件和低钯负载量。
• Simulating the Impact During Human Jumping by Means of a 4-Degrees-of-Freedom Model With Time-Dependent Properties
  作者：Martin Fritz、Klaus Peikenkamp

  DOI：10.1080/00222890109601914

  日期：2001.9

  The authors simulated the vertical movements of a jumper and the force time courses by means of a 4-degrees-of-freedom model consisting of 4 masses, springs, and dampers. Of the motions simulated, only that of the mass imitating the trunk corresponded to the measured data. The best fit to the measured force curves were obtained in the simulation in which time-dependent model parameters were used. From the results, the authors concluded that at the beginning of the landing, a jumper behaves like a 2-mass model in which the leg segments (thighs, shanks, and feet) effectively combine into 1 mass, After approximately 60 ms, the connections between the leg segments become more compliant and the jumper behaves like a 4-mass model with a soft coupling between the leg segments. The process is equivalent to an increase of the degrees of freedom of the movements, At the end of the ground contact phase during hopping, the jumper has to contract the muscles in order to reach the envisaged jump height. In the model, that contraction could not be satisfactorily simulated.
• Royer; Buu-Hoi, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1946, vol. 222, p. 746
  作者：Royer、Buu-Hoi

  DOI：——

  日期：——